# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_umd700_a
_database_code_depnum_ccdc_archive 'CCDC 2391278'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H17 N5'
_chemical_formula_weight         291.36

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   13.2742(9)
_cell_length_b                   11.2472(6)
_cell_length_c                   10.3605(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.302(2)
_cell_angle_gamma                90.00
_cell_volume                     1476.81(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4360
_cell_measurement_theta_min      2.85
_cell_measurement_theta_max      25.55

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9837
_exptl_absorpt_correction_T_max  0.9902
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker cmos'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18916
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.85
_diffrn_reflns_theta_max         25.74
_reflns_number_total             2814
_reflns_number_gt                1998
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0577P)²+0.2998P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2814
_refine_ls_number_parameters     202
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.1138
_refine_ls_wR_factor_gt          0.0978
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.15238(12) 0.87783(12) 0.29611(14) 0.0374(4) Uani 1 1 d . . .
N2 N 0.27498(11) 0.77807(12) 0.53963(14) 0.0367(4) Uani 1 1 d . . .
N3 N 0.18322(10) 0.51497(11) 0.34272(13) 0.0273(3) Uani 1 1 d . . .
N4 N 0.13367(11) 0.20883(12) 0.24281(14) 0.0336(4) Uani 1 1 d . . .
N5 N 0.01043(11) 0.32228(12) 0.00924(14) 0.0354(4) Uani 1 1 d . . .
C1 C 0.16818(14) 0.76113(14) 0.31165(17) 0.0332(4) Uani 1 1 d . . .
H1A H 0.1370 0.7103 0.2372 0.040 Uiso 1 1 calc R . .
C2 C 0.19719(14) 0.94402(15) 0.40438(18) 0.0365(4) Uani 1 1 d . . .
H2A H 0.1871 1.0277 0.3990 0.044 Uiso 1 1 calc R . .
C3 C 0.25757(15) 0.89493(16) 0.52366(19) 0.0412(5) Uani 1 1 d . . .
H3A H 0.2882 0.9461 0.5979 0.049 Uiso 1 1 calc R . .
C4 C 0.22836(12) 0.71066(13) 0.43237(15) 0.0258(4) Uani 1 1 d . . .
C5 C 0.24311(12) 0.58016(13) 0.44608(15) 0.0248(4) Uani 1 1 d . . .
C6 C 0.31668(12) 0.52960(13) 0.55720(15) 0.0262(4) Uani 1 1 d . . .
H6A H 0.3568 0.5789 0.6285 0.031 Uiso 1 1 calc R . .
C7 C 0.33169(12) 0.40706(14) 0.56440(15) 0.0253(4) Uani 1 1 d . . .
C8 C 0.26795(12) 0.34060(13) 0.45790(15) 0.0268(4) Uani 1 1 d . . .
H8A H 0.2740 0.2564 0.4590 0.032 Uiso 1 1 calc R . .
C9 C 0.19554(12) 0.39664(13) 0.34998(15) 0.0250(4) Uani 1 1 d . . .
C10 C 0.12941(12) 0.32743(13) 0.23318(15) 0.0251(4) Uani 1 1 d . . .
C11 C 0.06740(13) 0.38288(15) 0.11696(16) 0.0314(4) Uani 1 1 d . . .
H11A H 0.0654 0.4673 0.1140 0.038 Uiso 1 1 calc R . .
C12 C 0.01515(14) 0.20423(15) 0.02050(17) 0.0342(4) Uani 1 1 d . . .
H12A H -0.0243 0.1571 -0.0533 0.041 Uiso 1 1 calc R . .
C13 C 0.07547(14) 0.14869(15) 0.13589(17) 0.0374(4) Uani 1 1 d . . .
H13A H 0.0756 0.0643 0.1394 0.045 Uiso 1 1 calc R . .
C14 C 0.42000(12) 0.35082(14) 0.67835(15) 0.0275(4) Uani 1 1 d . . .
C15 C 0.42535(15) 0.40677(16) 0.81452(16) 0.0390(5) Uani 1 1 d . . .
H15A H 0.4395 0.4921 0.8118 0.059 Uiso 1 1 calc R . .
H15B H 0.4821 0.3692 0.8859 0.059 Uiso 1 1 calc R . .
H15C H 0.3579 0.3949 0.8333 0.059 Uiso 1 1 calc R . .
C16 C 0.40482(14) 0.21643(15) 0.68839(17) 0.0374(4) Uani 1 1 d . . .
H16A H 0.4101 0.1778 0.6059 0.056 Uiso 1 1 calc R . .
H16B H 0.3351 0.2007 0.6991 0.056 Uiso 1 1 calc R . .
H16C H 0.4595 0.1849 0.7666 0.056 Uiso 1 1 calc R . .
C17 C 0.52422(13) 0.37208(17) 0.64601(17) 0.0385(4) Uani 1 1 d . . .
H17A H 0.5374 0.4577 0.6445 0.058 Uiso 1 1 calc R . .
H17B H 0.5196 0.3378 0.5575 0.058 Uiso 1 1 calc R . .
H17C H 0.5821 0.3343 0.7154 0.058 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.330(2) . ?
N1 C1 1.331(2) . ?
N2 C4 1.335(2) . ?
N2 C3 1.336(2) . ?
N3 C9 1.3402(19) . ?
N3 C5 1.3454(19) . ?
N4 C13 1.331(2) . ?
N4 C10 1.3376(19) . ?
N5 C12 1.333(2) . ?
N5 C11 1.334(2) . ?
C1 C4 1.389(2) . ?
C1 H1A 0.9500 . ?
C2 C3 1.373(2) . ?
C2 H2A 0.9500 . ?
C3 H3A 0.9500 . ?
C4 C5 1.482(2) . ?
C5 C6 1.391(2) . ?
C6 C7 1.391(2) . ?
C6 H6A 0.9500 . ?
C7 C8 1.392(2) . ?
C7 C14 1.531(2) . ?
C8 C9 1.390(2) . ?
C8 H8A 0.9500 . ?
C9 C10 1.486(2) . ?
C10 C11 1.388(2) . ?
C11 H11A 0.9500 . ?
C12 C13 1.375(2) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.527(2) . ?
C14 C16 1.533(2) . ?
C14 C17 1.536(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
C2 N1 C1 115.78(14) . . ?
C4 N2 C3 115.79(14) . . ?
C9 N3 C5 117.59(13) . . ?
C13 N4 C10 116.32(14) . . ?
C12 N5 C11 115.82(14) . . ?
N1 C1 C4 122.64(15) . . ?
N1 C1 H1A 118.7 . . ?
C4 C1 H1A 118.7 . . ?
N1 C2 C3 121.93(15) . . ?
N1 C2 H2A 119.0 . . ?
C3 C2 H2A 119.0 . . ?
N2 C3 C2 122.69(16) . . ?
N2 C3 H3A 118.7 . . ?
C2 C3 H3A 118.7 . . ?
N2 C4 C1 121.14(14) . . ?
N2 C4 C5 117.85(13) . . ?
C1 C4 C5 121.01(14) . . ?
N3 C5 C6 122.64(14) . . ?
N3 C5 C4 115.69(13) . . ?
C6 C5 C4 121.64(13) . . ?
C5 C6 C7 120.24(14) . . ?
C5 C6 H6A 119.9 . . ?
C7 C6 H6A 119.9 . . ?
C6 C7 C8 116.48(14) . . ?
C6 C7 C14 121.00(13) . . ?
C8 C7 C14 122.34(14) . . ?
C9 C8 C7 120.41(14) . . ?
C9 C8 H8A 119.8 . . ?
C7 C8 H8A 119.8 . . ?
N3 C9 C8 122.62(14) . . ?
N3 C9 C10 116.21(13) . . ?
C8 C9 C10 121.14(14) . . ?
N4 C10 C11 120.92(14) . . ?
N4 C10 C9 117.38(13) . . ?
C11 C10 C9 121.68(14) . . ?
N5 C11 C10 122.58(15) . . ?
N5 C11 H11A 118.7 . . ?
C10 C11 H11A 118.7 . . ?
N5 C12 C13 121.91(15) . . ?
N5 C12 H12A 119.0 . . ?
C13 C12 H12A 119.0 . . ?
N4 C13 C12 122.44(15) . . ?
N4 C13 H13A 118.8 . . ?
C12 C13 H13A 118.8 . . ?
C15 C14 C7 110.89(13) . . ?
C15 C14 C16 108.34(14) . . ?
C7 C14 C16 111.95(13) . . ?
C15 C14 C17 109.88(14) . . ?
C7 C14 C17 107.47(13) . . ?
C16 C14 C17 108.27(14) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
C2 N1 C1 C4 -0.6(3) . . . . ?
C1 N1 C2 C3 1.2(3) . . . . ?
C4 N2 C3 C2 -1.0(3) . . . . ?
N1 C2 C3 N2 -0.4(3) . . . . ?
C3 N2 C4 C1 1.6(3) . . . . ?
C3 N2 C4 C5 -178.53(16) . . . . ?
N1 C1 C4 N2 -0.8(3) . . . . ?
N1 C1 C4 C5 179.32(16) . . . . ?
C9 N3 C5 C6 0.7(2) . . . . ?
C9 N3 C5 C4 178.79(14) . . . . ?
N2 C4 C5 N3 171.04(14) . . . . ?
C1 C4 C5 N3 -9.1(2) . . . . ?
N2 C4 C5 C6 -10.8(2) . . . . ?
C1 C4 C5 C6 169.01(15) . . . . ?
N3 C5 C6 C7 0.7(2) . . . . ?
C4 C5 C6 C7 -177.34(15) . . . . ?
C5 C6 C7 C8 -1.7(2) . . . . ?
C5 C6 C7 C14 173.60(14) . . . . ?
C6 C7 C8 C9 1.4(2) . . . . ?
C14 C7 C8 C9 -173.79(14) . . . . ?
C5 N3 C9 C8 -1.0(2) . . . . ?
C5 N3 C9 C10 -179.07(14) . . . . ?
C7 C8 C9 N3 -0.1(2) . . . . ?
C7 C8 C9 C10 177.90(14) . . . . ?
C13 N4 C10 C11 -0.2(2) . . . . ?
C13 N4 C10 C9 -178.65(15) . . . . ?
N3 C9 C10 N4 -174.56(15) . . . . ?
C8 C9 C10 N4 7.3(2) . . . . ?
N3 C9 C10 C11 7.0(2) . . . . ?
C8 C9 C10 C11 -171.16(16) . . . . ?
C12 N5 C11 C10 1.1(3) . . . . ?
N4 C10 C11 N5 -0.9(3) . . . . ?
C9 C10 C11 N5 177.55(15) . . . . ?
C11 N5 C12 C13 -0.3(3) . . . . ?
C10 N4 C13 C12 0.9(3) . . . . ?
N5 C12 C13 N4 -0.7(3) . . . . ?
C6 C7 C14 C15 44.0(2) . . . . ?
C8 C7 C14 C15 -140.99(16) . . . . ?
C6 C7 C14 C16 165.15(15) . . . . ?
C8 C7 C14 C16 -19.9(2) . . . . ?
C6 C7 C14 C17 -76.09(18) . . . . ?
C8 C7 C14 C17 98.90(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.182
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.045
####################################################################### 
# 
# 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_umd579
_database_code_depnum_ccdc_archive 'CCDC 2497365'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H17 N5'
_chemical_formula_weight         291.36

