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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_str1605
_database_code_depnum_ccdc_archive 'CCDC 1481179'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;
_audit_creation_date             2016-01-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H38 Cu N4 O2, 2(H2 O)'
_chemical_formula_sum            'C35 H42 Cu N4 O4'
_chemical_formula_weight         646.26
_chemical_absolute_configuration syn
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.6591(3)
_cell_length_b                   15.9975(4)
_cell_length_c                   10.4363(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.225(3)
_cell_angle_gamma                90
_cell_volume                     1599.82(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12926
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.5940
_cell_measurement_theta_min      3.2100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             682
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.105
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            30342
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         2.993
_diffrn_ambient_temperature      297.9(6)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.928
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                5864
_reflns_number_total             6280
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 2592 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.005(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         6280
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0361
_refine_ls_restrained_S_all      1.602
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0555P)²+0.1541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0954
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 H3D-O3 = O3-H3C
 0.85 with sigma of 0.00001
 H4C-O4 = O4-H4D
 0.85 with sigma of 0.00001
 H3D-H3C
 1.367 with sigma of 0.00002
 H4C-H4D
 1.367 with sigma of 0.00002
3.a Free rotating group:
 O4(C17,C16,C29,C5,C21,C15,C3,C4,O2,C20,C18,C19,O3,H3C,H3D,H4C,H4D)
3.b Ternary CH refined with riding coordinates:
 N1(H1), N2(H2), C1(H1A), C7(H7)
3.c Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C22(H22A,H22B), C29(H29A,H29B), C5(H5A,H5B), C15(H15A,H15B),
 C3(H3A,H3B), C4(H4A,H4B)
3.d Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C24(H24), C25(H25),
 C26(H26), C27(H27), C28(H28), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35),
  C17(H17), C21(H21), C20(H20), C18(H18), C19(H19)
3.e Fitted hexagon refined as free rotating group:
 C9(C10,C11,C12,C13,C14), C23(C24,C25,C26,C27,C28), C30(C31,C32,C33,C34,C35)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.38715(4) 0.32181(3) 0.73409(4) 0.03603(14) Uani 1 1 d . . . . .
O1 O 0.2553(4) 0.3838(2) 0.3685(3) 0.0637(9) Uani 1 1 d . . . . .
N1 N 0.2315(3) 0.41007(18) 0.7100(3) 0.0326(6) Uani 1 1 d . . . . .
H1 H 0.2547 0.4570 0.7692 0.039 Uiso 1 1 calc R . . . .
N2 N 0.4575(3) 0.34216(18) 0.9251(3) 0.0392(8) Uani 1 1 d . . . . .
H2 H 0.3795 0.3590 0.9709 0.047 Uiso 1 1 calc R . . . .
N3 N 0.3477(4) 0.3132(2) 0.5492(3) 0.0477(8) Uani 1 1 d . . . . .
N4 N 0.5089(4) 0.2269(2) 0.7568(4) 0.0479(8) Uani 1 1 d . . . . .
C1 C 0.2196(4) 0.4395(2) 0.5742(4) 0.0338(8) Uani 1 1 d . . . . .
H1A H 0.1205 0.4479 0.5434 0.041 Uiso 1 1 calc R . . . .
C2 C 0.2771(4) 0.3745(2) 0.4875(4) 0.0417(9) Uani 1 1 d . . . . .
C6 C 0.5547(4) 0.2043(3) 0.8749(5) 0.0464(10) Uani 1 1 d . . . . .
C7 C 0.5180(4) 0.2621(3) 0.9801(4) 0.0462(10) Uani 1 1 d . . . . .
H7 H 0.6060 0.2765 1.0329 0.055 Uiso 1 1 calc R . . . .
C8 C 0.2953(4) 0.5227(2) 0.5628(4) 0.0414(8) Uani 1 1 d . . . . .
H8A H 0.3795 0.5226 0.6243 0.050 Uiso 1 1 calc R . . . .
H8B H 0.3236 0.5263 0.4771 0.050 Uiso 1 1 calc R . . . .
C9 C 0.2115(3) 0.59947(14) 0.5859(3) 0.0387(8) Uani 1 1 d . . . . .
C10 C 0.0883(3) 0.61471(16) 0.5053(3) 0.0523(10) Uani 1 1 d G . . . .
H10 H 0.0586 0.5776 0.4388 0.063 Uiso 1 1 calc R . . . .
C11 C 0.0095(3) 0.68537(19) 0.5239(3) 0.0682(14) Uani 1 1 d G . . . .
H11 H -0.0729 0.6956 0.4700 0.082 Uiso 1 1 calc R . . . .
C12 C 0.0540(4) 0.74079(18) 0.6232(4) 0.0758(16) Uani 1 1 d G . . . .
H12 H 0.0013 0.7881 0.6357 0.091 Uiso 1 1 calc R . . . .
C13 C 0.1772(4) 0.72555(19) 0.7039(3) 0.0800(17) Uani 1 1 d G . . . .
H13 H 0.2069 0.7626 0.7703 0.096 Uiso 1 1 calc R . . . .
C14 C 0.2560(3) 0.65489(18) 0.6852(3) 0.0595(13) Uani 1 1 d G . . . .
H14 H 0.3384 0.6447 0.7391 0.071 Uiso 1 1 calc R . . . .
C22 C 0.1048(4) 0.3671(3) 0.7422(4) 0.0435(9) Uani 1 1 d . . . . .
H22A H 0.1214 0.3491 0.8315 0.052 Uiso 1 1 calc R . . . .
H22B H 0.0905 0.3173 0.6891 0.052 Uiso 1 1 calc R . . . .
C23 C -0.0283(2) 0.41823(16) 0.7242(3) 0.0444(9) Uani 1 1 d . . . . .
C24 C -0.1492(3) 0.38211(19) 0.6615(3) 0.0613(12) Uani 1 1 d G . . . .
H24 H -0.1472 0.3277 0.6305 0.074 Uiso 1 1 calc R . . . .
C25 C -0.2730(2) 0.4273(3) 0.6452(3) 0.084(2) Uani 1 1 d G . . . .
H25 H -0.3539 0.4032 0.6033 0.100 Uiso 1 1 calc R . . . .
C26 C -0.2760(3) 0.5087(3) 0.6916(4) 0.088(2) Uani 1 1 d G . . . .
H26 H -0.3589 0.5389 0.6807 0.105 Uiso 1 1 calc R . . . .
C27 C -0.1552(4) 0.54482(18) 0.7542(4) 0.0810(19) Uani 1 1 d G . . . .
H27 H -0.1572 0.5992 0.7852 0.097 Uiso 1 1 calc R . . . .
C28 C -0.0313(3) 0.49959(17) 0.7705(3) 0.0594(12) Uani 1 1 d G . . . .
H28 H 0.0495 0.5238 0.8124 0.071 Uiso 1 1 calc R . . . .
C30 C 0.6349(2) 0.42798(18) 1.0686(2) 0.0429(9) Uani 1 1 d . . . . .
C31 C 0.7791(2) 0.43738(19) 1.0879(2) 0.0506(10) Uani 1 1 d G . . . .
H31 H 0.8304 0.4320 1.0187 0.061 Uiso 1 1 calc R . . . .
C32 C 0.8465(2) 0.4548(2) 1.2105(3) 0.0629(13) Uani 1 1 d G . . . .
H32 H 0.9430 0.4611 1.2234 0.075 Uiso 1 1 calc R . . . .
C33 C 0.7698(3) 0.4629(2) 1.3140(2) 0.0626(14) Uani 1 1 d G . . . .
H33 H 0.8149 0.4746 1.3960 0.075 Uiso 1 1 calc R . . . .
C34 C 0.6256(3) 0.4535(2) 1.2947(2) 0.0673(14) Uani 1 1 d G . . . .
H34 H 0.5742 0.4589 1.3639 0.081 Uiso 1 1 calc R . . . .
C35 C 0.5581(2) 0.4360(2) 1.1720(3) 0.0573(12) Uani 1 1 d G . . . .
H35 H 0.4617 0.4298 1.1591 0.069 Uiso 1 1 calc R . . . .
O4 O 0.81335(19) 0.01283(12) 0.8006(2) 0.0752(10) Uani 1 1 d D . . . .
C17 C 0.21810(15) 0.16540(10) 0.92552(18) 0.0550(11) Uani 1 1 d G . . . .
H17 H 0.2788 0.1314 0.8864 0.066 Uiso 1 1 calc R . . . .
C16 C 0.27134(17) 0.21951(11) 1.02290(16) 0.0490(10) Uani 1 1 d G . . . .
C29 C 0.5637(2) 0.41024(8) 0.9335(2) 0.0455(10) Uani 1 1 d G . . . .
H29A H 0.5188 0.4611 0.8989 0.055 Uiso 1 1 calc R . . . .
H29B H 0.6345 0.3955 0.8792 0.055 Uiso 1 1 calc R . . . .
C5 C 0.54453(18) 0.17319(10) 0.65230(14) 0.0679(14) Uani 1 1 d G . . . .
H5A H 0.5636 0.1172 0.6857 0.081 Uiso 1 1 calc R . . . .
H5B H 0.6290 0.1941 0.6221 0.081 Uiso 1 1 calc R . . . .
C21 C 0.1787(2) 0.26898(13) 1.07975(19) 0.0647(13) Uani 1 1 d G . . . .
H21 H 0.2123 0.3056 1.1456 0.078 Uiso 1 1 calc R . . . .
C15 C 0.42508(18) 0.22154(10) 1.07122(13) 0.0578(12) Uani 1 1 d G . . . .
H15A H 0.4567 0.1646 1.0882 0.069 Uiso 1 1 calc R . . . .
H15B H 0.4379 0.2514 1.1527 0.069 Uiso 1 1 calc R . . . .
C3 C 0.4016(3) 0.24934(16) 0.46981(14) 0.0687(14) Uani 1 1 d G . . . .
H3A H 0.4865 0.2696 0.4397 0.082 Uiso 1 1 calc R . . . .
H3B H 0.3339 0.2390 0.3947 0.082 Uiso 1 1 calc R . . . .
C4 C 0.4320(2) 0.16903(14) 0.54155(13) 0.0747(16) Uani 1 1 d G . . . .
H4A H 0.3471 0.1502 0.5732 0.090 Uiso 1 1 calc R . . . .
H4B H 0.4574 0.1273 0.4812 0.090 Uiso 1 1 calc R . . . .
O2 O 0.62516(14) 0.14042(8) 0.90737(14) 0.0692(10) Uani 1 1 d G . . . .
C20 C 0.03905(19) 0.26489(15) 1.0409(2) 0.0803(18) Uani 1 1 d G . . . .
H20 H -0.0213 0.2993 1.0797 0.096 Uiso 1 1 calc R . . . .
C18 C 0.07626(14) 0.16090(13) 0.8852(2) 0.0717(15) Uani 1 1 d G . . . .
H18 H 0.0418 0.1249 0.8188 0.086 Uiso 1 1 calc R . . . .
C19 C -0.01385(16) 0.21071(16) 0.9453(2) 0.0817(19) Uani 1 1 d G . . . .
H19 H -0.1097 0.2074 0.9209 0.098 Uiso 1 1 calc R . . . .
O3 O 0.7260(2) 0.00175(12) 1.0450(2) 0.0722(10) Uani 1 1 d DG . . . .
H3C H 0.7721 -0.0053 0.9816 0.057(14) Uiso 1 1 d DG . . . .
H3D H 0.6969 0.0520 1.0414 0.10(2) Uiso 1 1 d DG . . . .
H4C H 0.7412 0.0435 0.7871 0.24(6) Uiso 1 1 d DG . . . .
H4D H 0.7906 -0.0352 0.7704 0.15(3) Uiso 1 1 d DG . . . .


_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 N1 2.055(3) . ?
Cu1 N2 2.050(3) . ?
Cu1 N3 1.924(3) . ?
Cu1 N4 1.917(3) . ?
O1 C2 1.243(5) . ?
N1 H1 0.9800 . ?
N1 C1 1.484(5) . ?
N1 C22 1.479(5) . ?
N2 H2 0.9800 . ?
N2 C7 1.492(5) . ?
N2 C29 1.491(3) . ?
N3 C2 1.316(5) . ?
N3 C3 1.452(4) . ?
N4 C6 1.307(6) . ?
N4 C5 1.464(4) . ?
C1 H1A 0.9800 . ?
C1 C2 1.528(5) . ?
C1 C8 1.530(5) . ?
C6 C7 1.511(7) . ?
C6 O2 1.251(4) . ?
C7 H7 0.9800 . ?
C7 C15 1.531(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.507(4) . ?
C9 C10 1.3900 . ?
C9 C14 1.3900 . ?
C10 H10 0.9300 . ?
C10 C11 1.3900 . ?
C11 H11 0.9300 . ?
C11 C12 1.3900 . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.516(4) . ?
C23 C24 1.3900 . ?
C23 C28 1.3900 . ?
C24 H24 0.9300 . ?
C24 C25 1.3900 . ?
C25 H25 0.9300 . ?
C25 C26 1.3900 . ?
C26 H26 0.9300 . ?
C26 C27 1.3900 . ?
C27 H27 0.9300 . ?
C27 C28 1.3900 . ?
C28 H28 0.9300 . ?
C30 C31 1.3900 . ?
C30 C35 1.3900 . ?
C30 C29 1.515(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.3900 . ?
C32 H32 0.9300 . ?
C32 C33 1.3900 . ?
C33 H33 0.9300 . ?
C33 C34 1.3900 . ?
C34 H34 0.9300 . ?
C34 C35 1.3900 . ?
C35 H35 0.9300 . ?
O4 H4C 0.8502 . ?
O4 H4D 0.8492 . ?
C17 H17 0.9300 . ?
C17 C16 1.3839 . ?
C17 C18 1.3835 . ?
C16 C21 1.3832 . ?
C16 C15 1.5074 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.4851 . ?
C21 H21 0.9300 . ?
C21 C20 1.3600 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.4974 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C19 1.3709 . ?
C18 H18 0.9300 . ?
C18 C19 1.3866 . ?
C19 H19 0.9300 . ?
O3 H3C 0.8500 . ?
O3 H3D 0.8500 . ?

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 N1 99.08(12) . . ?
N3 Cu1 N1 82.95(13) . . ?
N3 Cu1 N2 170.51(15) . . ?
N4 Cu1 N1 170.93(14) . . ?
N4 Cu1 N2 83.22(14) . . ?
N4 Cu1 N3 96.22(15) . . ?
Cu1 N1 H1 110.1 . . ?
C1 N1 Cu1 107.6(2) . . ?
C1 N1 H1 110.1 . . ?
C22 N1 Cu1 105.5(2) . . ?
C22 N1 H1 110.1 . . ?
C22 N1 C1 113.4(3) . . ?
Cu1 N2 H2 109.7 . . ?
C7 N2 Cu1 107.7(2) . . ?
C7 N2 H2 109.7 . . ?
C29 N2 Cu1 108.3(2) . . ?
C29 N2 H2 109.7 . . ?
C29 N2 C7 111.8(3) . . ?
C2 N3 Cu1 117.5(3) . . ?
C2 N3 C3 116.5(3) . . ?
C3 N3 Cu1 125.6(2) . . ?
C6 N4 Cu1 117.8(3) . . ?
C6 N4 C5 117.2(3) . . ?
C5 N4 Cu1 124.8(2) . . ?
N1 C1 H1A 108.2 . . ?
N1 C1 C2 111.0(3) . . ?
N1 C1 C8 111.7(3) . . ?
C2 C1 H1A 108.2 . . ?
C2 C1 C8 109.5(3) . . ?
C8 C1 H1A 108.2 . . ?
O1 C2 N3 126.2(4) . . ?
O1 C2 C1 118.8(4) . . ?
N3 C2 C1 115.0(3) . . ?
N4 C6 C7 115.7(3) . . ?
O2 C6 N4 126.1(4) . . ?
O2 C6 C7 118.2(4) . . ?
N2 C7 C6 111.2(3) . . ?
N2 C7 H7 106.6 . . ?
N2 C7 C15 111.8(3) . . ?
C6 C7 H7 106.6 . . ?
C6 C7 C15 113.6(3) . . ?
C15 C7 H7 106.6 . . ?
C1 C8 H8A 108.5 . . ?
C1 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C9 C8 C1 115.1(3) . . ?
C9 C8 H8A 108.5 . . ?
C9 C8 H8B 108.5 . . ?
C10 C9 C8 118.8(2) . . ?
C10 C9 C14 120.0 . . ?
C14 C9 C8 121.2(2) . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 120.0 . . ?
C13 C14 C9 120.0 . . ?
C13 C14 H14 120.0 . . ?
N1 C22 H22A 108.3 . . ?
N1 C22 H22B 108.3 . . ?
N1 C22 C23 115.7(3) . . ?
H22A C22 H22B 107.4 . . ?
C23 C22 H22A 108.3 . . ?
C23 C22 H22B 108.3 . . ?
C24 C23 C22 118.9(2) . . ?
C24 C23 C28 120.0 . . ?
C28 C23 C22 121.1(2) . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C23 C28 H28 120.0 . . ?
C27 C28 C23 120.0 . . ?
C27 C28 H28 120.0 . . ?
C31 C30 C35 120.0 . . ?
C31 C30 C29 118.92(18) . . ?
C35 C30 C29 121.07(18) . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 120.0 . . ?
C33 C32 H32 120.0 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.0 . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 120.0 . . ?
C35 C34 H34 120.0 . . ?
C30 C35 H35 120.0 . . ?
C34 C35 C30 120.0 . . ?
C34 C35 H35 120.0 . . ?
H4C O4 H4D 107.0 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.4 . . ?
C18 C17 C16 121.2 . . ?
C17 C16 C15 121.2 . . ?
C21 C16 C17 118.2 . . ?
C21 C16 C15 120.5 . . ?
N2 C29 C30 114.8(2) . . ?
N2 C29 H29A 108.6 . . ?
N2 C29 H29B 108.6 . . ?
C30 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
H29A C29 H29B 107.5 . . ?
N4 C5 H5A 109.0 . . ?
N4 C5 H5B 109.0 . . ?
N4 C5 C4 112.88(14) . . ?
H5A C5 H5B 107.8 . . ?
C4 C5 H5A 109.0 . . ?
C4 C5 H5B 109.0 . . ?
C16 C21 H21 119.5 . . ?
C20 C21 C16 121.0 . . ?
C20 C21 H21 119.5 . . ?
C7 C15 H15A 108.4 . . ?
C7 C15 H15B 108.4 . . ?
C16 C15 C7 115.52(16) . . ?
C16 C15 H15A 108.4 . . ?
C16 C15 H15B 108.4 . . ?
H15A C15 H15B 107.5 . . ?
N3 C3 H3A 109.1 . . ?
N3 C3 H3B 109.1 . . ?
N3 C3 C4 112.33(15) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C5 C4 C3 115.4 . . ?
C5 C4 H4A 108.4 . . ?
C5 C4 H4B 108.4 . . ?
C3 C4 H4A 108.4 . . ?
C3 C4 H4B 108.4 . . ?
H4A C4 H4B 107.5 . . ?
C21 C20 H20 119.6 . . ?
C21 C20 C19 120.8 . . ?
C19 C20 H20 119.6 . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.1 . . ?
C19 C18 H18 120.4 . . ?
C20 C19 C18 119.6 . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
H3C O3 H3D 107.1 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3C O4 0.85 2.00 2.791 154.4 .
O3 H3D O2 0.85 2.05 2.753 139.8 .
O4 H4D O1 0.85 1.95 2.743(4) 154.2 2_646

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
Cu1 N1 C1 C2 23.0(3) . . . . ?
Cu1 N1 C1 C8 -99.5(3) . . . . ?
Cu1 N1 C22 C23 -176.6(3) . . . . ?
Cu1 N2 C7 C6 20.1(4) . . . . ?
Cu1 N2 C7 C15 -108.1(3) . . . . ?
Cu1 N2 C29 C30 -175.22(16) . . . . ?
Cu1 N3 C2 O1 171.8(4) . . . . ?
Cu1 N3 C2 C1 -7.5(5) . . . . ?
Cu1 N3 C3 C4 28.2(3) . . . . ?
Cu1 N4 C6 C7 -6.4(5) . . . . ?
Cu1 N4 C6 O2 173.8(3) . . . . ?
Cu1 N4 C5 C4 -29.2(3) . . . . ?
N1 C1 C2 O1 169.0(4) . . . . ?
N1 C1 C2 N3 -11.6(5) . . . . ?
N1 C1 C8 C9 -85.1(4) . . . . ?
N1 C22 C23 C24 133.9(3) . . . . ?
N1 C22 C23 C28 -46.9(4) . . . . ?
N2 C7 C15 C16 45.1(3) . . . . ?
N3 C3 C4 C5 -64.57(19) . . . . ?
N4 C6 C7 N2 -10.3(5) . . . . ?
N4 C6 C7 C15 116.9(4) . . . . ?
N4 C5 C4 C3 65.30(17) . . . . ?
C1 N1 C22 C23 -59.1(4) . . . . ?
C1 C8 C9 C10 -60.8(4) . . . . ?
C1 C8 C9 C14 119.6(3) . . . . ?
C2 N3 C3 C4 -158.8(3) . . . . ?
C2 C1 C8 C9 151.6(3) . . . . ?
C6 N4 C5 C4 145.0(3) . . . . ?
C6 C7 C15 C16 -81.8(3) . . . . ?
C7 N2 C29 C30 -56.7(3) . . . . ?
C8 C1 C2 O1 -67.2(5) . . . . ?
C8 C1 C2 N3 112.1(4) . . . . ?
C8 C9 C10 C11 -179.6(3) . . . . ?
C8 C9 C14 C13 179.6(3) . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C10 C9 C14 C13 0.0 . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C12 C13 C14 C9 0.0 . . . . ?
C14 C9 C10 C11 0.0 . . . . ?
C22 N1 C1 C2 -93.2(4) . . . . ?
C22 N1 C1 C8 144.3(3) . . . . ?
C22 C23 C24 C25 179.2(3) . . . . ?
C22 C23 C28 C27 -179.2(3) . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C23 C28 C27 0.0 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C23 0.0 . . . . ?
C28 C23 C24 C25 0.0 . . . . ?
C30 C31 C32 C33 0.0 . . . . ?
C31 C30 C35 C34 0.0 . . . . ?
C31 C30 C29 N2 134.2(2) . . . . ?
C31 C32 C33 C34 0.0 . . . . ?
C32 C33 C34 C35 0.0 . . . . ?
C33 C34 C35 C30 0.0 . . . . ?
C35 C30 C31 C32 0.0 . . . . ?
C35 C30 C29 N2 -46.7(3) . . . . ?
C17 C16 C21 C20 -0.2 . . . . ?
C17 C16 C15 C7 73.31(19) . . . . ?
C17 C18 C19 C20 1.7 . . . . ?
C16 C17 C18 C19 -1.0 . . . . ?
C16 C21 C20 C19 0.9 . . . . ?
C29 N2 C7 C6 -98.8(3) . . . . ?
C29 N2 C7 C15 133.0(3) . . . . ?
C29 C30 C31 C32 179.1(2) . . . . ?
C29 C30 C35 C34 -179.1(3) . . . . ?
C5 N4 C6 C7 179.0(3) . . . . ?
C5 N4 C6 O2 -0.8(6) . . . . ?
C21 C16 C15 C7 -110.03(19) . . . . ?
C21 C20 C19 C18 -1.6 . . . . ?
C15 C16 C21 C20 -177.0 . . . . ?
C3 N3 C2 O1 -1.9(6) . . . . ?
C3 N3 C2 C1 178.8(3) . . . . ?
O2 C6 C7 N2 169.5(3) . . . . ?
O2 C6 C7 C15 -63.3(4) . . . . ?
C18 C17 C16 C21 0.3 . . . . ?
C18 C17 C16 C15 177.1 . . . . ?
####################################################################### 
# 
# 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_str1580
_database_code_depnum_ccdc_archive 'CCDC 1481182'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;
_audit_creation_date             2015-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H38 N4 Ni O2, H2 O'
_chemical_formula_sum            'C27 H40 N4 Ni O3'
_chemical_formula_weight         527.34
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H36 N2 O2 Ni'
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'
Ni Ni 0.3393 1.1124 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   11.0695(3)
_cell_length_b                   15.2253(4)
_cell_length_c                   16.1040(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2714.11(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11185
_cell_measurement_temperature    199.95(10)
_cell_measurement_theta_max      28.1780
_cell_measurement_theta_min      3.4720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.749
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.2208
_exptl_crystal_size_mid          0.1231
_exptl_crystal_size_min          0.0868
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30689
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.279
_diffrn_reflns_theta_min         2.862
_diffrn_ambient_temperature      199.95(10)
_diffrn_detector_area_resol_mean 10.4051
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -19.00   10.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.5877  -99.0000   90.0000 29

#__ type_ start__ end____ width___ exp.time_
  2 omega  -32.00   66.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.5877   38.0000  -30.0000 98

#__ type_ start__ end____ width___ exp.time_
  3 omega  -11.00   59.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       14.6814   38.0000   60.0000 70

#__ type_ start__ end____ width___ exp.time_
  4 omega -106.00  -57.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -      -13.5877 -178.0000  -30.0000 49

#__ type_ start__ end____ width___ exp.time_
  5 omega  -17.00   94.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       14.6814   38.0000  -90.0000 111

#__ type_ start__ end____ width___ exp.time_
  6 omega  -21.00   28.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       14.6814   77.0000    0.0000 49

#__ type_ start__ end____ width___ exp.time_
  7 omega  -20.00   59.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ frames
    -       14.6814  -99.0000 -150.0000 79
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0569725000
_diffrn_orient_matrix_UB_12      -0.0212185000
_diffrn_orient_matrix_UB_13      -0.0024761000
_diffrn_orient_matrix_UB_21      -0.0260940000
_diffrn_orient_matrix_UB_22      0.0337620000
_diffrn_orient_matrix_UB_23      0.0244083000
_diffrn_orient_matrix_UB_31      -0.0135970000
_diffrn_orient_matrix_UB_32      0.0240679000
_diffrn_orient_matrix_UB_33      -0.0365542000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.734
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.879
_reflns_number_gt                5903
_reflns_number_total             6801
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.665
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Flack x determined using 2281 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.020(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         6801
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0392
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0414P)²+0.9621P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0947
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 N1-H1 = N4-H4
 0.97 with sigma of 0.02
3.a Free rotating group:
 O3(H3C,H3D)
3.b Ternary CH refined with riding coordinates:
 C5(H5), C6(H6), C17(H17), C18(H18)
3.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C9(H9A,H9B), C1(H1A,H1B), C21(H21A,H21B), C3(H3A,H3B)
3.d Aromatic/amide H refined with riding coordinates:
 C12(H12), C15(H15), C11(H11), C26(H26), C23(H23), C24(H24), C27(H27),
 C13(H13), C14(H14), C25(H25)
3.e Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Ni1 Ni 0.41806(4) 0.58924(2) 0.42883(2) 0.02265(11) Uani 1 1 d . . . . .
N4 N 0.4955(2) 0.57865(19) 0.31988(16) 0.0251(6) Uani 1 1 d D . . . .
O2 O 0.5903(3) 0.80135(16) 0.35430(16) 0.0412(6) Uani 1 1 d . . . . .
N3 N 0.5106(3) 0.69219(18) 0.43544(19) 0.0306(6) Uani 1 1 d . . . . .
O3 O 0.3458(2) 0.43305(17) 0.25017(15) 0.0337(6) Uani 1 1 d . . . . .
H3C H 0.3658 0.3844 0.2283 0.050 Uiso 1 1 d G . . . .
H3D H 0.2906 0.4570 0.2213 0.050 Uiso 1 1 d G . . . .
N2 N 0.3678(2) 0.58787(18) 0.53995(16) 0.0251(5) Uani 1 1 d . . . . .
C2 C 0.4132(4) 0.7445(2) 0.5644(2) 0.0378(8) Uani 1 1 d . . . . .
H2A H 0.4223 0.7888 0.6091 0.045 Uiso 1 1 calc R . . . .
H2B H 0.3419 0.7610 0.5308 0.045 Uiso 1 1 calc R . . . .
N1 N 0.2990(2) 0.49454(17) 0.41789(16) 0.0227(5) Uani 1 1 d D . . . .
C16 C 0.5457(3) 0.7271(2) 0.3639(2) 0.0290(7) Uani 1 1 d . . . . .
C10 C 0.0729(3) 0.4785(2) 0.3910(2) 0.0291(7) Uani 1 1 d . . . . .
O1 O 0.3096(2) 0.49083(16) 0.64188(14) 0.0330(6) Uani 1 1 d . . . . .
C5 C 0.2858(3) 0.4489(2) 0.49936(19) 0.0247(7) Uani 1 1 d . . . . .
H5 H 0.1973 0.4389 0.5075 0.030 Uiso 1 1 calc R . . . .
C4 C 0.3250(3) 0.5122(2) 0.5675(2) 0.0246(6) Uani 1 1 d . . . . .
C6 C 0.3460(4) 0.3584(2) 0.5040(2) 0.0312(8) Uani 1 1 d . . . . .
H6 H 0.3339 0.3366 0.5620 0.037 Uiso 1 1 calc R . . . .
C12 C -0.1163(3) 0.4335(3) 0.4532(2) 0.0388(9) Uani 1 1 d . . . . .
H12 H -0.1755 0.4403 0.4954 0.047 Uiso 1 1 calc R . . . .
C15 C 0.0569(4) 0.4141(3) 0.3306(2) 0.0414(9) Uani 1 1 d . . . . .
H15 H 0.1156 0.4072 0.2880 0.050 Uiso 1 1 calc R . . . .
C17 C 0.5301(3) 0.6679(2) 0.2893(2) 0.0284(7) Uani 1 1 d . . . . .
H17 H 0.6106 0.6625 0.2615 0.034 Uiso 1 1 calc R . . . .
C9 C 0.1829(3) 0.5369(2) 0.3906(2) 0.0299(7) Uani 1 1 d . . . . .
H9A H 0.1942 0.5598 0.3336 0.036 Uiso 1 1 calc R . . . .
H9B H 0.1669 0.5878 0.4273 0.036 Uiso 1 1 calc R . . . .
C7 C 0.4813(4) 0.3594(3) 0.4887(3) 0.0433(10) Uani 1 1 d . . . . .
H7A H 0.4969 0.3637 0.4289 0.065 Uiso 1 1 calc GR . . . .
H7B H 0.5171 0.3051 0.5102 0.065 Uiso 1 1 calc GR . . . .
H7C H 0.5173 0.4100 0.5171 0.065 Uiso 1 1 calc GR . . . .
C1 C 0.3914(3) 0.6559(2) 0.6032(2) 0.0308(8) Uani 1 1 d . . . . .
H1A H 0.4629 0.6388 0.6363 0.037 Uiso 1 1 calc R . . . .
H1B H 0.3213 0.6597 0.6412 0.037 Uiso 1 1 calc R . . . .
C22 C 0.6835(3) 0.5072(3) 0.2568(2) 0.0348(8) Uani 1 1 d . . . . .
C21 C 0.6061(3) 0.5228(3) 0.3332(2) 0.0360(8) Uani 1 1 d . . . . .
H21A H 0.5801 0.4651 0.3552 0.043 Uiso 1 1 calc R . . . .
H21B H 0.6569 0.5510 0.3762 0.043 Uiso 1 1 calc R . . . .
C11 C -0.0150(3) 0.4871(2) 0.4522(2) 0.0335(8) Uani 1 1 d . . . . .
H11 H -0.0055 0.5305 0.4941 0.040 Uiso 1 1 calc R . . . .
C26 C 0.7180(4) 0.4335(3) 0.1265(3) 0.0476(10) Uani 1 1 d . . . . .
H26 H 0.6906 0.3947 0.0843 0.057 Uiso 1 1 calc R . . . .
C18 C 0.4412(4) 0.7060(2) 0.2256(2) 0.0358(9) Uani 1 1 d . . . . .
H18 H 0.4692 0.7670 0.2130 0.043 Uiso 1 1 calc R . . . .
C23 C 0.7958(4) 0.5455(3) 0.2495(3) 0.0459(10) Uani 1 1 d . . . . .
H23 H 0.8236 0.5841 0.2917 0.055 Uiso 1 1 calc R . . . .
C24 C 0.8687(4) 0.5283(3) 0.1812(3) 0.0518(11) Uani 1 1 d . . . . .
H24 H 0.9458 0.5554 0.1769 0.062 Uiso 1 1 calc R . . . .
C27 C 0.6450(4) 0.4507(3) 0.1942(3) 0.0429(10) Uani 1 1 d . . . . .
H27 H 0.5678 0.4237 0.1980 0.051 Uiso 1 1 calc R . . . .
C13 C -0.1306(4) 0.3700(3) 0.3923(3) 0.0425(9) Uani 1 1 d . . . . .
H13 H -0.2001 0.3334 0.3922 0.051 Uiso 1 1 calc R . . . .
C3 C 0.5247(4) 0.7465(3) 0.5096(2) 0.0412(9) Uani 1 1 d . . . . .
H3A H 0.5412 0.8079 0.4927 0.049 Uiso 1 1 calc R . . . .
H3B H 0.5951 0.7254 0.5419 0.049 Uiso 1 1 calc R . . . .
C14 C -0.0433(4) 0.3601(3) 0.3318(3) 0.0478(11) Uani 1 1 d . . . . .
H14 H -0.0522 0.3159 0.2906 0.057 Uiso 1 1 calc R . . . .
C8 C 0.2831(4) 0.2929(2) 0.4467(2) 0.0412(9) Uani 1 1 d . . . . .
H8A H 0.1960 0.2934 0.4578 0.062 Uiso 1 1 calc GR . . . .
H8B H 0.3152 0.2338 0.4569 0.062 Uiso 1 1 calc GR . . . .
H8C H 0.2977 0.3093 0.3888 0.062 Uiso 1 1 calc GR . . . .
C25 C 0.8297(4) 0.4720(3) 0.1196(3) 0.0469(10) Uani 1 1 d . . . . .
H25 H 0.8796 0.4601 0.0729 0.056 Uiso 1 1 calc R . . . .
C19 C 0.3127(4) 0.7135(3) 0.2573(3) 0.0501(11) Uani 1 1 d . . . . .
H19A H 0.2752 0.6552 0.2581 0.075 Uiso 1 1 calc GR . . . .
H19B H 0.2664 0.7523 0.2206 0.075 Uiso 1 1 calc GR . . . .
H19C H 0.3133 0.7379 0.3136 0.075 Uiso 1 1 calc GR . . . .
C20 C 0.4466(5) 0.6547(3) 0.1440(2) 0.0536(12) Uani 1 1 d . . . . .
H20A H 0.5306 0.6508 0.1252 0.080 Uiso 1 1 calc GR . . . .
H20B H 0.3983 0.6851 0.1019 0.080 Uiso 1 1 calc GR . . . .
H20C H 0.4143 0.5955 0.1527 0.080 Uiso 1 1 calc GR . . . .
H4 H 0.448(3) 0.549(2) 0.2793(18) 0.025(9) Uiso 1 1 d D . . . .
H1 H 0.314(4) 0.454(2) 0.377(2) 0.035(11) Uiso 1 1 d 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
Ni1 N4 1.960(3) . ?
Ni1 N3 1.875(3) . ?
Ni1 N2 1.874(3) . ?
Ni1 N1 1.961(3) . ?
N4 C17 1.495(4) . ?
N4 C21 1.506(4) . ?
N4 H4 0.95(2) . ?
O2 C16 1.243(4) . ?
N3 C16 1.327(4) . ?
N3 C3 1.462(5) . ?
O3 H3C 0.8499 . ?
O3 H3D 0.8498 . ?
N2 C4 1.322(4) . ?
N2 C1 1.475(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.506(5) . ?
C2 C3 1.518(6) . ?
N1 C5 1.492(4) . ?
N1 C9 1.503(4) . ?
N1 H1 0.91(2) . ?
C16 C17 1.512(5) . ?
C10 C15 1.393(5) . ?
C10 C9 1.508(5) . ?
C10 C11 1.391(5) . ?
O1 C4 1.253(4) . ?
C5 H5 1.0000 . ?
C5 C4 1.523(4) . ?
C5 C6 1.532(5) . ?
C6 H6 1.0000 . ?
C6 C7 1.518(5) . ?
C6 C8 1.526(5) . ?
C12 H12 0.9500 . ?
C12 C11 1.386(5) . ?
C12 C13 1.387(6) . ?
C15 H15 0.9500 . ?
C15 C14 1.380(6) . ?
C17 H17 1.0000 . ?
C17 C18 1.536(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C22 C21 1.517(5) . ?
C22 C23 1.378(6) . ?
C22 C27 1.392(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C11 H11 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.382(6) . ?
C26 C25 1.373(6) . ?
C18 H18 1.0000 . ?
C18 C19 1.516(6) . ?
C18 C20 1.529(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.390(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.380(7) . ?
C27 H27 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.381(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C14 H14 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C25 H25 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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
N4 Ni1 N1 98.80(11) . . ?
N3 Ni1 N4 83.15(12) . . ?
N3 Ni1 N1 170.56(12) . . ?
N2 Ni1 N4 169.73(12) . . ?
N2 Ni1 N3 96.74(12) . . ?
N2 Ni1 N1 82.99(11) . . ?
Ni1 N4 H4 115(2) . . ?
C17 N4 Ni1 109.4(2) . . ?
C17 N4 C21 110.6(3) . . ?
C17 N4 H4 110(2) . . ?
C21 N4 Ni1 105.97(19) . . ?
C21 N4 H4 106(2) . . ?
C16 N3 Ni1 116.5(2) . . ?
C16 N3 C3 116.8(3) . . ?
C3 N3 Ni1 125.3(2) . . ?
H3C O3 H3D 109.5 . . ?
C4 N2 Ni1 115.9(2) . . ?
C4 N2 C1 116.3(3) . . ?
C1 N2 Ni1 126.8(2) . . ?
H2A C2 H2B 107.8 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C1 C2 C3 112.9(3) . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
Ni1 N1 H1 116(3) . . ?
C5 N1 Ni1 109.22(19) . . ?
C5 N1 C9 111.9(2) . . ?
C5 N1 H1 110(2) . . ?
C9 N1 Ni1 106.57(19) . . ?
C9 N1 H1 104(3) . . ?
O2 C16 N3 126.0(3) . . ?
O2 C16 C17 119.3(3) . . ?
N3 C16 C17 114.7(3) . . ?
C15 C10 C9 121.0(3) . . ?
C11 C10 C15 118.1(3) . . ?
C11 C10 C9 120.9(3) . . ?
N1 C5 H5 106.4 . . ?
N1 C5 C4 108.1(3) . . ?
N1 C5 C6 114.7(3) . . ?
C4 C5 H5 106.4 . . ?
C4 C5 C6 114.2(3) . . ?
C6 C5 H5 106.4 . . ?
N2 C4 C5 114.3(3) . . ?
O1 C4 N2 126.6(3) . . ?
O1 C4 C5 119.0(3) . . ?
C5 C6 H6 106.6 . . ?
C7 C6 C5 114.4(3) . . ?
C7 C6 H6 106.6 . . ?
C7 C6 C8 111.0(3) . . ?
C8 C6 C5 111.1(3) . . ?
C8 C6 H6 106.6 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.6(3) . . ?
C13 C12 H12 120.2 . . ?
C10 C15 H15 119.6 . . ?
C14 C15 C10 120.8(4) . . ?
C14 C15 H15 119.6 . . ?
N4 C17 C16 108.1(3) . . ?
N4 C17 H17 107.6 . . ?
N4 C17 C18 113.5(3) . . ?
C16 C17 H17 107.6 . . ?
C16 C17 C18 112.3(3) . . ?
C18 C17 H17 107.6 . . ?
N1 C9 C10 115.9(3) . . ?
N1 C9 H9A 108.3 . . ?
N1 C9 H9B 108.3 . . ?
C10 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C1 C2 111.8(3) . . ?
N2 C1 H1A 109.3 . . ?
N2 C1 H1B 109.3 . . ?
C2 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
H1A C1 H1B 107.9 . . ?
C23 C22 C21 120.7(4) . . ?
C23 C22 C27 118.5(4) . . ?
C27 C22 C21 120.7(4) . . ?
N4 C21 C22 115.6(3) . . ?
N4 C21 H21A 108.4 . . ?
N4 C21 H21B 108.4 . . ?
C22 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
H21A C21 H21B 107.4 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.3(3) . . ?
C12 C11 H11 119.4 . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C25 C26 C27 120.6(4) . . ?
C17 C18 H18 106.7 . . ?
C19 C18 C17 113.9(3) . . ?
C19 C18 H18 106.7 . . ?
C19 C18 C20 111.4(4) . . ?
C20 C18 C17 110.9(3) . . ?
C20 C18 H18 106.7 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.8(4) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.3(4) . . ?
C25 C24 H24 119.9 . . ?
C22 C27 H27 119.7 . . ?
C26 C27 C22 120.6(4) . . ?
C26 C27 H27 119.7 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.7(4) . . ?
C14 C13 H13 120.2 . . ?
N3 C3 C2 112.1(3) . . ?
N3 C3 H3A 109.2 . . ?
N3 C3 H3B 109.2 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C15 C14 C13 120.5(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C26 C25 C24 119.3(4) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