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   13.3655(18)
_cell_length_b                   6.9938(8)
_cell_length_c                   16.633(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1554.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4325
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      25.03

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9769
_exptl_absorpt_correction_T_max  0.9845
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker cmos'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7469
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_sigmaI/netI    0.0591
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.16
_diffrn_reflns_theta_max         25.40
_reflns_number_total             1548
_reflns_number_gt                906
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0816P)²+0.2794P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1548
_refine_ls_number_parameters     131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1744
_refine_ls_wR_factor_gt          0.1473
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5571(2) 0.7500 0.47826(18) 0.0482(8) Uani 1 2 d S . .
HA H 0.5631 0.7500 0.4226 0.058 Uiso 1 2 calc SR . .
C2 C 0.4636(2) 0.7500 0.51383(18) 0.0471(8) Uani 1 2 d S . .
C3 C 0.5323(3) 0.7500 0.64066(18) 0.0533(9) Uani 1 2 d S . .
C4 C 0.6282(2) 0.7500 0.60929(17) 0.0510(8) Uani 1 2 d S . .
H4A H 0.6833 0.7500 0.6434 0.061 Uiso 1 2 calc SR . .
C5 C 0.6416(2) 0.7500 0.52616(16) 0.0442(8) Uani 1 2 d S . .
C6 C 0.7440(2) 0.7500 0.49189(18) 0.0488(8) Uani 1 2 d S . .
C7 C 0.9116(3) 0.7500 0.5086(2) 0.0905(14) Uani 1 2 d S . .
H7A H 0.9672 0.7500 0.5423 0.109 Uiso 1 2 calc SR . .
C8 C 0.9266(3) 0.7500 0.4288(2) 0.0988(15) Uani 1 2 d S . .
H8A H 0.9917 0.7500 0.4091 0.119 Uiso 1 2 calc SR . .
C9 C 0.7613(3) 0.7500 0.4107(2) 0.0851(13) Uani 1 2 d S . .
H9A H 0.7063 0.7500 0.3765 0.102 Uiso 1 2 calc SR . .
C10 C 0.3726(2) 0.7500 0.46318(19) 0.0497(8) Uani 1 2 d S . .
C11 C 0.2771(3) 0.7500 0.4969(2) 0.0672(10) Uani 1 2 d S . .
H11A H 0.2712 0.7500 0.5526 0.081 Uiso 1 2 calc SR . .
C12 C 0.2084(3) 0.7500 0.3737(3) 0.0805(12) Uani 1 2 d S . .
H12A H 0.1529 0.7500 0.3400 0.097 Uiso 1 2 calc SR . .
C13 C 0.3021(3) 0.7500 0.3397(2) 0.0758(11) Uani 1 2 d S . .
H13A H 0.3080 0.7500 0.2840 0.091 Uiso 1 2 calc SR . .
C14 C 0.5104(3) 0.7500 0.73150(18) 0.0645(10) Uani 1 2 d S . .
C15 C 0.6072(3) 0.7500 0.7810(2) 0.0969(15) Uani 1 2 d S . .
H15A H 0.6456 0.6379 0.7683 0.145 Uiso 0.50 1 calc PR . .
H15B H 0.5911 0.7500 0.8372 0.145 Uiso 1 2 calc SR . .
H15C H 0.6456 0.8621 0.7683 0.145 Uiso 0.50 1 calc PR . .
C16 C 0.4506(2) 0.5711(4) 0.75150(14) 0.0933(10) Uani 1 1 d . . .
H16A H 0.4892 0.4599 0.7380 0.140 Uiso 1 1 calc R . .
H16B H 0.3895 0.5709 0.7212 0.140 Uiso 1 1 calc R . .
H16C H 0.4355 0.5696 0.8079 0.140 Uiso 1 1 calc R . .
N1 N 0.4508(2) 0.7500 0.59371(16) 0.0546(7) Uani 1 2 d S . .
N2 N 0.8212(2) 0.7500 0.54160(16) 0.0760(10) Uani 1 2 d S . .
N3 N 0.8519(3) 0.7500 0.37794(19) 0.1074(14) Uani 1 2 d S . .
N4 N 0.1938(2) 0.7500 0.4529(2) 0.0818(10) Uani 1 2 d S . .
N5 N 0.3842(2) 0.7500 0.38410(16) 0.0613(8) Uani 1 2 d S . .


_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 C5 1.382(4) . ?
C1 C2 1.383(4) . ?
C1 HA 0.9300 . ?
C2 N1 1.340(4) . ?
C2 C10 1.479(4) . ?
C3 N1 1.341(4) . ?
C3 C4 1.384(4) . ?
C3 C14 1.539(4) . ?
C4 C5 1.394(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.482(4) . ?
C6 N2 1.323(4) . ?
C6 C9 1.370(4) . ?
C7 N2 1.327(4) . ?
C7 C8 1.343(5) . ?
C7 H7A 0.9300 . ?
C8 N3 1.308(5) . ?
C8 H8A 0.9300 . ?
C9 N3 1.328(4) . ?
C9 H9A 0.9300 . ?
C10 N5 1.324(4) . ?
C10 C11 1.395(4) . ?
C11 N4 1.332(4) . ?
C11 H11A 0.9300 . ?
C12 N4 1.332(5) . ?
C12 C13 1.374(5) . ?
C12 H12A 0.9300 . ?
C13 N5 1.323(4) . ?
C13 H13A 0.9300 . ?
C14 C16 1.521(3) . ?
C14 C16 1.521(3) 7_575 ?
C14 C15 1.534(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 119.5(3) . . ?
C5 C1 HA 120.3 . . ?
C2 C1 HA 120.3 . . ?
N1 C2 C1 122.7(3) . . ?
N1 C2 C10 117.4(3) . . ?
C1 C2 C10 120.0(3) . . ?
N1 C3 C4 122.2(3) . . ?
N1 C3 C14 114.6(3) . . ?
C4 C3 C14 123.1(3) . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 H4A 120.2 . . ?
C1 C5 C4 117.8(3) . . ?
C1 C5 C6 122.2(3) . . ?
C4 C5 C6 120.0(3) . . ?
N2 C6 C9 118.9(3) . . ?
N2 C6 C5 118.7(3) . . ?
C9 C6 C5 122.4(3) . . ?
N2 C7 C8 123.0(4) . . ?
N2 C7 H7A 118.5 . . ?
C8 C7 H7A 118.5 . . ?
N3 C8 C7 121.7(4) . . ?
N3 C8 H8A 119.1 . . ?
C7 C8 H8A 119.1 . . ?
N3 C9 C6 124.0(3) . . ?
N3 C9 H9A 118.0 . . ?
C6 C9 H9A 118.0 . . ?
N5 C10 C11 120.4(3) . . ?
N5 C10 C2 118.0(3) . . ?
C11 C10 C2 121.6(3) . . ?
N4 C11 C10 123.0(4) . . ?
N4 C11 H11A 118.5 . . ?
C10 C11 H11A 118.5 . . ?
N4 C12 C13 122.8(4) . . ?
N4 C12 H12A 118.6 . . ?
C13 C12 H12A 118.6 . . ?
N5 C13 C12 121.7(4) . . ?
N5 C13 H13A 119.1 . . ?
C12 C13 H13A 119.1 . . ?
C16 C14 C16 110.7(3) . 7_575 ?
C16 C14 C15 108.99(19) . . ?
C16 C14 C15 108.99(19) 7_575 . ?
C16 C14 C3 108.34(19) . . ?
C16 C14 C3 108.34(19) 7_575 . ?
C15 C14 C3 111.5(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C2 N1 C3 118.3(3) . . ?
C6 N2 C7 116.9(3) . . ?
C8 N3 C9 115.5(3) . . ?
C12 N4 C11 114.9(3) . . ?
C13 N5 C10 117.2(3) . . ?

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
C5 C1 C2 N1 0.0 . . . . ?
C5 C1 C2 C10 180.0 . . . . ?
N1 C3 C4 C5 0.0 . . . . ?
C14 C3 C4 C5 180.0 . . . . ?
C2 C1 C5 C4 0.0 . . . . ?
C2 C1 C5 C6 180.0 . . . . ?
C3 C4 C5 C1 0.0 . . . . ?
C3 C4 C5 C6 180.0 . . . . ?
C1 C5 C6 N2 180.0 . . . . ?
C4 C5 C6 N2 0.0 . . . . ?
C1 C5 C6 C9 0.0 . . . . ?
C4 C5 C6 C9 180.0 . . . . ?
N2 C7 C8 N3 0.0 . . . . ?
N2 C6 C9 N3 0.0 . . . . ?
C5 C6 C9 N3 180.0 . . . . ?
N1 C2 C10 N5 180.0 . . . . ?
C1 C2 C10 N5 0.0 . . . . ?
N1 C2 C10 C11 0.0 . . . . ?
C1 C2 C10 C11 180.0 . . . . ?
N5 C10 C11 N4 0.0 . . . . ?
C2 C10 C11 N4 180.0 . . . . ?
N4 C12 C13 N5 0.0 . . . . ?
N1 C3 C14 C16 60.1(2) . . . . ?
C4 C3 C14 C16 -119.9(2) . . . . ?
N1 C3 C14 C16 -60.1(2) . . . 7_575 ?
C4 C3 C14 C16 119.9(2) . . . 7_575 ?
N1 C3 C14 C15 180.0 . . . . ?
C4 C3 C14 C15 0.000(1) . . . . ?
C1 C2 N1 C3 0.0 . . . . ?
C10 C2 N1 C3 180.0 . . . . ?
C4 C3 N1 C2 0.0 . . . . ?
C14 C3 N1 C2 180.0 . . . . ?
C9 C6 N2 C7 0.0 . . . . ?
C5 C6 N2 C7 180.0 . . . . ?
C8 C7 N2 C6 0.0 . . . . ?
C7 C8 N3 C9 0.0 . . . . ?
C6 C9 N3 C8 0.0 . . . . ?
C13 C12 N4 C11 0.0 . . . . ?
C10 C11 N4 C12 0.0 . . . . ?
C12 C13 N5 C10 0.0 . . . . ?
C11 C10 N5 C13 0.0 . . . . ?
C2 C10 N5 C13 180.0 . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.25
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.039
####################################################################### 
# 
# 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_vm1
_database_code_depnum_ccdc_archive 'CCDC 2497367'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H23 N3 O, H2 O'
_chemical_formula_sum            'C19 H25 N3 O2'
_chemical_formula_weight         327.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   5.7724(5)
_cell_length_b                   11.3381(11)
_cell_length_c                   13.8104(13)
_cell_angle_alpha                80.530(7)
_cell_angle_beta                 83.942(7)
_cell_angle_gamma                88.685(7)
_cell_volume                     886.55(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9963
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      29.93

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_F_000             352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.961
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6501
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            52849
_diffrn_reflns_av_unetI/netI     0.0838
_diffrn_reflns_av_R_equivalents  0.1013
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.007
_diffrn_reflns_theta_max         30.660
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5430
_reflns_number_gt                3072
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0395P)²+0.4205P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5430
_refine_ls_number_parameters     232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1309
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1293
_refine_ls_wR_factor_gt          0.1019
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.47532(19) 0.65073(11) 0.19609(8) 0.0222(3) Uani 1 1 d . . . . .
H1 H 0.514(4) 0.572(2) 0.2089(15) 0.044(6) Uiso 1 1 d . . . . .
N1 N 1.0613(3) 0.66585(14) -0.10383(11) 0.0320(4) Uani 1 1 d . . . . .
N2 N 0.6065(2) 0.81323(12) 0.35839(10) 0.0197(3) Uani 1 1 d . . . . .
N3 N 1.1536(3) 0.62987(12) 0.59840(10) 0.0253(3) Uani 1 1 d . . . . .
C11 C 1.1415(3) 0.73630(18) -0.04691(13) 0.0342(5) Uani 1 1 d . . . . .
H11A H 1.287506 0.774067 -0.068068 0.041 Uiso 1 1 calc R U . . .
C12 C 1.0247(3) 0.75775(17) 0.04124(13) 0.0307(4) Uani 1 1 d . . . . .
H12A H 1.090069 0.809490 0.078536 0.037 Uiso 1 1 calc R U . . .
C13 C 0.8113(3) 0.70341(15) 0.07518(12) 0.0212(4) Uani 1 1 d . . . . .
C14 C 0.7237(3) 0.63280(16) 0.01479(12) 0.0257(4) Uani 1 1 d . . . . .
H14A H 0.576217 0.595622 0.033080 0.031 Uiso 1 1 calc R U . . .
C15 C 0.8538(3) 0.61680(17) -0.07292(13) 0.0324(4) Uani 1 1 d . . . . .
H15A H 0.790531 0.567913 -0.113150 0.039 Uiso 1 1 calc R U . . .
C21 C 0.7663(3) 0.73545(13) 0.34824(11) 0.0168(3) Uani 1 1 d . . . . .
C22 C 0.8441(3) 0.68480(15) 0.25594(11) 0.0195(3) Uani 1 1 d . . . . .
H22A H 0.850442 0.596517 0.272405 0.023 Uiso 1 1 calc R U . . .
H22B H 1.003407 0.713303 0.230849 0.023 Uiso 1 1 calc R U . . .
C23 C 0.6832(3) 0.71987(14) 0.17467(11) 0.0193(3) Uani 1 1 d . . . . .
C24 C 0.6063(3) 0.85006(14) 0.17474(12) 0.0209(3) Uani 1 1 d . . . . .
H24A H 0.744494 0.902598 0.161162 0.025 Uiso 1 1 calc R U . . .
H24B H 0.503085 0.874644 0.121996 0.025 Uiso 1 1 calc R U . . .
C25 C 0.4769(3) 0.86379(14) 0.27461(12) 0.0196(3) Uani 1 1 d . . . . .
H25A H 0.331318 0.815651 0.281443 0.024 Uiso 1 1 calc R U . . .
C26 C 0.3982(3) 0.99270(14) 0.28705(13) 0.0235(4) Uani 1 1 d . . . . .
C27 C 0.2318(3) 0.98529(16) 0.38227(14) 0.0312(4) Uani 1 1 d . . . . .
H27A H 0.178361 1.065850 0.391139 0.047 Uiso 1 1 calc R U . . .
H27B H 0.313495 0.949314 0.438705 0.047 Uiso 1 1 calc R U . . .
H27C H 0.097380 0.935974 0.377711 0.047 Uiso 1 1 calc R U . . .
C28 C 0.2667(3) 1.04822(16) 0.19957(14) 0.0322(4) Uani 1 1 d . . . . .
H28A H 0.197556 1.124707 0.212132 0.048 Uiso 1 1 calc R U . . .
H28B H 0.143281 0.993885 0.191346 0.048 Uiso 1 1 calc R U . . .
H28C H 0.375311 1.061557 0.139355 0.048 Uiso 1 1 calc R U . . .
C29 C 0.6058(3) 1.07138(16) 0.29430(15) 0.0315(4) Uani 1 1 d . . . . .
H29A H 0.550992 1.152906 0.298957 0.047 Uiso 1 1 calc R U . . .
H29B H 0.717096 1.072705 0.235422 0.047 Uiso 1 1 calc R U . . .
H29C H 0.682127 1.038881 0.353166 0.047 Uiso 1 1 calc R U . . .
C31 C 1.2367(3) 0.61268(14) 0.50771(12) 0.0228(4) Uani 1 1 d . . . . .
H31A H 1.388505 0.579311 0.499104 0.027 Uiso 1 1 calc R U . . .
C32 C 1.1157(3) 0.64040(14) 0.42558(12) 0.0193(3) Uani 1 1 d . . . . .
H32A H 1.181049 0.623418 0.363270 0.023 Uiso 1 1 calc R U . . .
C33 C 0.8968(3) 0.69352(13) 0.43565(11) 0.0171(3) Uani 1 1 d . . . . .
C34 C 0.8072(3) 0.71113(15) 0.53037(12) 0.0224(4) Uani 1 1 d . . . . .
H34A H 0.657546 0.746183 0.541022 0.027 Uiso 1 1 calc R U . . .
C35 C 0.9392(3) 0.67690(15) 0.60825(12) 0.0262(4) Uani 1 1 d . . . . .
H35A H 0.874084 0.687329 0.672416 0.031 Uiso 1 1 calc R U . . .
O2 O 0.5851(2) 0.41480(11) 0.23729(10) 0.0257(3) Uani 1 1 d . . . . .
H2A H 0.699(5) 0.388(2) 0.198(2) 0.065(8) Uiso 1 1 d . . . . .
H2B H 0.653(5) 0.398(2) 0.291(2) 0.073(9) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C23 1.4259(19) . ?
O1 H1 0.91(2) . ?
N1 C15 1.331(2) . ?
N1 C11 1.331(2) . ?
N2 C21 1.274(2) . ?
N2 C25 1.474(2) . ?
N3 C31 1.336(2) . ?
N3 C35 1.339(2) . ?
C11 C12 1.383(2) . ?
C11 H11A 0.9500 . ?
C12 C13 1.391(2) . ?
C12 H12A 0.9500 . ?
C13 C14 1.385(2) . ?
C13 C23 1.528(2) . ?
C14 C15 1.392(2) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C21 C33 1.496(2) . ?
C21 C22 1.505(2) . ?
C22 C23 1.529(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.532(2) . ?
C24 C25 1.527(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.552(2) . ?
C25 H25A 1.0000 . ?
C26 C29 1.532(2) . ?
C26 C28 1.534(2) . ?
C26 C27 1.536(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 C32 1.383(2) . ?
C31 H31A 0.9500 . ?
C32 C33 1.391(2) . ?
C32 H32A 0.9500 . ?
C33 C34 1.399(2) . ?
C34 C35 1.382(2) . ?
C34 H34A 0.9500 . ?
C35 H35A 0.9500 . ?
O2 H2A 0.89(3) . ?
O2 H2B 0.87(3) . ?