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
Ni1 N4 C17 C16 24.9(3) . . . . ?
Ni1 N4 C17 C18 -100.3(3) . . . . ?
Ni1 N4 C21 C22 -178.5(3) . . . . ?
Ni1 N3 C16 O2 167.8(3) . . . . ?
Ni1 N3 C16 C17 -13.2(4) . . . . ?
Ni1 N3 C3 C2 -31.3(5) . . . . ?
Ni1 N2 C4 O1 164.4(3) . . . . ?
Ni1 N2 C4 C5 -18.9(3) . . . . ?
Ni1 N2 C1 C2 24.8(4) . . . . ?
Ni1 N1 C5 C4 23.4(3) . . . . ?
Ni1 N1 C5 C6 -105.3(3) . . . . ?
Ni1 N1 C9 C10 -170.8(2) . . . . ?
N4 Ni1 N3 C16 22.8(3) . . . . ?
N4 Ni1 N3 C3 -171.2(3) . . . . ?
N4 Ni1 N2 C4 -74.1(7) . . . . ?
N4 Ni1 N2 C1 93.8(7) . . . . ?
N4 C17 C18 C19 58.0(4) . . . . ?
N4 C17 C18 C20 -68.5(4) . . . . ?
O2 C16 C17 N4 170.4(3) . . . . ?
O2 C16 C17 C18 -63.7(4) . . . . ?
N3 Ni1 N2 C4 -162.8(2) . . . . ?
N3 Ni1 N2 C1 5.0(3) . . . . ?
N3 C16 C17 N4 -8.7(4) . . . . ?
N3 C16 C17 C18 117.3(3) . . . . ?
N2 Ni1 N3 C16 -167.6(3) . . . . ?
N2 Ni1 N3 C3 -1.5(3) . . . . ?
N1 Ni1 N2 C4 26.7(2) . . . . ?
N1 Ni1 N2 C1 -165.5(3) . . . . ?
N1 C5 C4 N2 -4.2(4) . . . . ?
N1 C5 C4 O1 172.7(3) . . . . ?
N1 C5 C6 C7 59.8(4) . . . . ?
N1 C5 C6 C8 -66.9(4) . . . . ?
C16 N3 C3 C2 134.7(3) . . . . ?
C16 C17 C18 C19 -64.9(4) . . . . ?
C16 C17 C18 C20 168.5(3) . . . . ?
C10 C15 C14 C13 1.1(7) . . . . ?
C5 N1 C9 C10 -51.5(4) . . . . ?
C4 N2 C1 C2 -167.5(3) . . . . ?
C4 C5 C6 C7 -65.9(4) . . . . ?
C4 C5 C6 C8 167.5(3) . . . . ?
C6 C5 C4 N2 124.9(3) . . . . ?
C6 C5 C4 O1 -58.2(4) . . . . ?
C12 C13 C14 C15 -1.2(7) . . . . ?
C15 C10 C9 N1 -73.9(4) . . . . ?
C15 C10 C11 C12 -0.2(5) . . . . ?
C17 N4 C21 C22 -60.1(4) . . . . ?
C9 N1 C5 C4 -94.3(3) . . . . ?
C9 N1 C5 C6 136.9(3) . . . . ?
C9 C10 C15 C14 179.2(4) . . . . ?
C9 C10 C11 C12 -179.8(3) . . . . ?
C1 N2 C4 O1 -4.7(5) . . . . ?
C1 N2 C4 C5 171.9(3) . . . . ?
C1 C2 C3 N3 67.0(4) . . . . ?
C22 C23 C24 C25 -0.3(7) . . . . ?
C21 N4 C17 C16 -91.4(3) . . . . ?
C21 N4 C17 C18 143.4(3) . . . . ?
C21 C22 C23 C24 177.3(4) . . . . ?
C21 C22 C27 C26 -177.1(4) . . . . ?
C11 C10 C15 C14 -0.3(6) . . . . ?
C11 C10 C9 N1 105.6(4) . . . . ?
C11 C12 C13 C14 0.6(6) . . . . ?
C23 C22 C21 N4 109.7(4) . . . . ?
C23 C22 C27 C26 0.1(6) . . . . ?
C23 C24 C25 C26 0.2(7) . . . . ?
C27 C22 C21 N4 -73.2(5) . . . . ?
C27 C22 C23 C24 0.1(6) . . . . ?
C27 C26 C25 C24 0.0(7) . . . . ?
C13 C12 C11 C10 0.1(6) . . . . ?
C3 N3 C16 O2 0.5(5) . . . . ?
C3 N3 C16 C17 179.5(3) . . . . ?
C3 C2 C1 N2 -63.0(4) . . . . ?
C25 C26 C27 C22 -0.2(7) . . . . ?
####################################################################### 
# 
# 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_str1646
_database_code_depnum_ccdc_archive 'CCDC 1481180'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;
_audit_creation_date             2015-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H38 N4 Ni O2, 2(H2 O)'
_chemical_formula_sum            'C35 H42 N4 Ni O4'
_chemical_formula_weight         641.43
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C35 H40 N4 O2 Ni'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   10.35136(10)
_cell_length_b                   15.75766(13)
_cell_length_c                   19.30342(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3148.64(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15352
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      72.2010
_cell_measurement_theta_min      3.6050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.250
_exptl_absorpt_correction_T_max  0.969
_exptl_absorpt_correction_T_min  0.892
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.3663
_exptl_crystal_size_mid          0.1019
_exptl_crystal_size_min          0.0671
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29035
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.129
_diffrn_reflns_theta_min         3.621
_diffrn_ambient_temperature      150.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4051
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -49.00   41.40   0.8000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057   37.0000  -90.0000 113

#__ type_ start__ end____ width___ exp.time_
  2 omega  -49.00   41.40   0.8000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057   37.0000    0.0000 113

#__ type_ start__ end____ width___ exp.time_
  3 omega   64.00  128.00   0.8000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       37.6057  170.0000   59.0000 80

#__ type_ start__ end____ width___ exp.time_
  4 omega  -42.00   68.40   0.8000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       37.6057  -37.0000 -180.0000 138

#__ type_ start__ end____ width___ exp.time_
  5 omega   26.00   90.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  -30.0000    0.0000 80

#__ type_ start__ end____ width___ exp.time_
  6 omega  100.00  177.60   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  114.0000    8.0000 97

#__ type_ start__ end____ width___ exp.time_
  7 omega   26.00   90.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  -30.0000 -120.0000 80

#__ type_ start__ end____ width___ exp.time_
  8 omega   20.00  108.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  -94.0000  -60.0000 110

#__ type_ start__ end____ width___ exp.time_
  9 omega   29.00   97.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  -45.0000 -180.0000 85

#__ type_ start__ end____ width___ exp.time_
 10 omega   26.00   90.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  -30.0000   60.0000 80

#__ type_ start__ end____ width___ exp.time_
 11 omega   20.00  108.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  -94.0000 -150.0000 110

#__ type_ start__ end____ width___ exp.time_
 12 omega   26.00   90.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  -30.0000  -60.0000 80

#__ type_ start__ end____ width___ exp.time_
 13 omega -116.00   -5.60   0.8000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057  -57.0000  120.0000 138

#__ type_ start__ end____ width___ exp.time_
 14 omega -116.00   -5.60   0.8000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057  -57.0000    0.0000 138

#__ type_ start__ end____ width___ exp.time_
 15 omega -116.00   -5.60   0.8000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -37.6057  -57.0000 -120.0000 138

#__ type_ start__ end____ width___ exp.time_
 16 omega   69.00  177.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774   30.0000  -90.0000 135

#__ type_ start__ end____ width___ exp.time_
 17 omega   43.00  177.40   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774   18.0000 -177.0000 168

#__ type_ start__ end____ width___ exp.time_
 18 omega   20.00  108.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774  -94.0000   60.0000 110

#__ type_ start__ end____ width___ exp.time_
 19 omega   74.00  126.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774   61.0000   60.0000 65

#__ type_ start__ end____ width___ exp.time_
 20 omega   69.00  177.00   0.8000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      107.3774   30.0000    0.0000 135
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0072881000
_diffrn_orient_matrix_UB_12      0.0603668000
_diffrn_orient_matrix_UB_13      -0.0626548000
_diffrn_orient_matrix_UB_21      -0.0349801000
_diffrn_orient_matrix_UB_22      0.0753708000
_diffrn_orient_matrix_UB_23      0.0472378000
_diffrn_orient_matrix_UB_31      0.1444670000
_diffrn_orient_matrix_UB_32      0.0152265000
_diffrn_orient_matrix_UB_33      0.0146206000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.980
_reflns_number_gt                5759
_reflns_number_total             6132
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.706
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Flack x determined using 2423 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.020(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6132
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0377
_refine_ls_restrained_S_all      0.948
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0694P)²+0.9703P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1021
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 N1-H1 = N4-H4
 0.97 with sigma of 0.02
 H4A-O4 = O4-H4B
 0.85 with sigma of 0.02
 H3D-O3 = O3-H3C
 0.85 with sigma of 0.02
 H4A-H4B
 1.367 with sigma of 0.04
 H3D-H3C
 1.367 with sigma of 0.04
3.a Ternary CH refined with riding coordinates:
 C21(H21), C5(H5)
3.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C2(H2A,H2B), C1(H1A,H1B), C22(H22A,H22B), C6(H6A,H6B), C29(H29A,
 H29B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 C28(H28), C27(H27), C26(H26), C25(H25), C24(H24), C8(H8), C9(H9), C10(H10),
 C11(H11), C12(H12), C35(H35), C34(H34), C33(H33), C32(H32), C31(H31), C15(H15),
  C16(H16), C17(H17), C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Ni1 Ni 0.74850(5) 0.36336(2) 0.30464(2) 0.02908(14) Uani 1 1 d . . . . .
O2 O 0.8909(3) 0.17903(16) 0.18943(15) 0.0607(7) Uani 1 1 d . . . . .
O1 O 0.4030(2) 0.42671(16) 0.37427(17) 0.0533(7) Uani 1 1 d . . . . .
N4 N 0.9258(2) 0.38348(15) 0.27271(12) 0.0305(5) Uani 1 1 d D . . . .
N3 N 0.7536(4) 0.27110(15) 0.24362(12) 0.0415(6) Uani 1 1 d . . . . .
N2 N 0.5718(3) 0.35516(16) 0.32522(14) 0.0359(5) Uani 1 1 d . . . . .
N1 N 0.7491(3) 0.44690(12) 0.38002(10) 0.0277(4) Uani 1 1 d D . . . .
C21 C 0.9788(3) 0.3031(2) 0.24191(16) 0.0393(7) Uani 1 1 d . . . . .
H21 H 1.0210 0.3193 0.1972 0.047 Uiso 1 1 calc R . . . .
C20 C 0.8677(4) 0.2453(2) 0.22362(17) 0.0420(8) Uani 1 1 d . . . . .
C3 C 0.6441(5) 0.2183(3) 0.2235(2) 0.0621(12) Uani 1 1 d . . . . .
H3A H 0.6758 0.1612 0.2104 0.075 Uiso 1 1 calc R . . . .
H3B H 0.6016 0.2436 0.1825 0.075 Uiso 1 1 calc R . . . .
C2 C 0.5471(5) 0.2097(3) 0.2809(3) 0.0670(12) Uani 1 1 d . . . . .
H2A H 0.5912 0.1885 0.3230 0.080 Uiso 1 1 calc R . . . .
H2B H 0.4812 0.1673 0.2674 0.080 Uiso 1 1 calc R . . . .
C1 C 0.4813(4) 0.2924(2) 0.2974(2) 0.0494(8) Uani 1 1 d . . . . .
H1A H 0.4410 0.3152 0.2547 0.059 Uiso 1 1 calc R . . . .
H1B H 0.4118 0.2822 0.3316 0.059 Uiso 1 1 calc R . . . .
C4 C 0.5199(3) 0.41706(18) 0.36161(17) 0.0348(6) Uani 1 1 d . . . . .
C5 C 0.6166(3) 0.48130(16) 0.38931(15) 0.0301(6) Uani 1 1 d . . . . .
H5 H 0.6003 0.4901 0.4399 0.036 Uiso 1 1 calc R . . . .
C22 C 1.0832(4) 0.2621(2) 0.28643(19) 0.0488(8) Uani 1 1 d . . . . .
H22A H 1.0943 0.2028 0.2707 0.059 Uiso 1 1 calc R . . . .
H22B H 1.1656 0.2921 0.2774 0.059 Uiso 1 1 calc R . . . .
C23 C 1.0611(3) 0.26097(19) 0.36420(17) 0.0380(7) Uani 1 1 d . . . . .
C28 C 1.1274(3) 0.3166(2) 0.4068(2) 0.0477(8) Uani 1 1 d . . . . .
H28 H 1.1855 0.3567 0.3872 0.057 Uiso 1 1 calc R . . . .
C27 C 1.1096(4) 0.3143(3) 0.4783(2) 0.0573(10) Uani 1 1 d . . . . .
H27 H 1.1544 0.3532 0.5072 0.069 Uiso 1 1 calc R . . . .
C26 C 1.0262(4) 0.2553(3) 0.5071(2) 0.0572(11) Uani 1 1 d . . . . .
H26 H 1.0141 0.2531 0.5558 0.069 Uiso 1 1 calc R . . . .
C25 C 0.9612(4) 0.2001(2) 0.46482(19) 0.0488(8) Uani 1 1 d . . . . .
H25 H 0.9045 0.1594 0.4846 0.059 Uiso 1 1 calc R . . . .
C24 C 0.9772(3) 0.20300(19) 0.39409(18) 0.0400(7) Uani 1 1 d . . . . .
H24 H 0.9302 0.1649 0.3655 0.048 Uiso 1 1 calc R . . . .
C6 C 0.5990(3) 0.56628(18) 0.35140(16) 0.0357(6) Uani 1 1 d . . . . .
H6A H 0.6513 0.5652 0.3085 0.043 Uiso 1 1 calc R . . . .
H6B H 0.5073 0.5719 0.3377 0.043 Uiso 1 1 calc R . . . .
C7 C 0.6366(3) 0.64349(18) 0.39305(16) 0.0351(6) Uani 1 1 d . . . . .
C8 C 0.5658(4) 0.6654(2) 0.4510(2) 0.0497(8) Uani 1 1 d . . . . .
H8 H 0.4934 0.6321 0.4641 0.060 Uiso 1 1 calc R . . . .
C9 C 0.5996(5) 0.7360(3) 0.4905(2) 0.0643(12) Uani 1 1 d . . . . .
H9 H 0.5513 0.7501 0.5307 0.077 Uiso 1 1 calc R . . . .
C10 C 0.7032(5) 0.7853(2) 0.4708(2) 0.0678(13) Uani 1 1 d . . . . .
H10 H 0.7262 0.8340 0.4972 0.081 Uiso 1 1 calc R . . . .
C11 C 0.7725(5) 0.7640(3) 0.4136(3) 0.0690(13) Uani 1 1 d . . . . .
H11 H 0.8436 0.7982 0.3998 0.083 Uiso 1 1 calc R . . . .
C12 C 0.7407(5) 0.6931(2) 0.37521(19) 0.0533(9) Uani 1 1 d . . . . .
H12 H 0.7913 0.6783 0.3360 0.064 Uiso 1 1 calc R . . . .
C29 C 0.9204(3) 0.4523(2) 0.21954(16) 0.0370(6) Uani 1 1 d . . . . .
H29A H 0.8906 0.5051 0.2422 0.044 Uiso 1 1 calc R . . . .
H29B H 0.8552 0.4366 0.1843 0.044 Uiso 1 1 calc R . . . .
C30 C 1.0472(3) 0.47009(18) 0.18319(16) 0.0378(7) Uani 1 1 d . . . . .
C35 C 1.1624(4) 0.4801(2) 0.2183(2) 0.0482(8) Uani 1 1 d . . . . .
H35 H 1.1630 0.4765 0.2674 0.058 Uiso 1 1 calc R . . . .
C34 C 1.2770(4) 0.4952(3) 0.1834(2) 0.0578(10) Uani 1 1 d . . . . .
H34 H 1.3555 0.5013 0.2085 0.069 Uiso 1 1 calc R . . . .
C33 C 1.2764(4) 0.5014(2) 0.1113(2) 0.0565(10) Uani 1 1 d . . . . .
H33 H 1.3544 0.5122 0.0869 0.068 Uiso 1 1 calc R . . . .
C32 C 1.1621(4) 0.4917(2) 0.0759(2) 0.0527(10) Uani 1 1 d . . . . .
H32 H 1.1613 0.4959 0.0268 0.063 Uiso 1 1 calc R . . . .
C31 C 1.0484(4) 0.47593(19) 0.11126(17) 0.0431(7) Uani 1 1 d . . . . .
H31 H 0.9702 0.4690 0.0861 0.052 Uiso 1 1 calc R . . . .
C13 C 0.7939(3) 0.39839(17) 0.44164(14) 0.0327(6) Uani 1 1 d . . . . .
H13A H 0.8774 0.3714 0.4297 0.039 Uiso 1 1 calc R . . . .
H13B H 0.7311 0.3522 0.4503 0.039 Uiso 1 1 calc R . . . .
C14 C 0.8121(3) 0.44690(19) 0.50874(15) 0.0333(6) Uani 1 1 d . . . . .
C15 C 0.7978(4) 0.4023(2) 0.57010(17) 0.0440(7) Uani 1 1 d . . . . .
H15 H 0.7675 0.3454 0.5690 0.053 Uiso 1 1 calc R . . . .
C16 C 0.8273(4) 0.4397(3) 0.63319(18) 0.0541(10) Uani 1 1 d . . . . .
H16 H 0.8191 0.4078 0.6747 0.065 Uiso 1 1 calc R . . . .
C17 C 0.8686(4) 0.5231(3) 0.63593(18) 0.0544(10) Uani 1 1 d . . . . .
H17 H 0.8901 0.5484 0.6791 0.065 Uiso 1 1 calc R . . . .
C18 C 0.8784(4) 0.5694(3) 0.5752(2) 0.0522(9) Uani 1 1 d . . . . .
H18 H 0.9041 0.6273 0.5768 0.063 Uiso 1 1 calc R . . . .
C19 C 0.8508(4) 0.5317(2) 0.51183(18) 0.0421(7) Uani 1 1 d . . . . .
H19 H 0.8584 0.5637 0.4704 0.050 Uiso 1 1 calc R . . . .
O4 O 1.2420(3) 0.55579(17) 0.40886(13) 0.0524(6) Uani 1 1 d D . . . .
H4A H 1.288(6) 0.513(3) 0.397(3) 0.11(3) Uiso 1 1 d D . . . .
O3 O 0.9905(3) 0.53690(17) 0.36099(14) 0.0501(6) Uani 1 1 d D . . . .
H4 H 0.980(3) 0.405(2) 0.3079(15) 0.027(8) Uiso 1 1 d D . . . .
H1 H 0.821(3) 0.485(2) 0.374(2) 0.047(11) Uiso 1 1 d D . . . .
H3C H 1.059(4) 0.529(3) 0.387(2) 0.063(14) Uiso 1 1 d D . . . .
H3D H 1.008(4) 0.584(2) 0.343(2) 0.061(13) Uiso 1 1 d D . . . .
H4B H 1.233(5) 0.590(3) 0.3744(19) 0.068(14) Uiso 1 1 d 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
Ni1 N4 1.962(2) . ?
Ni1 N3 1.872(2) . ?
Ni1 N2 1.876(3) . ?
Ni1 N1 1.962(2) . ?
O2 C20 1.259(4) . ?
O1 C4 1.244(4) . ?
N4 C21 1.503(4) . ?
N4 C29 1.494(4) . ?
N4 H4 0.94(2) . ?
N3 C20 1.307(5) . ?
N3 C3 1.459(5) . ?
N2 C1 1.465(4) . ?
N2 C4 1.317(4) . ?
N1 C5 1.485(4) . ?
N1 C13 1.488(3) . ?
N1 H1 0.96(2) . ?
C21 H21 1.0000 . ?
C21 C20 1.509(5) . ?
C21 C22 1.524(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.501(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.504(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C4 C5 1.521(4) . ?
C5 H5 1.0000 . ?
C5 C6 1.537(4) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.518(5) . ?
C23 C28 1.385(5) . ?
C23 C24 1.387(5) . ?
C28 H28 0.9500 . ?
C28 C27 1.392(6) . ?
C27 H27 0.9500 . ?
C27 C26 1.386(7) . ?
C26 H26 0.9500 . ?
C26 C25 1.368(6) . ?
C25 H25 0.9500 . ?
C25 C24 1.376(5) . ?
C24 H24 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.509(4) . ?
C7 C8 1.381(5) . ?
C7 C12 1.374(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(7) . ?
C10 H10 0.9500 . ?
C10 C11 1.359(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(5) . ?
C12 H12 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.515(5) . ?
C30 C35 1.381(5) . ?
C30 C31 1.392(5) . ?
C35 H35 0.9500 . ?
C35 C34 1.385(6) . ?
C34 H34 0.9500 . ?
C34 C33 1.395(6) . ?
C33 H33 0.9500 . ?
C33 C32 1.376(7) . ?
C32 H32 0.9500 . ?
C32 C31 1.384(5) . ?
C31 H31 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.516(4) . ?
C14 C15 1.385(4) . ?
C14 C19 1.396(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(5) . ?
C19 H19 0.9500 . ?
O4 H4A 0.85(3) . ?
O4 H4B 0.86(2) . ?
O3 H3C 0.87(2) . ?
O3 H3D 0.83(2) . ?

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
N4 Ni1 N1 96.99(11) . . ?
N3 Ni1 N4 84.34(13) . . ?
N3 Ni1 N2 96.16(13) . . ?
N3 Ni1 N1 170.97(11) . . ?
N2 Ni1 N4 171.77(11) . . ?
N2 Ni1 N1 83.81(11) . . ?
Ni1 N4 H4 113(2) . . ?
C21 N4 Ni1 109.23(19) . . ?
C21 N4 H4 112(2) . . ?
C29 N4 Ni1 107.31(18) . . ?
C29 N4 C21 110.7(2) . . ?
C29 N4 H4 105(2) . . ?
C20 N3 Ni1 116.9(3) . . ?
C20 N3 C3 116.5(3) . . ?
C3 N3 Ni1 126.0(3) . . ?
C1 N2 Ni1 126.3(2) . . ?
C4 N2 Ni1 117.4(2) . . ?
C4 N2 C1 115.8(3) . . ?
Ni1 N1 H1 110(3) . . ?
C5 N1 Ni1 109.36(18) . . ?
C5 N1 C13 112.3(2) . . ?
C5 N1 H1 120(3) . . ?
C13 N1 Ni1 104.41(15) . . ?
C13 N1 H1 100(3) . . ?
N4 C21 H21 106.6 . . ?
N4 C21 C20 108.9(3) . . ?
N4 C21 C22 113.1(3) . . ?
C20 C21 H21 106.6 . . ?
C20 C21 C22 114.6(3) . . ?
C22 C21 H21 106.6 . . ?
O2 C20 N3 125.8(4) . . ?
O2 C20 C21 118.6(3) . . ?
N3 C20 C21 115.6(3) . . ?
N3 C3 H3A 109.2 . . ?
N3 C3 H3B 109.2 . . ?
N3 C3 C2 112.0(3) . . ?
H3A C3 H3B 107.9 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C3 C2 C1 112.4(4) . . ?
H2A C2 H2B 107.9 . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
N2 C1 C2 111.9(3) . . ?
N2 C1 H1A 109.2 . . ?
N2 C1 H1B 109.2 . . ?
C2 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
O1 C4 N2 126.3(3) . . ?
O1 C4 C5 119.3(3) . . ?
N2 C4 C5 114.3(3) . . ?
N1 C5 C4 108.8(2) . . ?
N1 C5 H5 108.9 . . ?
N1 C5 C6 111.7(2) . . ?
C4 C5 H5 108.9 . . ?
C4 C5 C6 109.5(2) . . ?
C6 C5 H5 108.9 . . ?
C21 C22 H22A 108.0 . . ?
C21 C22 H22B 108.0 . . ?
H22A C22 H22B 107.3 . . ?
C23 C22 C21 117.1(3) . . ?
C23 C22 H22A 108.0 . . ?
C23 C22 H22B 108.0 . . ?
C28 C23 C22 120.4(3) . . ?
C24 C23 C22 120.9(3) . . ?
C24 C23 C28 118.7(3) . . ?
C23 C28 H28 119.8 . . ?
C23 C28 C27 120.4(4) . . ?
C27 C28 H28 119.8 . . ?
C28 C27 H27 120.1 . . ?
C26 C27 C28 119.8(4) . . ?
C26 C27 H27 120.1 . . ?
C27 C26 H26 120.2 . . ?
C25 C26 C27 119.6(4) . . ?
C25 C26 H26 120.2 . . ?
C26 C25 H25 119.6 . . ?
C26 C25 C24 120.8(4) . . ?
C24 C25 H25 119.6 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.6(3) . . ?
C25 C24 H24 119.7 . . ?
C5 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 C5 114.7(2) . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
C8 C7 C6 119.8(3) . . ?
C12 C7 C6 121.8(3) . . ?
C12 C7 C8 118.5(3) . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.7(4) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.7(4) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.7(4) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.7(4) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 C11 120.9(4) . . ?
C7 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
N4 C29 H29A 108.6 . . ?
N4 C29 H29B 108.6 . . ?
N4 C29 C30 114.8(2) . . ?
H29A C29 H29B 107.5 . . ?
C30 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C35 C30 C29 122.9(3) . . ?
C35 C30 C31 118.3(3) . . ?
C31 C30 C29 118.9(3) . . ?
C30 C35 H35 119.3 . . ?
C30 C35 C34 121.5(4) . . ?
C34 C35 H35 119.3 . . ?
C35 C34 H34 120.3 . . ?
C35 C34 C33 119.5(4) . . ?
C33 C34 H34 120.3 . . ?
C34 C33 H33 120.2 . . ?
C32 C33 C34 119.5(3) . . ?
C32 C33 H33 120.2 . . ?
C33 C32 H32 119.8 . . ?
C33 C32 C31 120.4(3) . . ?
C31 C32 H32 119.8 . . ?
C30 C31 H31 119.6 . . ?
C32 C31 C30 120.9(4) . . ?
C32 C31 H31 119.6 . . ?
N1 C13 H13A 107.9 . . ?
N1 C13 H13B 107.9 . . ?
N1 C13 C14 117.5(2) . . ?
H13A C13 H13B 107.2 . . ?
C14 C13 H13A 107.9 . . ?
C14 C13 H13B 107.9 . . ?
C15 C14 C13 117.5(3) . . ?
C15 C14 C19 118.6(3) . . ?
C19 C14 C13 123.7(3) . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.8(3) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.4(3) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.3(4) . . ?
C19 C18 H18 119.9 . . ?
C14 C19 H19 119.8 . . ?
C18 C19 C14 120.4(3) . . ?
C18 C19 H19 119.8 . . ?
H4A O4 H4B 110(5) . . ?
H3C O3 H3D 101(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O1 0.85(3) 1.86(3) 2.713(4) 174(7) 1_655