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
C23 O1 H1 109.2(13) . . ?
C15 N1 C11 116.33(16) . . ?
C21 N2 C25 120.49(13) . . ?
C31 N3 C35 116.57(14) . . ?
N1 C11 C12 123.82(18) . . ?
N1 C11 H11A 118.1 . . ?
C12 C11 H11A 118.1 . . ?
C11 C12 C13 119.86(17) . . ?
C11 C12 H12A 120.1 . . ?
C13 C12 H12A 120.1 . . ?
C14 C13 C12 116.54(15) . . ?
C14 C13 C23 122.12(15) . . ?
C12 C13 C23 121.34(15) . . ?
C13 C14 C15 119.43(17) . . ?
C13 C14 H14A 120.3 . . ?
C15 C14 H14A 120.3 . . ?
N1 C15 C14 123.96(17) . . ?
N1 C15 H15A 118.0 . . ?
C14 C15 H15A 118.0 . . ?
N2 C21 C33 116.86(14) . . ?
N2 C21 C22 126.68(14) . . ?
C33 C21 C22 116.41(13) . . ?
C21 C22 C23 112.93(13) . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
C23 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
O1 C23 C13 111.27(13) . . ?
O1 C23 C22 110.23(13) . . ?
C13 C23 C22 109.61(13) . . ?
O1 C23 C24 105.93(13) . . ?
C13 C23 C24 111.23(13) . . ?
C22 C23 C24 108.49(13) . . ?
C25 C24 C23 110.15(13) . . ?
C25 C24 H24A 109.6 . . ?
C23 C24 H24A 109.6 . . ?
C25 C24 H24B 109.6 . . ?
C23 C24 H24B 109.6 . . ?
H24A C24 H24B 108.1 . . ?
N2 C25 C24 112.94(13) . . ?
N2 C25 C26 108.55(13) . . ?
C24 C25 C26 115.86(13) . . ?
N2 C25 H25A 106.3 . . ?
C24 C25 H25A 106.3 . . ?
C26 C25 H25A 106.3 . . ?
C29 C26 C28 109.77(14) . . ?
C29 C26 C27 109.06(15) . . ?
C28 C26 C27 108.69(14) . . ?
C29 C26 C25 111.57(13) . . ?
C28 C26 C25 109.56(14) . . ?
C27 C26 C25 108.13(13) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C31 C32 124.14(15) . . ?
N3 C31 H31A 117.9 . . ?
C32 C31 H31A 117.9 . . ?
C31 C32 C33 118.95(15) . . ?
C31 C32 H32A 120.5 . . ?
C33 C32 H32A 120.5 . . ?
C32 C33 C34 117.38(14) . . ?
C32 C33 C21 121.50(14) . . ?
C34 C33 C21 121.06(14) . . ?
C35 C34 C33 119.16(15) . . ?
C35 C34 H34A 120.4 . . ?
C33 C34 H34A 120.4 . . ?
N3 C35 C34 123.71(16) . . ?
N3 C35 H35A 118.1 . . ?
C34 C35 H35A 118.1 . . ?
H2A O2 H2B 96(2) . . ?

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
C15 N1 C11 C12 1.5(3) . . . . ?
N1 C11 C12 C13 0.5(3) . . . . ?
C11 C12 C13 C14 -2.3(3) . . . . ?
C11 C12 C13 C23 176.84(16) . . . . ?
C12 C13 C14 C15 2.1(2) . . . . ?
C23 C13 C14 C15 -177.02(16) . . . . ?
C11 N1 C15 C14 -1.7(3) . . . . ?
C13 C14 C15 N1 -0.1(3) . . . . ?
C25 N2 C21 C33 177.06(13) . . . . ?
C25 N2 C21 C22 -0.3(2) . . . . ?
N2 C21 C22 C23 -9.8(2) . . . . ?
C33 C21 C22 C23 172.78(13) . . . . ?
C14 C13 C23 O1 2.3(2) . . . . ?
C12 C13 C23 O1 -176.80(15) . . . . ?
C14 C13 C23 C22 124.49(16) . . . . ?
C12 C13 C23 C22 -54.6(2) . . . . ?
C14 C13 C23 C24 -115.54(17) . . . . ?
C12 C13 C23 C24 65.4(2) . . . . ?
C21 C22 C23 O1 -76.44(16) . . . . ?
C21 C22 C23 C13 160.76(13) . . . . ?
C21 C22 C23 C24 39.13(18) . . . . ?
O1 C23 C24 C25 58.45(16) . . . . ?
C13 C23 C24 C25 179.48(13) . . . . ?
C22 C23 C24 C25 -59.89(17) . . . . ?
C21 N2 C25 C24 -20.7(2) . . . . ?
C21 N2 C25 C26 -150.63(14) . . . . ?
C23 C24 C25 N2 51.22(18) . . . . ?
C23 C24 C25 C26 177.31(13) . . . . ?
N2 C25 C26 C29 57.14(18) . . . . ?
C24 C25 C26 C29 -71.14(18) . . . . ?
N2 C25 C26 C28 178.91(13) . . . . ?
C24 C25 C26 C28 50.62(19) . . . . ?
N2 C25 C26 C27 -62.79(17) . . . . ?
C24 C25 C26 C27 168.93(14) . . . . ?
C35 N3 C31 C32 0.1(2) . . . . ?
N3 C31 C32 C33 2.4(2) . . . . ?
C31 C32 C33 C34 -2.7(2) . . . . ?
C31 C32 C33 C21 174.52(14) . . . . ?
N2 C21 C33 C32 -159.30(15) . . . . ?
C22 C21 C33 C32 18.4(2) . . . . ?
N2 C21 C33 C34 17.8(2) . . . . ?
C22 C21 C33 C34 -164.50(14) . . . . ?
C32 C33 C34 C35 0.8(2) . . . . ?
C21 C33 C34 C35 -176.48(15) . . . . ?
C31 N3 C35 C34 -2.2(3) . . . . ?
C33 C34 C35 N3 1.8(3) . . . . ?

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
_geom_hbond_publ_flag
O1 H1 O2 0.91(2) 1.80(2) 2.7163(17) 179(2) . yes
O2 H2A N1 0.89(3) 1.96(3) 2.842(2) 177(2) 2_765 yes
O2 H2B N3 0.87(3) 1.97(3) 2.8266(19) 172(3) 2_766 yes

_refine_diff_density_max         0.269
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_gz1377
_database_code_depnum_ccdc_archive 'CCDC 2497369'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 N5 O'
_chemical_formula_sum            'C17 H21 N5 O'
_chemical_formula_weight         311.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.0946(13)
_cell_length_b                   12.8260(15)
_cell_length_c                   11.4322(14)
_cell_angle_alpha                90
_cell_angle_beta                 96.419(6)
_cell_angle_gamma                90
_cell_volume                     1616.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9775
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      43.46