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
Ni1 N4 C21 C20 19.3(3) . . . . ?
Ni1 N4 C21 C22 -109.4(3) . . . . ?
Ni1 N4 C29 C30 -173.7(2) . . . . ?
Ni1 N3 C20 O2 171.4(3) . . . . ?
Ni1 N3 C20 C21 -10.8(4) . . . . ?
Ni1 N3 C3 C2 -32.2(6) . . . . ?
Ni1 N2 C1 C2 30.0(5) . . . . ?
Ni1 N2 C4 O1 172.4(3) . . . . ?
Ni1 N2 C4 C5 -7.3(4) . . . . ?
Ni1 N1 C5 C4 24.0(3) . . . . ?
Ni1 N1 C5 C6 -97.1(2) . . . . ?
Ni1 N1 C13 C14 176.8(2) . . . . ?
O1 C4 C5 N1 168.5(3) . . . . ?
O1 C4 C5 C6 -69.2(4) . . . . ?
N4 Ni1 N3 C20 18.2(2) . . . . ?
N4 Ni1 N3 C3 -170.5(3) . . . . ?
N4 C21 C20 O2 171.5(3) . . . . ?
N4 C21 C20 N3 -6.5(4) . . . . ?
N4 C21 C22 C23 41.3(4) . . . . ?
N4 C29 C30 C35 -47.5(4) . . . . ?
N4 C29 C30 C31 131.9(3) . . . . ?
N3 Ni1 N2 C1 -0.1(3) . . . . ?
N3 Ni1 N2 C4 -171.5(2) . . . . ?
N3 C3 C2 C1 66.5(6) . . . . ?
N2 Ni1 N3 C20 -170.1(2) . . . . ?
N2 Ni1 N3 C3 1.2(3) . . . . ?
N2 C4 C5 N1 -11.8(3) . . . . ?
N2 C4 C5 C6 110.6(3) . . . . ?
N1 Ni1 N2 C1 -171.0(3) . . . . ?
N1 Ni1 N2 C4 17.5(2) . . . . ?
N1 C5 C6 C7 -87.7(3) . . . . ?
N1 C13 C14 C15 152.4(3) . . . . ?
N1 C13 C14 C19 -32.2(5) . . . . ?
C21 N4 C29 C30 -54.6(4) . . . . ?
C21 C22 C23 C28 -104.1(4) . . . . ?
C21 C22 C23 C24 77.5(4) . . . . ?
C20 N3 C3 C2 139.1(4) . . . . ?
C20 C21 C22 C23 -84.3(4) . . . . ?
C3 N3 C20 O2 -0.7(5) . . . . ?
C3 N3 C20 C21 177.1(3) . . . . ?
C3 C2 C1 N2 -65.2(5) . . . . ?
C1 N2 C4 O1 0.1(5) . . . . ?
C1 N2 C4 C5 -179.6(3) . . . . ?
C4 N2 C1 C2 -158.5(3) . . . . ?
C4 C5 C6 C7 151.7(3) . . . . ?
C5 N1 C13 C14 -64.9(3) . . . . ?
C5 C6 C7 C8 -66.7(4) . . . . ?
C5 C6 C7 C12 113.0(4) . . . . ?
C22 C21 C20 O2 -60.7(4) . . . . ?
C22 C21 C20 N3 121.3(3) . . . . ?
C22 C23 C28 C27 -178.5(3) . . . . ?
C22 C23 C24 C25 177.6(3) . . . . ?
C23 C28 C27 C26 0.8(6) . . . . ?
C28 C23 C24 C25 -0.8(5) . . . . ?
C28 C27 C26 C25 -0.5(6) . . . . ?
C27 C26 C25 C24 -0.4(6) . . . . ?
C26 C25 C24 C23 1.1(5) . . . . ?
C24 C23 C28 C27 -0.1(5) . . . . ?
C6 C7 C8 C9 179.5(4) . . . . ?
C6 C7 C12 C11 179.3(4) . . . . ?
C7 C8 C9 C10 1.1(7) . . . . ?
C8 C7 C12 C11 -1.1(6) . . . . ?
C8 C9 C10 C11 -0.8(8) . . . . ?
C9 C10 C11 C12 -0.5(8) . . . . ?
C10 C11 C12 C7 1.4(8) . . . . ?
C12 C7 C8 C9 -0.2(6) . . . . ?
C29 N4 C21 C20 -98.7(3) . . . . ?
C29 N4 C21 C22 132.6(3) . . . . ?
C29 C30 C35 C34 179.1(3) . . . . ?
C29 C30 C31 C32 -179.7(3) . . . . ?
C30 C35 C34 C33 0.6(6) . . . . ?
C35 C30 C31 C32 -0.3(5) . . . . ?
C35 C34 C33 C32 -0.5(6) . . . . ?
C34 C33 C32 C31 0.0(6) . . . . ?
C33 C32 C31 C30 0.4(5) . . . . ?
C31 C30 C35 C34 -0.2(5) . . . . ?
C13 N1 C5 C4 -91.5(3) . . . . ?
C13 N1 C5 C6 147.5(2) . . . . ?
C13 C14 C15 C16 172.5(3) . . . . ?
C13 C14 C19 C18 -173.3(3) . . . . ?
C14 C15 C16 C17 1.6(6) . . . . ?
C15 C14 C19 C18 2.0(5) . . . . ?
C15 C16 C17 C18 1.0(6) . . . . ?
C16 C17 C18 C19 -2.0(6) . . . . ?
C17 C18 C19 C14 0.5(6) . . . . ?
C19 C14 C15 C16 -3.0(5) . . . . ?

_vrf_PLAT417_str1646             
;
PROBLEM: Short Inter D-H..H-D       H3C    ..  H4B     ..       2.06 Ang.  
RESPONSE: The hydrogen atoms possitions of the water solvent molecules have been located from the difference Fourier map.
;
####################################################################### 
# 
# 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_str1740
_database_code_depnum_ccdc_archive 'CCDC 1481178'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;
_audit_creation_date             2016-01-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H40 N4 O2'
_chemical_formula_sum            'C35 H40 N4 O2'
_chemical_formula_weight         548.71
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C35 H40 N4 O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   14.9282(3)
_cell_length_b                   5.14524(8)
_cell_length_c                   19.5488(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.3145(16)
_cell_angle_gamma                90
_cell_volume                     1485.75(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12160
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.3920
_cell_measurement_theta_min      4.4960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.602
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             588
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.851
_exptl_crystal_size_mid          0.079
_exptl_crystal_size_min          0.042
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27124
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.624
_diffrn_reflns_theta_min         3.492
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4051
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -115.00  -12.10   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.0680  -46.0000  109.0000 147

#__ type_ start__ end____ width___ exp.time_
  2 omega -115.00  -59.70   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.0680 -147.0000 -117.0000 79

#__ type_ start__ end____ width___ exp.time_
  3 omega  -49.00   35.00   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.0680   37.0000  -90.0000 120

#__ type_ start__ end____ width___ exp.time_
  4 omega -114.00  -10.40   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.0680  -57.0000    0.0000 148

#__ type_ start__ end____ width___ exp.time_
  5 omega   57.00  128.40   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       40.0680  178.0000 -180.0000 102

#__ type_ start__ end____ width___ exp.time_
  6 omega   72.00  177.00   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   77.0000  -90.0000 150

#__ type_ start__ end____ width___ exp.time_
  7 omega   94.00  178.00   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400  125.0000 -180.0000 120

#__ type_ start__ end____ width___ exp.time_
  8 omega   73.00  176.60   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   70.0000  -29.5605 148

#__ type_ start__ end____ width___ exp.time_
  9 omega   78.00  176.70   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   45.0000   60.0000 141

#__ type_ start__ end____ width___ exp.time_
 10 omega   78.00  176.70   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   45.0000  -30.0000 141

#__ type_ start__ end____ width___ exp.time_
 11 omega   72.00  177.00   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   77.0000  -30.0000 150

#__ type_ start__ end____ width___ exp.time_
 12 omega   28.00   92.40   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400  -30.0000  -60.0000 92

#__ type_ start__ end____ width___ exp.time_
 13 omega   72.00  177.00   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   77.0000  -60.0000 150

#__ type_ start__ end____ width___ exp.time_
 14 omega   75.00  177.20   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   61.0000    0.0000 146

#__ type_ start__ end____ width___ exp.time_
 15 omega   21.00  108.50   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400  -94.0000  120.0000 125

#__ type_ start__ end____ width___ exp.time_
 16 omega   75.00  177.20   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   61.0000   30.0000 146

#__ type_ start__ end____ width___ exp.time_
 17 omega   94.00  178.00   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400  125.0000  150.0000 120

#__ type_ start__ end____ width___ exp.time_
 18 omega   75.00  177.20   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   61.0000  -30.0000 146

#__ type_ start__ end____ width___ exp.time_
 19 omega   78.00  176.70   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   45.0000 -150.0000 141

#__ type_ start__ end____ width___ exp.time_
 20 omega   73.00  176.60   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   71.0000    6.3101 148

#__ type_ start__ end____ width___ exp.time_
 21 omega   73.00  176.60   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   72.0000   -3.7799 148

#__ type_ start__ end____ width___ exp.time_
 22 omega   75.00  177.20   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   30.0000    0.0000 146

#__ type_ start__ end____ width___ exp.time_
 23 omega -119.00   -7.00   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.0680  -77.0000 -180.0000 160

#__ type_ start__ end____ width___ exp.time_
 24 omega -114.00  -10.40   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.0680  -57.0000 -120.0000 148

#__ type_ start__ end____ width___ exp.time_
 25 omega -119.00   -7.00   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -40.0680  -77.0000  -30.0000 160

#__ type_ start__ end____ width___ exp.time_
 26 omega   57.00  128.40   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       40.0680  178.0000 -120.0000 102

#__ type_ start__ end____ width___ exp.time_
 27 omega   55.00  127.10   0.7000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       40.0680 -178.0000   30.0000 103

#__ type_ start__ end____ width___ exp.time_
 28 omega   31.00  121.30   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400 -125.0000  -30.0000 129

#__ type_ start__ end____ width___ exp.time_
 29 omega   73.00  176.60   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   73.0000  110.9202 148

#__ type_ start__ end____ width___ exp.time_
 30 omega   75.00  112.80   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   61.0000   90.0000 54

#__ type_ start__ end____ width___ exp.time_
 31 omega   78.00  176.70   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   46.0000 -101.0000 141