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.890
_exptl_crystal_size_mid          0.630
_exptl_crystal_size_min          0.560
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.929
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7116
_exptl_absorpt_correction_T_max  0.7486
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61895
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.900
_diffrn_reflns_theta_max         33.141
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6158
_reflns_number_gt                5206
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0612P)²+0.5902P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6158
_refine_ls_number_parameters     215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1261
_refine_ls_wR_factor_gt          0.1134
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.89343(6) 0.58384(5) 0.77587(6) 0.01668(13) Uani 1 1 d . . . . .
H1 H 0.8735(14) 0.6056(12) 0.8471(14) 0.027(4) Uiso 1 1 d . . . . .
N1 N 0.85289(7) 0.38242(6) 0.42494(7) 0.01623(14) Uani 1 1 d . . . . .
N2 N 0.68974(7) 0.41843(6) 0.67103(6) 0.01526(13) Uani 1 1 d . . . . .
N3 N 0.84883(8) 0.79815(6) 0.74564(7) 0.01729(14) Uani 1 1 d . . . . .
N4 N 0.80549(8) 0.17316(6) 0.47657(8) 0.02198(16) Uani 1 1 d . . . . .
N5 N 0.84798(9) 0.87206(6) 0.51517(7) 0.02147(16) Uani 1 1 d . . . . .
C11 C 0.79891(7) 0.35583(6) 0.51994(7) 0.01349(14) Uani 1 1 d . . . . .
C12 C 0.77555(9) 0.25124(7) 0.54504(8) 0.01866(16) Uani 1 1 d . . . . .
H12A H 0.737126 0.235366 0.613087 0.022 Uiso 1 1 calc R U . . .
C13 C 0.85704(9) 0.20054(7) 0.38049(8) 0.02002(17) Uani 1 1 d . . . . .
H13A H 0.878418 0.147606 0.328457 0.024 Uiso 1 1 calc R U . . .
C14 C 0.88014(8) 0.30409(7) 0.35473(8) 0.01795(16) Uani 1 1 d . . . . .
H14A H 0.916306 0.319832 0.285323 0.022 Uiso 1 1 calc R U . . .
C21 C 0.76490(7) 0.44133(6) 0.59814(7) 0.01323(14) Uani 1 1 d . . . . .
C22 C 0.82092(8) 0.54648(6) 0.58036(7) 0.01519(15) Uani 1 1 d . . . . .
H22A H 0.781786 0.577909 0.506611 0.018 Uiso 1 1 calc R U . . .
H22B H 0.908232 0.537499 0.572282 0.018 Uiso 1 1 calc R U . . .
C23 C 0.80667(8) 0.61921(6) 0.68228(7) 0.01375(14) Uani 1 1 d . . . . .
C24 C 0.67668(8) 0.60954(6) 0.71574(7) 0.01508(15) Uani 1 1 d . . . . .
H24A H 0.666330 0.657032 0.782143 0.018 Uiso 1 1 calc R U . . .
H24B H 0.618279 0.630594 0.648007 0.018 Uiso 1 1 calc R U . . .
C25 C 0.65010(7) 0.49761(6) 0.75095(7) 0.01391(14) Uani 1 1 d . . . . .
H25A H 0.697377 0.485364 0.829458 0.017 Uiso 1 1 calc R U . . .
C26 C 0.51479(8) 0.47708(7) 0.76659(8) 0.01730(16) Uani 1 1 d . . . . .
C27 C 0.43600(10) 0.47824(12) 0.64803(10) 0.0315(2) Uani 1 1 d . . . . .
H27A H 0.351230 0.465654 0.660399 0.047 Uiso 1 1 calc R U . . .
H27B H 0.463379 0.423522 0.597308 0.047 Uiso 1 1 calc R U . . .
H27C H 0.442887 0.546292 0.610363 0.047 Uiso 1 1 calc R U . . .
C28 C 0.50435(10) 0.36960(8) 0.82335(9) 0.02337(19) Uani 1 1 d . . . . .
H28A H 0.419707 0.356652 0.835928 0.035 Uiso 1 1 calc R U . . .
H28B H 0.555282 0.367658 0.899100 0.035 Uiso 1 1 calc R U . . .
H28C H 0.531402 0.315792 0.771291 0.035 Uiso 1 1 calc R U . . .
C29 C 0.47021(10) 0.56059(8) 0.84742(10) 0.02464(19) Uani 1 1 d . . . . .
H29A H 0.390575 0.540553 0.869521 0.037 Uiso 1 1 calc R U . . .
H29B H 0.463574 0.627586 0.805989 0.037 Uiso 1 1 calc R U . . .
H29C H 0.527968 0.567031 0.918444 0.037 Uiso 1 1 calc R U . . .
C31 C 0.82981(7) 0.73336(6) 0.65307(7) 0.01366(14) Uani 1 1 d . . . . .
C32 C 0.82908(9) 0.77107(7) 0.53834(8) 0.01874(16) Uani 1 1 d . . . . .
H32A H 0.814712 0.723626 0.474491 0.022 Uiso 1 1 calc R U . . .
C33 C 0.86787(9) 0.93576(7) 0.60748(8) 0.02033(17) Uani 1 1 d . . . . .
H33A H 0.882015 1.007730 0.594895 0.024 Uiso 1 1 calc R U . . .
C34 C 0.86826(9) 0.89868(7) 0.72204(8) 0.01892(16) Uani 1 1 d . . . . .
H34A H 0.882827 0.946337 0.785660 0.023 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C23 1.4306(10) . ?
O1 H1 0.911(16) . ?
N1 C14 1.3415(11) . ?
N1 C11 1.3415(11) . ?
N2 C21 1.2773(11) . ?
N2 C25 1.4661(11) . ?
N3 C34 1.3397(11) . ?
N3 C31 1.3435(11) . ?
N4 C12 1.3357(12) . ?
N4 C13 1.3406(13) . ?
N5 C33 1.3334(12) . ?
N5 C32 1.3433(12) . ?
C11 C12 1.4019(12) . ?
C11 C21 1.4899(11) . ?
C12 H12A 0.9500 . ?
C13 C14 1.3904(13) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C21 C22 1.5082(12) . ?
C22 C23 1.5146(11) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C31 1.5298(12) . ?
C23 C24 1.5378(12) . ?
C24 C25 1.5286(12) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.5539(12) . ?
C25 H25A 1.0000 . ?
C26 C27 1.5286(14) . ?
C26 C29 1.5323(13) . ?
C26 C28 1.5336(13) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C31 C32 1.3971(12) . ?
C32 H32A 0.9500 . ?
C33 C34 1.3929(13) . ?
C33 H33A 0.9500 . ?
C34 H34A 0.9500 . ?

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
C23 O1 H1 111.2(10) . . ?
C14 N1 C11 116.42(8) . . ?
C21 N2 C25 120.70(7) . . ?
C34 N3 C31 116.83(8) . . ?
C12 N4 C13 116.14(8) . . ?
C33 N5 C32 116.77(8) . . ?
N1 C11 C12 121.23(8) . . ?
N1 C11 C21 117.68(7) . . ?
C12 C11 C21 121.09(7) . . ?
N4 C12 C11 122.25(8) . . ?
N4 C12 H12A 118.9 . . ?
C11 C12 H12A 118.9 . . ?
N4 C13 C14 121.96(8) . . ?
N4 C13 H13A 119.0 . . ?
C14 C13 H13A 119.0 . . ?
N1 C14 C13 121.97(8) . . ?
N1 C14 H14A 119.0 . . ?
C13 C14 H14A 119.0 . . ?
N2 C21 C11 116.74(7) . . ?
N2 C21 C22 127.04(7) . . ?
C11 C21 C22 116.20(7) . . ?
C21 C22 C23 111.53(7) . . ?
C21 C22 H22A 109.3 . . ?
C23 C22 H22A 109.3 . . ?
C21 C22 H22B 109.3 . . ?
C23 C22 H22B 109.3 . . ?
H22A C22 H22B 108.0 . . ?
O1 C23 C22 105.11(7) . . ?
O1 C23 C31 110.57(7) . . ?
C22 C23 C31 112.77(7) . . ?
O1 C23 C24 111.08(7) . . ?
C22 C23 C24 108.85(7) . . ?
C31 C23 C24 108.44(7) . . ?
C25 C24 C23 110.80(7) . . ?
C25 C24 H24A 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
N2 C25 C24 113.97(7) . . ?
N2 C25 C26 108.38(7) . . ?
C24 C25 C26 114.00(7) . . ?
N2 C25 H25A 106.7 . . ?
C24 C25 H25A 106.7 . . ?
C26 C25 H25A 106.7 . . ?
C27 C26 C29 109.68(9) . . ?
C27 C26 C28 108.73(9) . . ?
C29 C26 C28 109.18(7) . . ?
C27 C26 C25 111.12(7) . . ?
C29 C26 C25 109.39(8) . . ?
C28 C26 C25 108.70(7) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N3 C31 C32 120.62(8) . . ?
N3 C31 C23 115.81(7) . . ?
C32 C31 C23 123.56(7) . . ?
N5 C32 C31 122.30(8) . . ?
N5 C32 H32A 118.9 . . ?
C31 C32 H32A 118.9 . . ?
N5 C33 C34 121.18(8) . . ?
N5 C33 H33A 119.4 . . ?
C34 C33 H33A 119.4 . . ?
N3 C34 C33 122.30(8) . . ?
N3 C34 H34A 118.9 . . ?
C33 C34 H34A 118.9 . . ?

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
C14 N1 C11 C12 1.57(13) . . . . ?
C14 N1 C11 C21 -178.61(8) . . . . ?
C13 N4 C12 C11 -1.41(14) . . . . ?
N1 C11 C12 N4 0.04(14) . . . . ?
C21 C11 C12 N4 -179.78(9) . . . . ?
C12 N4 C13 C14 1.18(14) . . . . ?
C11 N1 C14 C13 -1.80(13) . . . . ?
N4 C13 C14 N1 0.45(15) . . . . ?
C25 N2 C21 C11 -179.51(7) . . . . ?
C25 N2 C21 C22 -1.14(13) . . . . ?
N1 C11 C21 N2 164.12(8) . . . . ?
C12 C11 C21 N2 -16.06(12) . . . . ?
N1 C11 C21 C22 -14.42(11) . . . . ?
C12 C11 C21 C22 165.40(8) . . . . ?
N2 C21 C22 C23 16.10(12) . . . . ?
C11 C21 C22 C23 -165.53(7) . . . . ?
C21 C22 C23 O1 75.36(8) . . . . ?
C21 C22 C23 C31 -164.11(7) . . . . ?
C21 C22 C23 C24 -43.72(9) . . . . ?
O1 C23 C24 C25 -55.90(9) . . . . ?
C22 C23 C24 C25 59.37(9) . . . . ?
C31 C23 C24 C25 -177.61(7) . . . . ?
C21 N2 C25 C24 16.21(11) . . . . ?
C21 N2 C25 C26 144.29(8) . . . . ?
C23 C24 C25 N2 -45.53(9) . . . . ?
C23 C24 C25 C26 -170.67(7) . . . . ?
N2 C25 C26 C27 -57.33(10) . . . . ?
C24 C25 C26 C27 70.73(10) . . . . ?
N2 C25 C26 C29 -178.58(7) . . . . ?
C24 C25 C26 C29 -50.52(10) . . . . ?
N2 C25 C26 C28 62.29(9) . . . . ?
C24 C25 C26 C28 -169.65(7) . . . . ?
C34 N3 C31 C32 -0.85(13) . . . . ?
C34 N3 C31 C23 -179.45(8) . . . . ?
O1 C23 C31 N3 -46.58(10) . . . . ?
C22 C23 C31 N3 -163.94(8) . . . . ?
C24 C23 C31 N3 75.44(9) . . . . ?
O1 C23 C31 C32 134.87(9) . . . . ?
C22 C23 C31 C32 17.51(12) . . . . ?
C24 C23 C31 C32 -103.11(9) . . . . ?
C33 N5 C32 C31 0.06(15) . . . . ?
N3 C31 C32 N5 0.54(14) . . . . ?
C23 C31 C32 N5 179.02(9) . . . . ?
C32 N5 C33 C34 -0.29(15) . . . . ?
C31 N3 C34 C33 0.63(14) . . . . ?
N5 C33 C34 N3 -0.06(15) . . . . ?

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
_geom_hbond_publ_flag
O1 H1 N5 0.911(16) 1.994(16) 2.8925(11) 168.6(15) 4_576 yes

_refine_diff_density_max         0.540
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_UMD985_A
_database_code_depnum_ccdc_archive 'CCDC 2497364'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;
_audit_creation_date             2016-11-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_formula_moiety         'C19 H19 I2 N3 Zn'
_chemical_formula_sum            'C19 H19 I2 N3 Zn'
_chemical_formula_weight         608.59
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y,-z+1/2
4 -x+1/2,-y+1/2,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y,z-1/2
8 x-1/2,y-1/2,-z-1/2

_symmetry_Int_Tables_number      60
_cell_length_a                   21.6220(17)
_cell_length_b                   14.9251(12)
_cell_length_c                   15.7371(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5078.5(7)
_cell_measurement_temperature    120.0
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9609
_cell_measurement_theta_max      25.33
_cell_measurement_theta_min      3.02
_exptl_absorpt_coefficient_mu    3.404
_exptl_absorpt_correction_T_max  0.0916
_exptl_absorpt_correction_T_min  0.0618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0857 before and 0.0667 after correction.
The Ratio of minimum to maximum transmission is 0.6747.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.5918
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             2316.5943
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            176564
_diffrn_reflns_theta_full        25.2500
_diffrn_reflns_theta_max         25.41
_diffrn_reflns_theta_min         3.02
_diffrn_ambient_temperature      120.01
_diffrn_measured_fraction_theta_full 0.9983
_diffrn_measured_fraction_theta_max 0.9951
_diffrn_measurement_device_type  'Bruker CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              26
_reflns_limit_h_min              0
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                4061
_reflns_number_total             4655
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         1.0453
_refine_diff_density_min         -0.6607
_refine_diff_density_rms         0.1382
_refine_ls_d_res_high            0.8282
_refine_ls_d_res_low             6.7428
_refine_ls_goodness_of_fit_ref   1.1101
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    32
_refine_ls_number_parameters     228
_refine_ls_number_reflns         4655
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.1101
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0259P)²+26.7661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0732
_refine_ls_wR_factor_ref         0.0797
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C7(H7), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15)
2.b Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c), C19(H19a,H19b,H19c)
4. Mask used to address solvent issues - found void volumes 680, 680 
associated with 216, 216 electrons  but 
difficult to address nature of solvent (possible mixture of CH2Cl2,
CH3OH, and or H2O). No change was made to unit card addressing
chemical 
;
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_refinement_flags_posn
Zn1 Zn 0.81156(2) 0.22749(4) 0.76518(3) 0.02436(13) Uani 1.000000 .
I1 I 0.854455(15) 0.35026(2) 0.86359(2) 0.02994(10) Uani 1.000000 .
I2 I 0.745139(14) 0.09596(2) 0.81419(2) 0.02863(9) Uani 1.000000 .
N1 N 0.76237(17) 0.2935(3) 0.6711(2) 0.0252(9) Uani 1.000000 .
N2 N 0.55899(17) 0.5251(3) 0.3948(3) 0.0276(9) Uani 1.000000 .
N3 N 0.38859(17) 0.3262(3) 0.2949(2) 0.0238(8) Uani 1.000000 .
C1 C 0.7638(2) 0.3834(4) 0.6631(3) 0.0327(12) Uani 1.000000 .
H1 H 0.7924(2) 0.4166(4) 0.6964(3) 0.0392(14) Uiso 1.000000 R
C2 C 0.7250(2) 0.4292(4) 0.6084(4) 0.0370(13) Uani 1.000000 .
H2 H 0.7274(2) 0.4927(4) 0.6048(4) 0.0444(15) Uiso 1.000000 R
C3 C 0.6828(2) 0.3832(3) 0.5588(3) 0.0256(10) Uani 1.000000 .
C4 C 0.6818(3) 0.2910(3) 0.5670(4) 0.0369(13) Uani 1.000000 .
H4 H 0.6540(3) 0.2563(3) 0.5338(4) 0.0442(15) Uiso 1.000000 R
C5 C 0.7213(3) 0.2496(3) 0.6234(3) 0.0349(12) Uani 1.000000 .
H5 H 0.7192(3) 0.1862(3) 0.6286(3) 0.0419(15) Uiso 1.000000 R
C6 C 0.6394(2) 0.4324(3) 0.5012(3) 0.0248(10) Uani 1.000000 .
C7 C 0.6495(2) 0.5209(3) 0.4814(3) 0.0248(10) Uani 1.000000 .
H7 H 0.6846(2) 0.5509(3) 0.5039(3) 0.0298(12) Uiso 1.000000 R
C8 C 0.6089(2) 0.5669(3) 0.4289(3) 0.0256(10) Uani 1.000000 .
C9 C 0.5494(2) 0.4380(3) 0.4126(3) 0.0238(10) Uani 1.000000 .
C10 C 0.5878(2) 0.3900(3) 0.4666(3) 0.0259(10) Uani 1.000000 .
H10 H 0.5790(2) 0.3292(3) 0.4799(3) 0.0311(12) Uiso 1.000000 R
C11 C 0.4932(2) 0.3975(3) 0.3725(3) 0.0242(10) Uani 1.000000 .
C12 C 0.4472(2) 0.4520(3) 0.3401(3) 0.0283(10) Uani 1.000000 .
H12 H 0.4509(2) 0.5153(3) 0.3440(3) 0.0340(13) Uiso 1.000000 R
C13 C 0.3961(2) 0.4145(3) 0.3022(3) 0.0271(10) Uani 1.000000 .
H13 H 0.3649(2) 0.4531(3) 0.2803(3) 0.0325(12) Uiso 1.000000 R
C14 C 0.4331(2) 0.2726(3) 0.3257(3) 0.0269(10) Uani 1.000000 .
H14 H 0.4283(2) 0.2095(3) 0.3206(3) 0.0323(12) Uiso 1.000000 R
C15 C 0.4858(2) 0.3058(3) 0.3645(3) 0.0250(10) Uani 1.000000 .
H15 H 0.5166(2) 0.2660(3) 0.3854(3) 0.0299(12) Uiso 1.000000 R
C16 C 0.6190(3) 0.6643(4) 0.4022(4) 0.0370(13) Uani 1.000000 .
C17 C 0.5574(3) 0.7155(4) 0.4023(4) 0.0475(15) Uani 1.000000 .
H17a H 0.5280(7) 0.6853(17) 0.365(2) 0.071(2) Uiso 1.000000 GR
H17b H 0.5406(10) 0.717(3) 0.4602(6) 0.071(2) Uiso 1.000000 GR
H17c H 0.5642(5) 0.7769(10) 0.382(3) 0.071(2) Uiso 1.000000 GR
C18 C 0.6652(3) 0.7117(4) 0.4602(4) 0.0471(15) Uani 1.000000 .
H18a H 0.6649(15) 0.7760(6) 0.4480(19) 0.071(2) Uiso 1.000000 GR
H18b H 0.6536(12) 0.702(2) 0.5196(4) 0.071(2) Uiso 1.000000 GR
H18c H 0.7067(4) 0.688(2) 0.450(2) 0.071(2) Uiso 1.000000 GR
C19 C 0.6446(3) 0.6620(4) 0.3104(4) 0.0498(16) Uani 1.000000 .
H19a H 0.6133(8) 0.637(3) 0.2723(6) 0.075(2) Uiso 1.000000 GR
H19b H 0.6546(19) 0.7231(5) 0.2921(11) 0.075(2) Uiso 1.000000 GR
H19c H 0.6820(12) 0.625(2) 0.3087(7) 0.075(2) Uiso 1.000000 GR


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 I1 2.5723(6) . ?
Zn1 I2 2.5517(6) . ?
Zn1 N1 2.072(4) . ?
Zn1 N3 2.076(4) 2_556 ?
N1 C1 1.348(7) . ?
N1 C5 1.336(6) . ?
N2 C8 1.358(6) . ?
N2 C9 1.346(6) . ?
N3 C13 1.333(6) . ?
N3 C14 1.343(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(7) . ?
C3 C4 1.382(7) . ?
C3 C6 1.497(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.375(7) . ?
C6 C10 1.393(6) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(7) . ?
C8 C16 1.529(7) . ?
C9 C10 1.387(7) . ?
C9 C11 1.497(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.382(7) . ?
C11 C15 1.385(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.374(7) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.384(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.536(8) . ?
C16 C18 1.525(8) . ?
C16 C19 1.548(8) . ?
C17 H17a 0.9800 . ?
C17 H17b 0.9800 . ?
C17 H17c 0.9800 . ?
C18 H18a 0.9800 . ?
C18 H18b 0.9800 . ?
C18 H18c 0.9800 . ?
C19 H19a 0.9800 . ?
C19 H19b 0.9800 . ?
C19 H19c 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
I2 Zn1 I1 124.68(2) . . ?
N1 Zn1 I1 106.04(11) . . ?
N1 Zn1 I2 107.04(11) . . ?
N3 Zn1 I1 105.07(11) 2_556 . ?
N3 Zn1 I2 106.98(11) 2_556 . ?
N3 Zn1 N1 105.67(15) 2_556 . ?
C1 N1 Zn1 121.9(3) . . ?
C5 N1 Zn1 120.6(3) . . ?
C5 N1 C1 116.8(4) . . ?
C9 N2 C8 118.9(4) . . ?
C13 N3 Zn1 121.2(3) . 2_456 ?
C14 N3 Zn1 120.6(3) . 2_456 ?
C14 N3 C13 118.1(4) . . ?
H1 C1 N1 118.8(3) . . ?
C2 C1 N1 122.5(5) . . ?
C2 C1 H1 118.8(3) . . ?
H2 C2 C1 119.8(3) . . ?
C3 C2 C1 120.4(5) . . ?
C3 C2 H2 119.8(3) . . ?
C4 C3 C2 116.8(5) . . ?
C6 C3 C2 120.8(4) . . ?
C6 C3 C4 122.4(4) . . ?
H4 C4 C3 120.1(3) . . ?
C5 C4 C3 119.9(5) . . ?
C5 C4 H4 120.1(3) . . ?
C4 C5 N1 123.6(5) . . ?
H5 C5 N1 118.2(3) . . ?
H5 C5 C4 118.2(3) . . ?
C7 C6 C3 120.6(4) . . ?
C10 C6 C3 121.0(4) . . ?
C10 C6 C7 118.4(4) . . ?
H7 C7 C6 119.6(3) . . ?
C8 C7 C6 120.7(4) . . ?
C8 C7 H7 119.6(3) . . ?
C7 C8 N2 120.7(4) . . ?
C16 C8 N2 116.2(4) . . ?
C16 C8 C7 123.0(4) . . ?
C10 C9 N2 122.3(4) . . ?
C11 C9 N2 115.3(4) . . ?
C11 C9 C10 122.4(4) . . ?
C9 C10 C6 118.9(4) . . ?
H10 C10 C6 120.6(3) . . ?
H10 C10 C9 120.6(3) . . ?
C12 C11 C9 120.1(4) . . ?
C15 C11 C9 122.1(4) . . ?
C15 C11 C12 117.8(4) . . ?
H12 C12 C11 120.0(3) . . ?
C13 C12 C11 119.9(5) . . ?
C13 C12 H12 120.0(3) . . ?
C12 C13 N3 122.5(5) . . ?
H13 C13 N3 118.7(3) . . ?
H13 C13 C12 118.7(3) . . ?
H14 C14 N3 118.8(3) . . ?
C15 C14 N3 122.4(4) . . ?
C15 C14 H14 118.8(3) . . ?
C14 C15 C11 119.2(4) . . ?
H15 C15 C11 120.4(3) . . ?
H15 C15 C14 120.4(3) . . ?
C17 C16 C8 110.4(4) . . ?
C18 C16 C8 111.7(5) . . ?
C18 C16 C17 109.7(5) . . ?
C19 C16 C8 106.6(4) . . ?
C19 C16 C17 108.8(5) . . ?
C19 C16 C18 109.6(5) . . ?
H17a C17 C16 109.5 . . ?
H17b C17 C16 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 C16 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
H18a C18 C16 109.5 . . ?
H18b C18 C16 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C16 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 109.5 . . ?
H19a C19 C16 109.5 . . ?
H19b C19 C16 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C16 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.754 680.3 215.7 ?
2 0.500 0.000 -0.452 680.3 215.7 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_JF2517FMI222
_database_code_depnum_ccdc_archive 'CCDC 2497366'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H17 Cl2 Co N5, C7 H8'
_chemical_formula_sum            'C24 H25 Cl2 Co N5'
_chemical_formula_weight         513.32