#__ type_ start__ end____ width___ exp.time_
 32 omega   72.00  177.00   0.7000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      105.5400   77.0000  150.0000 150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0840759000
_diffrn_orient_matrix_UB_12      0.1679923000
_diffrn_orient_matrix_UB_13      -0.0053643000
_diffrn_orient_matrix_UB_21      -0.0256957000
_diffrn_orient_matrix_UB_22      0.0097022000
_diffrn_orient_matrix_UB_23      -0.0791648000
_diffrn_orient_matrix_UB_31      -0.0560639000
_diffrn_orient_matrix_UB_32      0.2478246000
_diffrn_orient_matrix_UB_33      0.0067346000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.969
_reflns_number_gt                5387
_reflns_number_total             5829
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 2188 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         5829
_refine_ls_number_restraints     488
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0879P)²+0.3490P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1409
_refine_ls_wR_factor_ref         0.1463
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C20A-C21A
 1.38 with sigma of 0.001
 N2-H2
 0.97 with sigma of 0.02
 C19-C18B
 1.38 with sigma of 0.001
 C18B-C17B
 1.38 with sigma of 0.001
 C17B-C16
 1.38 with sigma of 0.001
 C16-C21A
 1.38 with sigma of 0.001
 C21A-C20A
 1.38 with sigma of 0.001
 C20A-C19
 1.38 with sigma of 0.001
 C17A-C16
 1.38 with sigma of 0.001
 C24A-C23A
 1.38 with sigma of 0.001
 C25A-C24A
 1.38 with sigma of 0.001
 C26A-C25A
 1.38 with sigma of 0.001
 C26A-C27A
 1.38 with sigma of 0.001
 C28A-C27A
 1.38 with sigma of 0.001
 C28A-C23A
 1.38 with sigma of 0.001
 N1-H1
 0.97 with sigma of 0.02
 C21B-C20B
 1.38 with sigma of 0.001
 C19-C20B
 1.38 with sigma of 0.001
 N3-H3AA
 0.9 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
4. Others
 Sof(H19A)=Sof(C17B)=Sof(H17B)=Sof(C18B)=Sof(H18B)=Sof(C21B)=Sof(H21B)=
 Sof(C20B)=Sof(H20B)=1-FVAR(1)
 Sof(H19)=Sof(C20A)=Sof(H20A)=Sof(C21A)=Sof(H21A)=Sof(C17A)=Sof(H17A)=
 Sof(C18A)=Sof(H18A)=FVAR(1)
 Sof(H3BB)=Sof(C22B)=Sof(H22A)=Sof(H22B)=Sof(C23B)=Sof(C24B)=Sof(H24B)=
 Sof(C25B)=Sof(H25B)=Sof(C26B)=Sof(H26B)=Sof(C27B)=Sof(H27B)=Sof(C28B)=
 Sof(H28B)=1-FVAR(2)
 Sof(C22A)=Sof(H22C)=Sof(H22D)=Sof(C23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=
 Sof(H25A)=Sof(C27A)=Sof(H27A)=Sof(C26A)=Sof(H26A)=Sof(C28A)=Sof(H28A)=
 Sof(H3AA)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C5(H5), C7(H7)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C8(H8A,H8B), C15(H15A,H15B), C22B(H22A,
 H22B), C29(H29A,H29B), C22A(H22C,H22D)
5.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C24B(H24B), C25B(H25B),
 C26B(H26B), C27B(H27B), C28B(H28B), C31(H31), C32(H32), C33(H33), C34(H34),
 C35(H35), C19(H19), C19(H19A), C20A(H20A), C21A(H21A), C17B(H17B), C18B(H18B),
 C17A(H17A), C18A(H18A), C21B(H21B), C24A(H24A), C25A(H25A), C27A(H27A),
 C26A(H26A), C28A(H28A), C20B(H20B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
H2 H -0.324(2) -0.493(5) -0.5703(18) 0.047(10) Uiso 1 1 d D . . . .
H1 H -0.338(3) -0.681(6) -0.321(2) 0.056(11) Uiso 1 1 d D . . . .
H4 H -0.303(3) -0.396(11) -0.665(3) 0.077(15) Uiso 1 1 d . . . . .
H3BB H -0.209(5) -0.667(15) -0.269(4) 0.023(16) Uiso 0.423(10) 1 d . . P A 4
C1 C -0.43810(19) -0.5348(7) -0.39415(15) 0.0399(6) Uani 1 1 d . U . . .
H1A H -0.4803 -0.3992 -0.3857 0.048 Uiso 1 1 calc R . . . .
H1B H -0.4684 -0.7006 -0.3918 0.048 Uiso 1 1 calc R . . . .
C2 C -0.41312(18) -0.5000(7) -0.46637(14) 0.0366(6) Uani 1 1 d . U . . .
H2A H -0.4682 -0.4987 -0.4995 0.044 Uiso 1 1 calc R . . . .
H2B H -0.3840 -0.3324 -0.4688 0.044 Uiso 1 1 calc R . . . .
C3 C -0.35123(18) -0.7079(6) -0.48674(13) 0.0324(5) Uani 1 1 d . U . . .
H3A H -0.2949 -0.7069 -0.4551 0.039 Uiso 1 1 calc R . . . .
H3B H -0.3793 -0.8769 -0.4841 0.039 Uiso 1 1 calc R . . . .
C4 C -0.31305(18) -0.8504(6) -0.59831(14) 0.0335(5) Uani 1 1 d . U . . .
C5 C -0.2884(2) -0.7699(7) -0.66869(14) 0.0380(6) Uani 1 1 d . U . . .
H5 H -0.3175 -0.8956 -0.7025 0.046 Uiso 1 1 calc R . . . .
C6 C -0.3209(2) -0.3021(7) -0.31800(15) 0.0404(6) Uani 1 1 d . U . . .
C7 C -0.2369(2) -0.3158(7) -0.26447(16) 0.0448(7) Uani 1 1 d . U . . .
H7 H -0.2473 -0.1964 -0.2274 0.054 Uiso 1 1 calc R . . . .
C8 C -0.1546(3) -0.2068(8) -0.2949(2) 0.0549(8) Uani 1 1 d . U . . .
H8A H -0.1678 -0.0290 -0.3094 0.066 Uiso 1 1 calc R . . . .
H8B H -0.1031 -0.2025 -0.2584 0.066 Uiso 1 1 calc R . . . .
C9 C -0.1280(2) -0.3556(7) -0.35513(17) 0.0441(7) Uani 1 1 d . U . . .
C10 C -0.1613(2) -0.2830(7) -0.42271(18) 0.0459(7) Uani 1 1 d . U . . .
H10 H -0.2019 -0.1453 -0.4303 0.055 Uiso 1 1 calc R . . . .
C11 C -0.1352(2) -0.4112(8) -0.47869(17) 0.0467(7) Uani 1 1 d . U . . .
H11 H -0.1571 -0.3574 -0.5234 0.056 Uiso 1 1 calc R . . . .
C12 C -0.0767(2) -0.6190(8) -0.46812(17) 0.0480(7) Uani 1 1 d . U . . .
H12 H -0.0600 -0.7082 -0.5057 0.058 Uiso 1 1 calc R . . . .
C13 C -0.0431(2) -0.6940(8) -0.40198(18) 0.0500(7) Uani 1 1 d . U . . .
H13 H -0.0035 -0.8341 -0.3949 0.060 Uiso 1 1 calc R . . . .
C14 C -0.0679(2) -0.5626(8) -0.34565(17) 0.0482(7) Uani 1 1 d . U . . .
H14 H -0.0440 -0.6136 -0.3011 0.058 Uiso 1 1 calc R . . . .
C15 C -0.1860(2) -0.8034(9) -0.66644(18) 0.0564(9) Uani 1 1 d . U . . .
H15A H -0.1549 -0.6696 -0.6371 0.068 Uiso 1 1 calc R . . . .
H15B H -0.1679 -0.9707 -0.6461 0.068 Uiso 1 1 calc R . . . .
C16 C -0.1576(2) -0.7872(7) -0.73662(19) 0.0610(10) Uani 1 1 d D U . . .
C22B C -0.1605(6) -0.574(2) -0.1720(4) 0.056(2) Uani 0.423(10) 1 d . U P A 4
H22A H -0.1609 -0.4065 -0.1493 0.067 Uiso 0.423(10) 1 calc R . P A 4
H22B H -0.0997 -0.6047 -0.1823 0.067 Uiso 0.423(10) 1 calc R . P A 4
C23B C -0.1851(15) -0.787(3) -0.1229(6) 0.053(3) Uani 0.423(10) 1 d . U P A 4
C24B C -0.2702(15) -0.847(6) -0.1131(12) 0.085(6) Uani 0.423(10) 1 d . U P A 4
H24B H -0.3206 -0.7601 -0.1356 0.102 Uiso 0.423(10) 1 calc R . P A 4
C25B C -0.2772(13) -1.059(6) -0.0646(13) 0.091(6) Uani 0.423(10) 1 d . U P A 4
H25B H -0.3353 -1.1013 -0.0562 0.110 Uiso 0.423(10) 1 calc R . P A 4
C26B C -0.209(2) -1.201(5) -0.0306(13) 0.097(8) Uani 0.423(10) 1 d . U P A 4
H26B H -0.2167 -1.3467 -0.0038 0.116 Uiso 0.423(10) 1 calc R . P A 4
C27B C -0.129(2) -1.102(5) -0.0408(14) 0.114(9) Uani 0.423(10) 1 d . U P A 4
H27B H -0.0776 -1.1747 -0.0149 0.137 Uiso 0.423(10) 1 calc R . P A 4
C28B C -0.1133(19) -0.907(4) -0.0847(11) 0.095(6) Uani 0.423(10) 1 d . U P A 4
H28B H -0.0545 -0.8565 -0.0886 0.114 Uiso 0.423(10) 1 calc R . P A 4
C29 C -0.4113(2) -0.4965(9) -0.72453(17) 0.0517(8) Uani 1 1 d . U . . .
H29A H -0.4286 -0.3147 -0.7281 0.062 Uiso 1 1 calc R . . . .
H29B H -0.4488 -0.5816 -0.6946 0.062 Uiso 1 1 calc R . . . .
C30 C -0.4281(2) -0.6192(8) -0.79540(17) 0.0526(8) Uani 1 1 d . U . . .
C31 C -0.3767(6) -0.5564(18) -0.8450(2) 0.134(3) Uani 1 1 d . U . . .
H31 H -0.3312 -0.4330 -0.8348 0.161 Uiso 1 1 calc R . . . .
C32 C -0.3893(6) -0.6676(19) -0.9093(2) 0.134(3) Uani 1 1 d . U . . .
H32 H -0.3529 -0.6170 -0.9417 0.161 Uiso 1 1 calc R . . . .
C33 C -0.4528(3) -0.8466(13) -0.9259(2) 0.0799(14) Uani 1 1 d . U . . .
H33 H -0.4621 -0.9201 -0.9698 0.096 Uiso 1 1 calc R . . . .
C34 C -0.5036(4) -0.9193(16) -0.8771(3) 0.106(2) Uani 1 1 d . U . . .
H34 H -0.5473 -1.0475 -0.8874 0.127 Uiso 1 1 calc R . . . .
C35 C -0.4916(3) -0.8061(12) -0.8118(3) 0.0779(13) Uani 1 1 d . U . . .
H35 H -0.5274 -0.8590 -0.7792 0.093 Uiso 1 1 calc R . . . .
N1 N -0.35971(17) -0.5255(6) -0.34023(12) 0.0376(5) Uani 1 1 d D U . . .
N2 N -0.33289(16) -0.6625(6) -0.55683(11) 0.0328(5) Uani 1 1 d D U . . .
N3 N -0.2194(2) -0.5682(7) -0.23226(15) 0.0481(6) Uani 1 1 d D U . . .
N4 N -0.31678(18) -0.5166(6) -0.69390(12) 0.0399(5) Uani 1 1 d . U . . .
O1 O -0.35050(18) -0.0889(6) -0.33960(14) 0.0563(6) Uani 1 1 d . U . . .
O2 O -0.31129(16) -1.0823(6) -0.58176(11) 0.0458(5) Uani 1 1 d . U . . .
C19 C -0.1116(4) -0.7661(11) -0.8703(3) 0.0958(18) Uani 1 1 d D U . . .
H19 H -0.1070 -0.7473 -0.9170 0.115 Uiso 0.578(15) 1 calc R . P B 1
H19A H -0.0905 -0.7723 -0.9128 0.115 Uiso 0.422(15) 1 calc R . P B 2
C20A C -0.1411(10) -0.9885(13) -0.8412(4) 0.097(4) Uani 0.578(15) 1 d D U P B 1
H20A H -0.1437 -1.1392 -0.8676 0.117 Uiso 0.578(15) 1 calc R . P B 1
C21A C -0.1672(7) -1.0089(11) -0.7765(4) 0.073(3) Uani 0.578(15) 1 d D U P B 1
H21A H -0.1898 -1.1628 -0.7608 0.088 Uiso 0.578(15) 1 calc R . P B 1
C17B C -0.0868(6) -0.640(3) -0.7536(7) 0.064(4) Uani 0.422(15) 1 d D U P B 2
H17B H -0.0541 -0.5423 -0.7186 0.077 Uiso 0.422(15) 1 calc R . P B 2
C18B C -0.0604(8) -0.627(4) -0.8183(6) 0.081(5) Uani 0.422(15) 1 d D U P B 2
H18B H -0.0105 -0.5298 -0.8264 0.098 Uiso 0.422(15) 1 calc R . P B 2
C17A C -0.1130(7) -0.5711(16) -0.7563(6) 0.081(4) Uani 0.578(15) 1 d D U P B 1
H17A H -0.0991 -0.4294 -0.7272 0.097 Uiso 0.578(15) 1 calc R . P B 1
C18A C -0.0903(9) -0.580(4) -0.8225(7) 0.104(6) Uani 0.578(15) 1 d . U P B 1
H18A H -0.0564 -0.4409 -0.8353 0.125 Uiso 0.578(15) 1 calc R . P B 1
C22A C -0.2763(4) -0.6377(15) -0.1798(3) 0.0550(18) Uani 0.577(10) 1 d . U P A
3
H22C H -0.3332 -0.7047 -0.2035 0.066 Uiso 0.577(10) 1 calc R . P A 3
H22D H -0.2898 -0.4798 -0.1562 0.066 Uiso 0.577(10) 1 calc R . P A 3
C21B C -0.2181(10) -0.919(3) -0.8010(5) 0.072(4) Uani 0.422(15) 1 d D U P B 2
H21B H -0.2704 -1.0102 -0.7953 0.086 Uiso 0.422(15) 1 calc R . P B 2
C23A C -0.2381(9) -0.835(2) -0.1255(4) 0.054(3) Uani 0.577(10) 1 d D U P A 3
C24A C -0.2943(8) -0.983(3) -0.0909(6) 0.074(3) Uani 0.577(10) 1 d D U P A 3
H24A H -0.3569 -0.9739 -0.1016 0.089 Uiso 0.577(10) 1 calc R . P A 3
C25A C -0.2529(10) -1.146(3) -0.0397(8) 0.096(6) Uani 0.577(10) 1 d D U P A 3
H25A H -0.2894 -1.2426 -0.0145 0.115 Uiso 0.577(10) 1 calc R . P A 3
C27A C -0.1058(9) -1.015(3) -0.0575(8) 0.092(5) Uani 0.577(10) 1 d D U P A 3
H27A H -0.0432 -1.0223 -0.0463 0.111 Uiso 0.577(10) 1 calc R . P A 3
C26A C -0.1602(10) -1.172(3) -0.0237(7) 0.095(6) Uani 0.577(10) 1 d D U P A 3
H26A H -0.1351 -1.2924 0.0091 0.114 Uiso 0.577(10) 1 calc R . P A 3
C28A C -0.1452(8) -0.847(3) -0.1081(7) 0.074(3) Uani 0.577(10) 1 d D U P A 3
H28A H -0.1087 -0.7404 -0.1309 0.089 Uiso 0.577(10) 1 calc R . P A 3
C20B C -0.1912(7) -0.897(3) -0.8654(5) 0.081(4) Uani 0.422(15) 1 d D U P B 2
H20B H -0.2258 -0.9672 -0.9043 0.097 Uiso 0.422(15) 1 calc R . P B 2
H3AA H -0.174(4) -0.679(14) -0.236(5) 0.07(2) Uiso 0.577(10) 1 d D . P A 3


_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
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.522(4) . ?
C1 N1 1.458(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.504(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 N2 1.454(3) . ?
C4 C5 1.532(4) . ?
C4 N2 1.323(3) . ?
C4 O2 1.236(4) . ?
C5 H5 0.9800 . ?
C5 C15 1.533(4) . ?
C5 N4 1.436(4) . ?
C6 C7 1.515(5) . ?
C6 N1 1.332(4) . ?
C6 O1 1.234(4) . ?
C7 H7 0.9800 . ?
C7 C8 1.545(5) . ?
C7 N3 1.451(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.506(5) . ?
C9 C10 1.393(5) . ?
C9 C14 1.388(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.381(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.377(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.373(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.387(5) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.495(4) . ?
C16 C21A 1.3773(14) . ?
C16 C17B 1.3788(15) . ?
C16 C17A 1.3794(15) . ?
C16 C21B 1.591(12) . ?
C22B H22A 0.9700 . ?
C22B H22B 0.9700 . ?
C22B C23B 1.535(18) . ?
C22B N3 1.366(8) . ?
C23B C24B 1.35(2) . ?
C23B C28B 1.36(2) . ?
C24B H24B 0.9300 . ?
C24B C25B 1.46(3) . ?
C25B H25B 0.9300 . ?
C25B C26B 1.35(3) . ?
C26B H26B 0.9300 . ?
C26B C27B 1.35(4) . ?
C27B H27B 0.9300 . ?
C27B C28B 1.36(2) . ?
C28B H28B 0.9300 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.510(5) . ?
C29 N4 1.454(4) . ?
C30 C31 1.359(6) . ?
C30 C35 1.356(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.370(8) . ?
C32 H32 0.9300 . ?
C32 C33 1.328(8) . ?
C33 H33 0.9300 . ?
C33 C34 1.354(8) . ?
C34 H34 0.9300 . ?
C34 C35 1.390(8) . ?
C35 H35 0.9300 . ?
N1 H1 0.92(2) . ?
N2 H2 0.93(2) . ?
N3 H3BB 0.92(8) . ?
N3 C22A 1.467(7) . ?
N3 H3AA 0.89(3) . ?
N4 H4 0.85(6) . ?
C19 H19 0.9300 . ?
C19 H19A 0.9300 . ?
C19 C20A 1.3792(15) . ?
C19 C18B 1.3795(15) . ?
C19 C18A 1.345(19) . ?
C19 C20B 1.3808(15) . ?
C20A H20A 0.9300 . ?
C20A C21A 1.3797(10) . ?
C21A H21A 0.9300 . ?
C17B H17B 0.9300 . ?
C17B C18B 1.3797(14) . ?
C18B H18B 0.9300 . ?
C17A H17A 0.9300 . ?
C17A C18A 1.384(14) . ?
C18A H18A 0.9300 . ?
C22A H22C 0.9700 . ?
C22A H22D 0.9700 . ?
C22A C23A 1.520(12) . ?
C21B H21B 0.9300 . ?
C21B C20B 1.3806(14) . ?
C23A C24A 1.3800(14) . ?
C23A C28A 1.3798(14) . ?
C24A H24A 0.9300 . ?
C24A C25A 1.3803(14) . ?
C25A H25A 0.9300 . ?
C25A C26A 1.3802(14) . ?
C27A H27A 0.9300 . ?
C27A C26A 1.3800(14) . ?
C27A C28A 1.3801(14) . ?
C26A H26A 0.9300 . ?
C28A H28A 0.9300 . ?
C20B H20B 0.9300 . ?

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
H1A C1 H1B 107.8 . . ?
C2 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
N1 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
N1 C1 C2 112.8(2) . . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C3 C2 C1 113.8(2) . . ?
C3 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
N2 C3 C2 110.0(2) . . ?
N2 C3 H3A 109.7 . . ?
N2 C3 H3B 109.7 . . ?
N2 C4 C5 117.2(2) . . ?
O2 C4 C5 119.8(2) . . ?
O2 C4 N2 122.9(3) . . ?
C4 C5 H5 106.7 . . ?
C4 C5 C15 108.2(2) . . ?
C15 C5 H5 106.7 . . ?
N4 C5 C4 117.2(2) . . ?
N4 C5 H5 106.7 . . ?
N4 C5 C15 110.8(3) . . ?
N1 C6 C7 117.6(3) . . ?
O1 C6 C7 119.8(3) . . ?
O1 C6 N1 122.6(3) . . ?
C6 C7 H7 106.1 . . ?
C6 C7 C8 110.0(3) . . ?
C8 C7 H7 106.1 . . ?
N3 C7 C6 114.9(3) . . ?
N3 C7 H7 106.1 . . ?
N3 C7 C8 112.9(3) . . ?
C7 C8 H8A 108.4 . . ?
C7 C8 H8B 108.4 . . ?
H8A C8 H8B 107.5 . . ?
C9 C8 C7 115.5(3) . . ?
C9 C8 H8A 108.4 . . ?
C9 C8 H8B 108.4 . . ?
C10 C9 C8 120.5(3) . . ?
C14 C9 C8 121.6(3) . . ?
C14 C9 C10 117.9(3) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.4(3) . . ?
C11 C10 H10 119.3 . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(3) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.5(3) . . ?
C14 C13 H13 119.7 . . ?
C9 C14 H14 119.7 . . ?
C13 C14 C9 120.6(3) . . ?
C13 C14 H14 119.7 . . ?
C5 C15 H15A 109.1 . . ?
C5 C15 H15B 109.1 . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 C5 112.4(3) . . ?
C16 C15 H15A 109.1 . . ?
C16 C15 H15B 109.1 . . ?
C15 C16 C21B 119.9(4) . . ?
C21A C16 C15 116.9(4) . . ?
C21A C16 C17A 121.6(7) . . ?
C17B C16 C15 125.5(7) . . ?
C17B C16 C21B 114.3(7) . . ?
C17A C16 C15 120.9(6) . . ?
H22A C22B H22B 107.9 . . ?
C23B C22B H22A 109.2 . . ?
C23B C22B H22B 109.2 . . ?
N3 C22B H22A 109.2 . . ?
N3 C22B H22B 109.2 . . ?
N3 C22B C23B 111.9(9) . . ?
C24B C23B C22B 125(2) . . ?
C24B C23B C28B 120(2) . . ?
C28B C23B C22B 115(2) . . ?
C23B C24B H24B 122.5 . . ?
C23B C24B C25B 115(2) . . ?
C25B C24B H24B 122.5 . . ?
C24B C25B H25B 116.4 . . ?
C26B C25B C24B 127(2) . . ?
C26B C25B H25B 116.4 . . ?
C25B C26B H26B 124.8 . . ?
C25B C26B C27B 110(2) . . ?
C27B C26B H26B 124.8 . . ?
C26B C27B H27B 116.3 . . ?
C26B C27B C28B 127(3) . . ?
C28B C27B H27B 116.3 . . ?
C23B C28B H28B 120.3 . . ?
C27B C28B C23B 119(3) . . ?
C27B C28B H28B 120.3 . . ?
H29A C29 H29B 107.9 . . ?
C30 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
N4 C29 H29A 109.3 . . ?
N4 C29 H29B 109.3 . . ?
N4 C29 C30 111.8(3) . . ?
C31 C30 C29 121.2(4) . . ?
C35 C30 C29 122.1(3) . . ?
C35 C30 C31 116.6(4) . . ?
C30 C31 H31 118.7 . . ?
C30 C31 C32 122.6(5) . . ?
C32 C31 H31 118.7 . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.8(5) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 120.9 . . ?
C32 C33 C34 118.2(5) . . ?
C34 C33 H33 120.9 . . ?
C33 C34 H34 119.3 . . ?
C33 C34 C35 121.3(5) . . ?
C35 C34 H34 119.3 . . ?
C30 C35 C34 120.5(4) . . ?
C30 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C1 N1 H1 118(3) . . ?
C6 N1 H1 120(3) . . ?
C6 N1 C1 122.0(2) . . ?
C3 N2 H2 118(2) . . ?
C4 N2 H2 117(2) . . ?
C4 N2 C3 123.3(2) . . ?
C7 N3 H3BB 101(5) . . ?
C7 N3 C22A 115.8(4) . . ?
C7 N3 H3AA 129(6) . . ?
C22B N3 H3BB 120(5) . . ?
C22B N3 C7 116.6(5) . . ?
C22A N3 H3AA 115(6) . . ?
C5 N4 H4 114(4) . . ?
C5 N4 C29 115.2(3) . . ?
C29 N4 H4 110(4) . . ?
C20A C19 H19 124.4 . . ?
C18B C19 H19A 116.9 . . ?
C18B C19 C20B 126.2(7) . . ?
C18A C19 H19 124.4 . . ?
C18A C19 C20A 111.2(8) . . ?
C20B C19 H19A 116.9 . . ?
C19 C20A H20A 116.9 . . ?
C19 C20A C21A 126.3(6) . . ?
C21A C20A H20A 116.9 . . ?
C16 C21A C20A 115.8(6) . . ?
C16 C21A H21A 122.1 . . ?
C20A C21A H21A 122.1 . . ?
C16 C17B H17B 117.3 . . ?
C16 C17B C18B 125.3(13) . . ?
C18B C17B H17B 117.3 . . ?
C19 C18B C17B 116.7(12) . . ?
C19 C18B H18B 121.7 . . ?
C17B C18B H18B 121.7 . . ?
C16 C17A H17A 122.3 . . ?
C16 C17A C18A 115.4(13) . . ?
C18A C17A H17A 122.3 . . ?
C19 C18A C17A 127.4(14) . . ?
C19 C18A H18A 116.3 . . ?
C17A C18A H18A 116.3 . . ?
N3 C22A H22C 108.0 . . ?
N3 C22A H22D 108.0 . . ?
N3 C22A C23A 117.1(6) . . ?
H22C C22A H22D 107.3 . . ?
C23A C22A H22C 108.0 . . ?
C23A C22A H22D 108.0 . . ?
C16 C21B H21B 120.7 . . ?
C20B C21B C16 118.6(9) . . ?
C20B C21B H21B 120.7 . . ?
C24A C23A C22A 121.2(12) . . ?
C28A C23A C22A 117.6(12) . . ?
C28A C23A C24A 121.0(10) . . ?
C23A C24A H24A 121.6 . . ?
C23A C24A C25A 116.7(13) . . ?
C25A C24A H24A 121.6 . . ?
C24A C25A H25A 118.2 . . ?
C26A C25A C24A 123.6(16) . . ?
C26A C25A H25A 118.2 . . ?
C26A C27A H27A 120.3 . . ?
C26A C27A C28A 119.4(14) . . ?
C28A C27A H27A 120.3 . . ?
C25A C26A H26A 120.9 . . ?
C27A C26A C25A 118.3(16) . . ?
C27A C26A H26A 120.9 . . ?
C23A C28A C27A 120.8(12) . . ?
C23A C28A H28A 119.6 . . ?
C27A C28A H28A 119.6 . . ?
C19 C20B H20B 120.9 . . ?
C21B C20B C19 118.1(8) . . ?
C21B C20B H20B 120.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 N2 178.6(2) . . . . ?
C2 C1 N1 C6 78.3(3) . . . . ?
C2 C3 N2 C4 -152.2(3) . . . . ?
C4 C5 C15 C16 167.3(3) . . . . ?
C4 C5 N4 C29 -79.3(3) . . . . ?
C5 C4 N2 C3 -175.5(2) . . . . ?
C5 C15 C16 C21A -81.9(7) . . . . ?
C5 C15 C16 C17B 132.4(8) . . . . ?
C5 C15 C16 C17A 106.6(7) . . . . ?
C5 C15 C16 C21B -40.1(9) . . . . ?
C6 C7 C8 C9 -63.5(4) . . . . ?
C6 C7 N3 C22B -162.8(5) . . . . ?
C6 C7 N3 C22A -76.2(4) . . . . ?
C7 C6 N1 C1 -176.8(2) . . . . ?
C7 C8 C9 C10 93.6(4) . . . . ?
C7 C8 C9 C14 -88.4(4) . . . . ?
C7 N3 C22A C23A -155.5(6) . . . . ?
C8 C7 N3 C22B 69.9(5) . . . . ?
C8 C7 N3 C22A 156.5(4) . . . . ?
C8 C9 C10 C11 177.7(3) . . . . ?
C8 C9 C14 C13 -178.9(3) . . . . ?
C9 C10 C11 C12 1.4(5) . . . . ?
C10 C9 C14 C13 -0.9(4) . . . . ?
C10 C11 C12 C13 -1.4(5) . . . . ?
C11 C12 C13 C14 0.2(5) . . . . ?
C12 C13 C14 C9 1.0(5) . . . . ?
C14 C9 C10 C11 -0.3(4) . . . . ?
C15 C5 N4 C29 156.0(3) . . . . ?
C15 C16 C21A C20A 179.6(8) . . . . ?
C15 C16 C17B C18B 179.5(12) . . . . ?
C15 C16 C17A C18A 179.9(8) . . . . ?
C15 C16 C21B C20B 178.7(10) . . . . ?
C16 C17B C18B C19 2(2) . . . . ?
C16 C17A C18A C19 4.4(18) . . . . ?
C16 C21B C20B C19 1.9(19) . . . . ?
C22B C23B C24B C25B 179.1(13) . . . . ?
C22B C23B C28B C27B -179(2) . . . . ?
C23B C22B N3 C7 147.4(7) . . . . ?
C23B C24B C25B C26B -2(3) . . . . ?
C24B C23B C28B C27B 5(3) . . . . ?
C24B C25B C26B C27B 7(4) . . . . ?
C25B C26B C27B C28B -7(5) . . . . ?
C26B C27B C28B C23B 2(5) . . . . ?
C28B C23B C24B C25B -5(3) . . . . ?
C29 C30 C31 C32 178.8(8) . . . . ?
C29 C30 C35 C34 -178.3(5) . . . . ?
C30 C29 N4 C5 -74.7(3) . . . . ?
C30 C31 C32 C33 -0.8(16) . . . . ?
C31 C30 C35 C34 -1.6(9) . . . . ?
C31 C32 C33 C34 -1.1(13) . . . . ?
C32 C33 C34 C35 1.6(11) . . . . ?
C33 C34 C35 C30 -0.2(10) . . . . ?
C35 C30 C31 C32 2.1(13) . . . . ?
N1 C1 C2 C3 61.5(3) . . . . ?
N1 C6 C7 C8 115.8(3) . . . . ?
N1 C6 C7 N3 -13.0(4) . . . . ?
N2 C4 C5 C15 106.0(3) . . . . ?
N2 C4 C5 N4 -20.1(4) . . . . ?
N3 C7 C8 C9 66.3(4) . . . . ?
N3 C22B C23B C24B -39.7(17) . . . . ?
N3 C22B C23B C28B 144.3(13) . . . . ?
N3 C22A C23A C24A -155.9(9) . . . . ?
N3 C22A C23A C28A 28.9(11) . . . . ?
N4 C5 C15 C16 -63.0(4) . . . . ?
N4 C29 C30 C31 -51.3(7) . . . . ?
N4 C29 C30 C35 125.2(4) . . . . ?
O1 C6 C7 C8 -63.8(3) . . . . ?
O1 C6 C7 N3 167.5(3) . . . . ?
O1 C6 N1 C1 2.7(4) . . . . ?
O2 C4 C5 C15 -72.0(4) . . . . ?
O2 C4 C5 N4 161.9(3) . . . . ?
O2 C4 N2 C3 2.4(4) . . . . ?
C19 C20A C21A C16 -3.8(17) . . . . ?
C20A C19 C18A C17A -15.1(17) . . . . ?
C21A C16 C17A C18A 8.7(13) . . . . ?
C17B C16 C21B C20B 5.4(16) . . . . ?
C18B C19 C20B C21B -8(2) . . . . ?
C17A C16 C21A C20A -8.9(13) . . . . ?
C18A C19 C20A C21A 14.7(16) . . . . ?
C22A C23A C24A C25A -176.3(11) . . . . ?
C22A C23A C28A C27A 177.7(10) . . . . ?
C21B C16 C17B C18B -7.7(18) . . . . ?
C23A C24A C25A C26A -2(2) . . . . ?
C24A C23A C28A C27A 2.6(17) . . . . ?
C24A C25A C26A C27A 4(3) . . . . ?
C26A C27A C28A C23A -0.3(19) . . . . ?
C28A C23A C24A C25A -1.3(19) . . . . ?
C28A C27A C26A C25A -3(2) . . . . ?
C20B C19 C18B C17B 6(2) . . . . ?
####################################################################### 
# 
# 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_str1570
_database_code_depnum_ccdc_archive 'CCDC 1481181'
_audit_update_record             
;
2016-05-20 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;
_audit_creation_date             2015-10-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H38 Cu N4 O2, H2 O'
_chemical_formula_sum            'C27 H40 Cu N4 O3'
_chemical_formula_weight         532.17
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C27 H40 N4 O2 Cu'
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   10.8225(2)
_cell_length_b                   15.3302(3)
_cell_length_c                   16.2148(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2690.22(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14314
_cell_measurement_temperature    141(20)
_cell_measurement_theta_max      28.6480
_cell_measurement_theta_min      3.6500
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.846
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1132
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.173
_exptl_crystal_size_min          0.133
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29728
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.095
_diffrn_reflns_theta_min         2.842
_diffrn_ambient_temperature      141(20)
_diffrn_detector_area_resol_mean 10.4051
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -20.00    5.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.6603  -99.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -32.00   -6.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.6603   77.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega  -20.00   91.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.8322   57.0000  -60.0000 111

#__ type_ start__ end____ width___ exp.time_
  4 omega   15.00   72.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.8322   38.0000   30.0000 57

#__ type_ start__ end____ width___ exp.time_
  5 omega -110.00  -55.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.6603  178.0000   60.0000 55

#__ type_ start__ end____ width___ exp.time_
  6 omega  -20.00   85.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.8322   38.0000   90.0000 105