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

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

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

_cell_length_a                   11.817(2)
_cell_length_b                   12.712(2)
_cell_length_c                   16.105(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2419.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      30.50

_exptl_crystal_description       Block
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             1060
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.345
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.084
_exptl_absorpt_coefficient_mu    0.952
_shelx_estimated_absorpt_T_min   0.735
_shelx_estimated_absorpt_T_max   0.924
_exptl_absorpt_correction_type   Muli-scan
_exptl_absorpt_correction_T_min  0.7874
_exptl_absorpt_correction_T_max  0.8767
_exptl_absorpt_process_details   'SADABS 2014/5 (Sheldrick, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28401
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.041
_diffrn_reflns_theta_max         30.516
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7382
_reflns_number_gt                7204
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.795
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Apex2 (2014.9-1) (Bruker, 2014)'
_computing_cell_refinement       'SAINT (8.34a) (Bruker, 2013)'
_computing_data_reduction        'SAINT (8.34a) (Bruker, 2013)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+0.5699P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 3133 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.004(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7382
_refine_ls_number_parameters     347
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0236
_refine_ls_wR_factor_ref         0.0617
_refine_ls_wR_factor_gt          0.0611
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.73466(2) 0.59931(2) 0.20334(2) 0.01697(6) Uani 1 1 d . . . . .
Cl1 Cl 0.68710(4) 0.44753(3) 0.13500(3) 0.02451(9) Uani 1 1 d . . . . .
Cl2 Cl 0.88271(4) 0.67513(4) 0.13777(4) 0.03594(12) Uani 1 1 d . . . . .
C1 C 0.59690(17) 0.75142(16) 0.08787(11) 0.0259(4) Uani 1 1 d . . . . .
H1 H 0.6515 0.7358 0.0463 0.031 Uiso 1 1 calc R U . . .
N1 N 0.60789(13) 0.70939(12) 0.16318(9) 0.0208(3) Uani 1 1 d . . . . .
C2 C 0.50680(19) 0.81789(17) 0.06892(12) 0.0293(4) Uani 1 1 d . . . . .
H2 H 0.5011 0.8461 0.0145 0.035 Uiso 1 1 calc R U . . .
N2 N 0.42829(15) 0.84302(14) 0.12498(11) 0.0278(3) Uani 1 1 d . . . . .
C3 C 0.43958(15) 0.80051(14) 0.20069(12) 0.0234(3) Uani 1 1 d . . . . .
H3 H 0.3848 0.8163 0.2420 0.028 Uiso 1 1 calc R U . . .
C4 C 0.52915(15) 0.73379(13) 0.22066(10) 0.0183(3) Uani 1 1 d . . . . .
C5 C 0.54787(13) 0.68738(12) 0.30374(10) 0.0169(3) Uani 1 1 d . . . . .
N5 N 0.63763(12) 0.62252(11) 0.30687(9) 0.0167(2) Uani 1 1 d . . . . .
C6 C 0.48440(14) 0.70942(14) 0.37437(11) 0.0198(3) Uani 1 1 d . . . . .
H6 H 0.4214 0.7557 0.3712 0.024 Uiso 1 1 calc R U . . .
C7 C 0.51378(14) 0.66293(14) 0.45039(11) 0.0190(3) Uani 1 1 d D . . . .
C8 C 0.60678(14) 0.59420(14) 0.45176(10) 0.0175(3) Uani 1 1 d . . . . .
H8 H 0.6284 0.5601 0.5018 0.021 Uiso 1 1 calc R U . . .
C9 C 0.66671(13) 0.57675(12) 0.37865(10) 0.0159(3) Uani 1 1 d . . . . .
C10 C 0.77107(14) 0.51294(12) 0.37276(10) 0.0171(3) Uani 1 1 d . . . . .
N10 N 0.82715(12) 0.52168(12) 0.30021(10) 0.0206(3) Uani 1 1 d . . . . .
C11 C 0.81266(16) 0.44838(15) 0.43585(11) 0.0226(3) Uani 1 1 d . . . . .
H11 H 0.7703 0.4413 0.4857 0.027 Uiso 1 1 calc R U . . .
N11 N 0.90998(14) 0.39649(15) 0.42825(11) 0.0292(3) Uani 1 1 d . . . . .
C12 C 0.96656(16) 0.40893(18) 0.35698(13) 0.0298(4) Uani 1 1 d . . . . .
H12 H 1.0373 0.3744 0.3502 0.036 Uiso 1 1 calc R U . . .
C13 C 0.92522(15) 0.47067(16) 0.29271(13) 0.0272(4) Uani 1 1 d . . . . .
H13 H 0.9674 0.4767 0.2427 0.033 Uiso 1 1 calc R U . . .
C14 C 0.4500(2) 0.6940(2) 0.52935(17) 0.0240(4) Uani 0.83 1 d D . P A 1
C15 C 0.3215(2) 0.6916(3) 0.51428(17) 0.0335(6) Uani 0.83 1 d D . P A 1
H15A H 0.2988 0.6208 0.4968 0.050 Uiso 0.83 1 calc R U P A 1
H15B H 0.3019 0.7422 0.4707 0.050 Uiso 0.83 1 calc R U P A 1
H15C H 0.2819 0.7102 0.5657 0.050 Uiso 0.83 1 calc R U P A 1
C16 C 0.4843(2) 0.8096(2) 0.54949(17) 0.0359(6) Uani 0.83 1 d D . P A 1
H16A H 0.4471 0.8320 0.6009 0.054 Uiso 0.83 1 calc R U P A 1
H16B H 0.4607 0.8557 0.5038 0.054 Uiso 0.83 1 calc R U P A 1
H16C H 0.5666 0.8139 0.5564 0.054 Uiso 0.83 1 calc R U P A 1
C17 C 0.4810(3) 0.6255(3) 0.60299(16) 0.0420(7) Uani 0.83 1 d D . P A 1
H17A H 0.5624 0.6314 0.6139 0.063 Uiso 0.83 1 calc R U P A 1
H17B H 0.4620 0.5521 0.5907 0.063 Uiso 0.83 1 calc R U P A 1
H17C H 0.4387 0.6488 0.6520 0.063 Uiso 0.83 1 calc R U P A 1
C14B C 0.4503(10) 0.6783(9) 0.5328(7) 0.0240(4) Uani 0.17 1 d D . P A 2
C15B C 0.3381(10) 0.7375(9) 0.5195(9) 0.032(3) Uiso 0.17 1 d D . P A 2
H15D H 0.3047 0.7163 0.4664 0.047 Uiso 0.17 1 calc R U P A 2
H15E H 0.3525 0.8134 0.5190 0.047 Uiso 0.17 1 calc R U P A 2
H15F H 0.2857 0.7205 0.5647 0.047 Uiso 0.17 1 calc R U P A 2
C16B C 0.5265(9) 0.7445(8) 0.5894(7) 0.030(2) Uiso 0.17 1 d D . P A 2
H16D H 0.4827 0.7696 0.6371 0.045 Uiso 0.17 1 calc R U P A 2
H16E H 0.5558 0.8049 0.5582 0.045 Uiso 0.17 1 calc R U P A 2
H16F H 0.5899 0.7014 0.6090 0.045 Uiso 0.17 1 calc R U P A 2
C17B C 0.4260(7) 0.5720(6) 0.5737(5) 0.0138(15) Uiso 0.17 1 d D . P A 2
H17D H 0.4976 0.5381 0.5887 0.021 Uiso 0.17 1 calc R U P A 2
H17E H 0.3846 0.5271 0.5347 0.021 Uiso 0.17 1 calc R U P A 2
H17F H 0.3804 0.5828 0.6237 0.021 Uiso 0.17 1 calc R U P A 2
C21 C 0.28685(18) 0.53335(18) 0.23084(11) 0.0338(6) Uani 0.76 1 d DG . P B 1
C22 C 0.37742(17) 0.50580(18) 0.18024(14) 0.0351(10) Uani 0.76 1 d DG . P B 1
H22 H 0.4343 0.4595 0.2004 0.042 Uiso 0.76 1 calc R U P B 1
C23 C 0.38485(16) 0.54598(18) 0.10015(12) 0.0361(6) Uani 0.76 1 d G . P B 1
H23 H 0.4467 0.5271 0.0656 0.043 Uiso 0.76 1 calc R U P B 1
C24 C 0.3017(2) 0.61370(18) 0.07066(11) 0.0385(6) Uani 0.76 1 d G . P B 1
H24 H 0.3068 0.6412 0.0159 0.046 Uiso 0.76 1 calc R U P B 1
C25 C 0.21112(18) 0.64124(19) 0.12126(15) 0.0405(10) Uani 0.76 1 d G . P B 1
H25 H 0.1543 0.6875 0.1011 0.049 Uiso 0.76 1 calc R U P B 1
C26 C 0.20370(15) 0.60107(19) 0.20134(14) 0.0363(6) Uani 0.76 1 d DG . P B 1
H26 H 0.1418 0.6199 0.2359 0.044 Uiso 0.76 1 calc R U P B 1
C27 C 0.2778(3) 0.4875(3) 0.3180(2) 0.0473(8) Uani 0.76 1 d D . P B 1
H27A H 0.2560 0.4133 0.3146 0.071 Uiso 0.76 1 calc R U P B 1
H27B H 0.2205 0.5264 0.3496 0.071 Uiso 0.76 1 calc R U P B 1
H27C H 0.3512 0.4935 0.3461 0.071 Uiso 0.76 1 calc R U P B 1
C31 C 0.3044(6) 0.5746(5) 0.1278(3) 0.036(2) Uani 0.24 1 d DG . P C 2
C32 C 0.3601(6) 0.5125(6) 0.1858(5) 0.040(4) Uani 0.24 1 d DG . P C 2
H32 H 0.4229 0.4708 0.1694 0.048 Uiso 0.24 1 calc R U P C 2
C33 C 0.3240(7) 0.5115(6) 0.2680(4) 0.047(3) Uani 0.24 1 d G . P C 2
H33 H 0.3622 0.4691 0.3077 0.056 Uiso 0.24 1 calc R U P C 2
C34 C 0.2322(6) 0.5726(6) 0.2921(3) 0.046(2) Uani 0.24 1 d G . P C 2
H34 H 0.2075 0.5719 0.3482 0.055 Uiso 0.24 1 calc R U P C 2
C35 C 0.1764(6) 0.6348(6) 0.2340(4) 0.037(2) Uani 0.24 1 d G . P C 2
H35 H 0.1136 0.6765 0.2505 0.044 Uiso 0.24 1 calc R U P C 2
C36 C 0.2125(6) 0.6358(6) 0.1519(4) 0.035(3) Uani 0.24 1 d DG . P C 2
H36 H 0.1744 0.6782 0.1122 0.042 Uiso 0.24 1 calc R U P C 2
C37 C 0.3434(12) 0.5748(12) 0.0386(6) 0.066(4) Uani 0.24 1 d D . P C 2
H37A H 0.4251 0.5618 0.0365 0.099 Uiso 0.24 1 calc R U P C 2
H37B H 0.3267 0.6432 0.0134 0.099 Uiso 0.24 1 calc R U P C 2
H37C H 0.3038 0.5193 0.0079 0.099 Uiso 0.24 1 calc R U P C 2