#__ type_ start__ end____ width___ exp.time_
  7 omega  -68.00   54.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       16.8322  -38.0000  -60.0000 122
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0074395000
_diffrn_orient_matrix_UB_12      -0.0457336000
_diffrn_orient_matrix_UB_13      0.0044021000
_diffrn_orient_matrix_UB_21      -0.0650705000
_diffrn_orient_matrix_UB_22      -0.0050442000
_diffrn_orient_matrix_UB_23      0.0021627000
_diffrn_orient_matrix_UB_31      -0.0024675000
_diffrn_orient_matrix_UB_32      -0.0048858000
_diffrn_orient_matrix_UB_33      -0.0434657000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.746
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.894
_reflns_number_gt                6101
_reflns_number_total             6665
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 2381 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         6665
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0340
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0219P)²+0.9116P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0700
_refine_ls_wR_factor_ref         0.0738
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O3-H3A
 0.9 with sigma of 0.02
 O3-H3B
 0.9 with sigma of 0.02
3. Others
 Sof(H3BC)=Sof(H3BD)=Sof(H5BC)=Sof(H5BD)=Sof(C4B)=Sof(H4BA)=Sof(H4BB)=1-FVAR(1)
 Sof(H3AA)=Sof(H3AB)=Sof(H5AA)=Sof(H5AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 N1(H1), N2(H2), C1(H1A), C7(H7), C8(H8), C11(H11)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3AA,H3AB), C3(H3BC,H3BD), C5(H5AA,H5AB), C5(H5BC,H5BD), C14(H14A,H14B),
 C21(H21A,H21B), C4A(H4AA,H4AB), C4B(H4BA,H4BB)
4.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C23(H23), C24(H24),
 C25(H25), C26(H26), C27(H27)
4.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 -0.90470(3) -0.59764(2) -0.56985(2) 0.01430(9) Uani 1 1 d . . . . .
O1 O -0.8088(2) -0.48573(13) -0.35759(12) 0.0190(5) Uani 1 1 d . . . . .
O2 O -1.0541(3) -0.82172(15) -0.64673(14) 0.0370(7) Uani 1 1 d . . . . .
N1 N -0.7803(2) -0.49866(15) -0.57980(14) 0.0141(5) Uani 1 1 d . . . . .
H1 H -0.8030 -0.4590 -0.6247 0.017 Uiso 1 1 calc R . . . .
N2 N -1.0016(2) -0.59060(17) -0.67707(14) 0.0168(5) Uani 1 1 d . . . . .
H2 H -0.9560 -0.5564 -0.7181 0.020 Uiso 1 1 calc R . . . .
N3 N -0.8672(2) -0.58708(16) -0.45482(14) 0.0178(5) Uani 1 1 d . . . . .
N4 N -0.9717(3) -0.71265(16) -0.56650(17) 0.0278(6) Uani 1 1 d . . . . .
C1 C -0.7765(3) -0.45174(18) -0.49971(17) 0.0141(6) Uani 1 1 d . . . . .
H1A H -0.6891 -0.4400 -0.4884 0.017 Uiso 1 1 calc R . . . .
C2 C -0.8215(3) -0.51150(17) -0.43031(18) 0.0148(5) Uani 1 1 d . . . . .
C3 C -0.8956(4) -0.65260(19) -0.39132(17) 0.0233(7) Uani 1 1 d . . . . .
H3AA H -0.9253 -0.6229 -0.3423 0.028 Uiso 0.576(9) 1 calc R . P A 1
H3AB H -0.8201 -0.6830 -0.3767 0.028 Uiso 0.576(9) 1 calc R . P A 1
H3BC H -0.9786 -0.6439 -0.3702 0.028 Uiso 0.424(9) 1 calc R . P A 2
H3BD H -0.8379 -0.6478 -0.3458 0.028 Uiso 0.424(9) 1 calc R . P A 2
C5 C -0.9671(5) -0.7685(2) -0.4937(2) 0.0402(11) Uani 1 1 d . . . . .
H5AA H -0.8859 -0.7950 -0.4898 0.048 Uiso 0.576(9) 1 calc R . P A 1
H5AB H -1.0274 -0.8149 -0.4994 0.048 Uiso 0.576(9) 1 calc R . P A 1
H5BC H -1.0492 -0.7707 -0.4698 0.048 Uiso 0.424(9) 1 calc R . P A 2
H5BD H -0.9462 -0.8271 -0.5114 0.048 Uiso 0.424(9) 1 calc R . P A 2
C6 C -1.0173(3) -0.7451(2) -0.63563(19) 0.0248(7) Uani 1 1 d . . . . .
C7 C -1.0224(3) -0.6814(2) -0.70780(18) 0.0200(6) Uani 1 1 d . . . . .
H7 H -1.1062 -0.6838 -0.7307 0.024 Uiso 1 1 calc R . . . .
C8 C -0.8405(3) -0.36302(19) -0.50179(18) 0.0199(6) Uani 1 1 d . . . . .
H8 H -0.8397 -0.3398 -0.4455 0.024 Uiso 1 1 calc R . . . .
C9 C -0.9751(3) -0.3678(2) -0.5292(2) 0.0267(7) Uani 1 1 d . . . . .
H9A H -0.9787 -0.3831 -0.5866 0.040 Uiso 1 1 calc GR . . . .
H9B H -1.0138 -0.3121 -0.5210 0.040 Uiso 1 1 calc GR . . . .
H9C H -1.0176 -0.4112 -0.4973 0.040 Uiso 1 1 calc GR . . . .
C10 C -0.7698(3) -0.29850(19) -0.5562(2) 0.0253(7) Uani 1 1 d . . . . .
H10A H -0.6845 -0.2973 -0.5399 0.038 Uiso 1 1 calc GR . . . .
H10B H -0.8047 -0.2413 -0.5501 0.038 Uiso 1 1 calc GR . . . .
H10C H -0.7757 -0.3164 -0.6128 0.038 Uiso 1 1 calc GR . . . .
C11 C -0.9328(3) -0.7066(2) -0.77684(18) 0.0218(7) Uani 1 1 d . . . . .
H11 H -0.9480 -0.7681 -0.7901 0.026 Uiso 1 1 calc R . . . .
C12 C -0.7981(3) -0.6989(2) -0.7506(2) 0.0277(7) Uani 1 1 d . . . . .
H12A H -0.7768 -0.6385 -0.7445 0.042 Uiso 1 1 calc GR . . . .
H12B H -0.7462 -0.7250 -0.7918 0.042 Uiso 1 1 calc GR . . . .
H12C H -0.7864 -0.7285 -0.6990 0.042 Uiso 1 1 calc GR . . . .
C13 C -0.9571(3) -0.6540(2) -0.85484(19) 0.0277(8) Uani 1 1 d . . . . .
H13A H -1.0431 -0.6580 -0.8691 0.042 Uiso 1 1 calc GR . . . .
H13B H -0.9080 -0.6768 -0.8992 0.042 Uiso 1 1 calc GR . . . .
H13C H -0.9357 -0.5941 -0.8454 0.042 Uiso 1 1 calc GR . . . .
C14 C -0.6588(3) -0.5425(2) -0.59734(19) 0.0195(7) Uani 1 1 d . . . . .
H14A H -0.6647 -0.5721 -0.6501 0.023 Uiso 1 1 calc R . . . .
H14B H -0.6446 -0.5866 -0.5555 0.023 Uiso 1 1 calc R . . . .
C15 C -0.5489(3) -0.48217(19) -0.59950(18) 0.0178(6) Uani 1 1 d . . . . .
C16 C -0.4627(3) -0.48163(19) -0.53635(19) 0.0197(6) Uani 1 1 d . . . . .
H16 H -0.4730 -0.5189 -0.4916 0.024 Uiso 1 1 calc R . . . .
C17 C -0.3610(3) -0.4262(2) -0.5388(2) 0.0229(7) Uani 1 1 d . . . . .
H17 H -0.3033 -0.4268 -0.4963 0.028 Uiso 1 1 calc R . . . .
C18 C -0.3467(3) -0.3703(2) -0.6051(2) 0.0252(7) Uani 1 1 d . . . . .
H18 H -0.2793 -0.3327 -0.6071 0.030 Uiso 1 1 calc R . . . .
C19 C -0.4319(3) -0.3702(2) -0.6680(2) 0.0296(8) Uani 1 1 d . . . . .
H19 H -0.4220 -0.3324 -0.7124 0.036 Uiso 1 1 calc R . . . .
C20 C -0.5326(3) -0.4263(2) -0.66571(19) 0.0264(7) Uani 1 1 d . . . . .
H20 H -0.5892 -0.4263 -0.7088 0.032 Uiso 1 1 calc R . . . .
C21 C -1.1222(3) -0.5477(2) -0.65739(19) 0.0259(7) Uani 1 1 d . . . . .
H21A H -1.1059 -0.4935 -0.6284 0.031 Uiso 1 1 calc R . . . .
H21B H -1.1686 -0.5852 -0.6205 0.031 Uiso 1 1 calc R . . . .
C22 C -1.2003(3) -0.5282(2) -0.7319(2) 0.0286(8) Uani 1 1 d . . . . .
C23 C -1.3093(3) -0.5733(3) -0.7472(3) 0.0393(10) Uani 1 1 d . . . . .
H23 H -1.3340 -0.6174 -0.7114 0.047 Uiso 1 1 calc R . . . .
C24 C -1.3817(4) -0.5532(3) -0.8155(3) 0.0505(12) Uani 1 1 d . . . . .
H24 H -1.4546 -0.5836 -0.8252 0.061 Uiso 1 1 calc R . . . .
C25 C -1.3453(4) -0.4883(3) -0.8685(3) 0.0473(12) Uani 1 1 d . . . . .
H25 H -1.3940 -0.4747 -0.9139 0.057 Uiso 1 1 calc R . . . .
C26 C -1.2368(4) -0.4430(3) -0.8548(2) 0.0407(10) Uani 1 1 d . . . . .
H26 H -1.2119 -0.3995 -0.8911 0.049 Uiso 1 1 calc R . . . .
C27 C -1.1656(3) -0.4633(2) -0.7864(2) 0.0314(8) Uani 1 1 d . . . . .
H27 H -1.0928 -0.4325 -0.7769 0.038 Uiso 1 1 calc R . . . .
C4A C -0.9923(6) -0.7197(4) -0.4183(3) 0.0252(17) Uani 0.576(9) 1 d . . P A 1
H4AA H -1.0029 -0.7613 -0.3738 0.030 Uiso 0.576(9) 1 calc R . P A 1
H4AB H -1.0705 -0.6896 -0.4253 0.030 Uiso 0.576(9) 1 calc R . P A 1
C4B C -0.8846(8) -0.7439(5) -0.4326(5) 0.030(2) Uani 0.424(9) 1 d . . P A 2
H4BA H -0.8022 -0.7481 -0.4558 0.036 Uiso 0.424(9) 1 calc R . P A 2
H4BB H -0.8898 -0.7871 -0.3891 0.036 Uiso 0.424(9) 1 calc R . P A 2
O3 O -0.6531(2) -0.55897(15) -0.24596(13) 0.0210(5) Uani 1 1 d D . . . .
H3A H -0.620(4) -0.602(2) -0.272(2) 0.056(14) Uiso 1 1 d D . . . .
H3B H -0.711(3) -0.538(3) -0.279(2) 0.044(13) Uiso 1 1 d 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 N1 2.035(2) . ?
Cu1 N2 2.033(2) . ?
Cu1 N3 1.916(2) . ?
Cu1 N4 1.907(2) . ?
O1 C2 1.251(4) . ?
O2 C6 1.253(4) . ?
N1 H1 0.9800 . ?
N1 C1 1.485(4) . ?
N1 C14 1.504(4) . ?
N2 H2 0.9800 . ?
N2 C7 1.495(4) . ?
N2 C21 1.496(4) . ?
N3 C2 1.321(4) . ?
N3 C3 1.471(4) . ?
N4 C5 1.459(4) . ?
N4 C6 1.322(4) . ?
C1 H1A 0.9800 . ?
C1 C2 1.531(4) . ?
C1 C8 1.527(4) . ?
C3 H3AA 0.9700 . ?
C3 H3AB 0.9700 . ?
C3 H3BC 0.9700 . ?
C3 H3BD 0.9700 . ?
C3 C4A 1.531(6) . ?
C3 C4B 1.556(8) . ?
C5 H5AA 0.9700 . ?
C5 H5AB 0.9700 . ?
C5 H5BC 0.9700 . ?
C5 H5BD 0.9700 . ?
C5 C4A 1.459(6) . ?
C5 C4B 1.386(9) . ?
C6 C7 1.525(4) . ?
C7 H7 0.9800 . ?
C7 C11 1.531(4) . ?
C8 H8 0.9800 . ?
C8 C9 1.525(5) . ?
C8 C10 1.531(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C12 1.523(5) . ?
C11 C13 1.523(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.507(4) . ?
C15 C16 1.385(4) . ?
C15 C20 1.385(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.391(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.384(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.375(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.388(5) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.505(4) . ?
C22 C23 1.389(5) . ?
C22 C27 1.383(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.391(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.372(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.381(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.386(5) . ?
C27 H27 0.9300 . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C4B H4BA 0.9700 . ?
C4B H4BB 0.9700 . ?
O3 H3A 0.86(2) . ?
O3 H3B 0.89(2) . ?

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 N1 103.53(10) . . ?
N3 Cu1 N1 82.76(10) . . ?
N3 Cu1 N2 159.61(10) . . ?
N4 Cu1 N1 160.59(12) . . ?
N4 Cu1 N2 82.95(11) . . ?
N4 Cu1 N3 97.53(11) . . ?
Cu1 N1 H1 110.9 . . ?
C1 N1 Cu1 108.07(17) . . ?
C1 N1 H1 110.9 . . ?
C1 N1 C14 111.0(2) . . ?
C14 N1 Cu1 105.07(17) . . ?
C14 N1 H1 110.9 . . ?
Cu1 N2 H2 110.4 . . ?
C7 N2 Cu1 108.25(18) . . ?
C7 N2 H2 110.4 . . ?
C7 N2 C21 110.4(2) . . ?
C21 N2 Cu1 106.91(17) . . ?
C21 N2 H2 110.4 . . ?
C2 N3 Cu1 116.51(19) . . ?
C2 N3 C3 117.8(2) . . ?
C3 N3 Cu1 125.42(19) . . ?
C5 N4 Cu1 123.5(2) . . ?
C6 N4 Cu1 117.8(2) . . ?
C6 N4 C5 118.6(3) . . ?
N1 C1 H1A 106.2 . . ?
N1 C1 C2 110.1(2) . . ?
N1 C1 C8 113.6(2) . . ?
C2 C1 H1A 106.2 . . ?
C8 C1 H1A 106.2 . . ?
C8 C1 C2 113.9(2) . . ?
O1 C2 N3 127.0(3) . . ?
O1 C2 C1 118.0(2) . . ?
N3 C2 C1 115.0(2) . . ?
N3 C3 H3AA 108.8 . . ?
N3 C3 H3AB 108.8 . . ?
N3 C3 H3BC 110.3 . . ?
N3 C3 H3BD 110.3 . . ?
N3 C3 C4A 113.7(3) . . ?
N3 C3 C4B 107.3(4) . . ?
H3AA C3 H3AB 107.7 . . ?
H3BC C3 H3BD 108.5 . . ?
C4A C3 H3AA 108.8 . . ?
C4A C3 H3AB 108.8 . . ?
C4B C3 H3BC 110.3 . . ?
C4B C3 H3BD 110.3 . . ?
N4 C5 H5AA 109.3 . . ?
N4 C5 H5AB 109.3 . . ?
N4 C5 H5BC 108.2 . . ?
N4 C5 H5BD 108.2 . . ?
N4 C5 C4A 111.8(3) . . ?
H5AA C5 H5AB 107.9 . . ?
H5BC C5 H5BD 107.4 . . ?
C4A C5 H5AA 109.3 . . ?
C4A C5 H5AB 109.3 . . ?
C4B C5 N4 116.2(4) . . ?
C4B C5 H5BC 108.2 . . ?
C4B C5 H5BD 108.2 . . ?
O2 C6 N4 126.4(3) . . ?
O2 C6 C7 118.6(3) . . ?
N4 C6 C7 115.0(3) . . ?
N2 C7 C6 109.6(2) . . ?
N2 C7 H7 107.5 . . ?
N2 C7 C11 112.5(2) . . ?
C6 C7 H7 107.5 . . ?
C6 C7 C11 112.1(3) . . ?
C11 C7 H7 107.5 . . ?
C1 C8 H8 107.4 . . ?
C1 C8 C10 111.2(3) . . ?
C9 C8 C1 113.4(3) . . ?
C9 C8 H8 107.4 . . ?
C9 C8 C10 109.9(3) . . ?
C10 C8 H8 107.4 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11 107.3 . . ?
C12 C11 C7 112.5(3) . . ?
C12 C11 H11 107.3 . . ?
C12 C11 C13 110.9(3) . . ?
C13 C11 C7 111.3(3) . . ?
C13 C11 H11 107.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 108.6 . . ?
N1 C14 H14B 108.6 . . ?
N1 C14 C15 114.8(2) . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C16 C15 C14 121.2(3) . . ?
C20 C15 C14 119.9(3) . . ?
C20 C15 C16 118.9(3) . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.1(3) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.2(3) . . ?
C18 C17 H17 120.4 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C15 C20 C19 120.3(3) . . ?
C15 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
N2 C21 H21A 108.8 . . ?
N2 C21 H21B 108.8 . . ?
N2 C21 C22 113.9(2) . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 H21A 108.8 . . ?
C22 C21 H21B 108.8 . . ?
C23 C22 C21 121.4(3) . . ?
C27 C22 C21 120.2(3) . . ?
C27 C22 C23 118.4(3) . . ?
C22 C23 H23 119.7 . . ?
C22 C23 C24 120.6(4) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.8(4) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.5(4) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 120.4 . . ?
C25 C26 C27 119.3(4) . . ?
C27 C26 H26 120.4 . . ?
C22 C27 C26 121.4(4) . . ?
C22 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C3 C4A H4AA 108.0 . . ?
C3 C4A H4AB 108.0 . . ?
C5 C4A C3 117.1(4) . . ?
C5 C4A H4AA 108.0 . . ?
C5 C4A H4AB 108.0 . . ?
H4AA C4A H4AB 107.3 . . ?
C3 C4B H4BA 107.3 . . ?
C3 C4B H4BB 107.3 . . ?
C5 C4B C3 120.2(6) . . ?
C5 C4B H4BA 107.3 . . ?
C5 C4B H4BB 107.3 . . ?
H4BA C4B H4BB 106.9 . . ?
H3A O3 H3B 106(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3A O2 0.86(2) 1.90(3) 2.742(3) 166(4) 3_534
O3 H3B O1 0.89(2) 1.84(2) 2.716(3) 170(4) .

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
Cu1 N1 C1 C2 23.0(3) . . . . ?
Cu1 N1 C1 C8 -106.1(2) . . . . ?
Cu1 N1 C14 C15 -174.6(2) . . . . ?
Cu1 N2 C7 C6 24.6(3) . . . . ?
Cu1 N2 C7 C11 -100.8(2) . . . . ?
Cu1 N2 C21 C22 173.6(2) . . . . ?
Cu1 N3 C2 O1 168.0(2) . . . . ?
Cu1 N3 C2 C1 -14.1(3) . . . . ?
Cu1 N3 C3 C4A -17.3(5) . . . . ?
Cu1 N3 C3 C4B 33.3(5) . . . . ?
Cu1 N4 C5 C4A 41.1(5) . . . . ?
Cu1 N4 C5 C4B -15.9(6) . . . . ?
Cu1 N4 C6 O2 172.8(3) . . . . ?
Cu1 N4 C6 C7 -6.2(4) . . . . ?
O2 C6 C7 N2 167.5(3) . . . . ?
O2 C6 C7 C11 -66.8(4) . . . . ?
N1 C1 C2 O1 170.8(2) . . . . ?
N1 C1 C2 N3 -7.3(3) . . . . ?
N1 C1 C8 C9 56.6(3) . . . . ?
N1 C1 C8 C10 -67.9(3) . . . . ?
N1 C14 C15 C16 107.2(3) . . . . ?
N1 C14 C15 C20 -73.2(4) . . . . ?
N2 C7 C11 C12 57.7(3) . . . . ?
N2 C7 C11 C13 -67.5(3) . . . . ?
N2 C21 C22 C23 110.4(4) . . . . ?
N2 C21 C22 C27 -70.7(4) . . . . ?
N3 C3 C4A C5 55.7(6) . . . . ?
N3 C3 C4B C5 -66.5(7) . . . . ?
N4 C5 C4A C3 -68.1(6) . . . . ?
N4 C5 C4B C3 58.6(8) . . . . ?
N4 C6 C7 N2 -13.3(4) . . . . ?
N4 C6 C7 C11 112.4(3) . . . . ?
C1 N1 C14 C15 -58.0(3) . . . . ?
C2 N3 C3 C4A 156.6(3) . . . . ?
C2 N3 C3 C4B -152.8(4) . . . . ?
C2 C1 C8 C9 -70.6(3) . . . . ?
C2 C1 C8 C10 165.0(2) . . . . ?
C3 N3 C2 O1 -6.5(5) . . . . ?
C3 N3 C2 C1 171.5(3) . . . . ?
C5 N4 C6 O2 -2.8(6) . . . . ?
C5 N4 C6 C7 178.1(3) . . . . ?
C6 N4 C5 C4A -143.6(4) . . . . ?
C6 N4 C5 C4B 159.5(5) . . . . ?
C6 C7 C11 C12 -66.3(3) . . . . ?
C6 C7 C11 C13 168.5(3) . . . . ?
C7 N2 C21 C22 -68.8(3) . . . . ?
C8 C1 C2 O1 -60.3(3) . . . . ?
C8 C1 C2 N3 121.6(3) . . . . ?
C14 N1 C1 C2 -91.7(3) . . . . ?
C14 N1 C1 C8 139.2(2) . . . . ?
C14 C15 C16 C17 179.6(3) . . . . ?
C14 C15 C20 C19 179.7(3) . . . . ?
C15 C16 C17 C18 0.6(5) . . . . ?
C16 C15 C20 C19 -0.6(5) . . . . ?
C16 C17 C18 C19 -0.4(5) . . . . ?
C17 C18 C19 C20 -0.2(5) . . . . ?
C18 C19 C20 C15 0.8(5) . . . . ?
C20 C15 C16 C17 -0.1(4) . . . . ?
C21 N2 C7 C6 -92.1(3) . . . . ?
C21 N2 C7 C11 142.4(3) . . . . ?
C21 C22 C23 C24 178.6(3) . . . . ?
C21 C22 C27 C26 -178.9(3) . . . . ?
C22 C23 C24 C25 0.1(6) . . . . ?
C23 C22 C27 C26 0.0(5) . . . . ?
C23 C24 C25 C26 0.3(6) . . . . ?
C24 C25 C26 C27 -0.6(6) . . . . ?
C25 C26 C27 C22 0.5(5) . . . . ?
C27 C22 C23 C24 -0.3(5) . . . . ?