_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
Co1 N5 2.0450(14) . ?
Co1 N10 2.1453(15) . ?
Co1 N1 2.1496(15) . ?
Co1 Cl2 2.2593(6) . ?
Co1 Cl1 2.2912(6) . ?
C1 N1 1.332(2) . ?
C1 C2 1.393(3) . ?
C1 H1 0.9500 . ?
N1 C4 1.349(2) . ?
C2 N2 1.333(3) . ?
C2 H2 0.9500 . ?
N2 C3 1.340(2) . ?
C3 C4 1.394(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.479(2) . ?
C5 N5 1.344(2) . ?
C5 C6 1.391(2) . ?
N5 C9 1.339(2) . ?
C6 C7 1.403(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.404(2) . ?
C7 C14 1.530(3) . ?
C7 C14B 1.537(11) . ?
C8 C9 1.392(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.479(2) . ?
C10 N10 1.348(2) . ?
C10 C11 1.396(2) . ?
N10 C13 1.333(2) . ?
C11 N11 1.331(2) . ?
C11 H11 0.9500 . ?
N11 C12 1.338(3) . ?
C12 C13 1.388(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C17 1.516(3) . ?
C14 C15 1.538(4) . ?
C14 C16 1.559(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C14B C17B 1.530(9) . ?
C14B C16B 1.533(9) . ?
C14B C15B 1.539(9) . ?
C15B H15D 0.9800 . ?
C15B H15E 0.9800 . ?
C15B H15F 0.9800 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C21 C27 1.524(4) . ?
C22 C23 1.3900 . ?
C22 H22 0.9500 . ?
C23 C24 1.3900 . ?
C23 H23 0.9500 . ?
C24 C25 1.3900 . ?
C24 H24 0.9500 . ?
C25 C26 1.3900 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C31 C32 1.3900 . ?
C31 C36 1.3900 . ?
C31 C37 1.509(8) . ?
C32 C33 1.3900 . ?
C32 H32 0.9500 . ?
C33 C34 1.3900 . ?
C33 H33 0.9500 . ?
C34 C35 1.3900 . ?
C34 H34 0.9500 . ?
C35 C36 1.3900 . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 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
N5 Co1 N10 76.06(6) . . ?
N5 Co1 N1 76.15(6) . . ?
N10 Co1 N1 150.84(6) . . ?
N5 Co1 Cl2 138.91(4) . . ?
N10 Co1 Cl2 98.15(5) . . ?
N1 Co1 Cl2 96.96(5) . . ?
N5 Co1 Cl1 112.07(4) . . ?
N10 Co1 Cl1 94.99(4) . . ?
N1 Co1 Cl1 103.46(5) . . ?
Cl2 Co1 Cl1 108.94(2) . . ?
N1 C1 C2 121.16(18) . . ?
N1 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
C1 N1 C4 117.75(16) . . ?
C1 N1 Co1 127.10(13) . . ?
C4 N1 Co1 115.09(11) . . ?
N2 C2 C1 121.92(18) . . ?
N2 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 N2 C3 116.75(17) . . ?
N2 C3 C4 122.05(17) . . ?
N2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
N1 C4 C3 120.37(16) . . ?
N1 C4 C5 115.22(15) . . ?
C3 C4 C5 124.40(16) . . ?
N5 C5 C6 121.21(15) . . ?
N5 C5 C4 113.37(14) . . ?
C6 C5 C4 125.37(14) . . ?
C9 N5 C5 120.10(14) . . ?
C9 N5 Co1 119.82(11) . . ?
C5 N5 Co1 120.01(11) . . ?
C5 C6 C7 119.69(15) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C6 C7 C8 118.01(15) . . ?
C6 C7 C14 119.66(17) . . ?
C8 C7 C14 122.20(17) . . ?
C6 C7 C14B 125.4(5) . . ?
C8 C7 C14B 116.6(5) . . ?
C9 C8 C7 118.95(15) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
N5 C9 C8 122.04(14) . . ?
N5 C9 C10 113.39(14) . . ?
C8 C9 C10 124.46(15) . . ?
N10 C10 C11 120.43(15) . . ?
N10 C10 C9 114.86(14) . . ?
C11 C10 C9 124.71(15) . . ?
C13 N10 C10 117.76(16) . . ?
C13 N10 Co1 126.91(14) . . ?
C10 N10 Co1 114.70(11) . . ?
N11 C11 C10 121.91(18) . . ?
N11 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C11 N11 C12 116.88(17) . . ?
N11 C12 C13 122.06(17) . . ?
N11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
N10 C13 C12 120.89(18) . . ?
N10 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C17 C14 C7 112.5(2) . . ?
C17 C14 C15 110.5(2) . . ?
C7 C14 C15 110.5(2) . . ?
C17 C14 C16 108.4(3) . . ?
C7 C14 C16 106.8(2) . . ?
C15 C14 C16 107.9(2) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C17B C14B C16B 109.8(7) . . ?
C17B C14B C7 110.5(8) . . ?
C16B C14B C7 107.2(8) . . ?
C17B C14B C15B 109.3(7) . . ?
C16B C14B C15B 108.7(7) . . ?
C7 C14B C15B 111.3(9) . . ?
C14B C15B H15D 109.5 . . ?
C14B C15B H15E 109.5 . . ?
H15D C15B H15E 109.5 . . ?
C14B C15B H15F 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
C14B C16B H16D 109.5 . . ?
C14B C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
C14B C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
C14B C17B H17D 109.5 . . ?
C14B C17B H17E 109.5 . . ?
H17D C17B H17E 109.5 . . ?
C14B C17B H17F 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 C27 119.86(19) . . ?
C26 C21 C27 120.13(19) . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C21 C27 H27A 109.5 . . ?
C21 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C21 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C32 C31 C36 120.0 . . ?
C32 C31 C37 119.7(5) . . ?
C36 C31 C37 120.3(5) . . ?
C31 C32 C33 120.0 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C32 C33 C34 120.0 . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C35 C34 C33 120.0 . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C36 C35 C34 120.0 . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C31 120.0 . . ?
C35 C36 H36 120.0 . . ?
C31 C36 H36 120.0 . . ?
C31 C37 H37A 109.5 . . ?
C31 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C31 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 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
C2 C1 N1 C4 -0.4(3) . . . . ?
C2 C1 N1 Co1 176.55(15) . . . . ?
N1 C1 C2 N2 0.5(3) . . . . ?
C1 C2 N2 C3 -0.5(3) . . . . ?
C2 N2 C3 C4 0.5(3) . . . . ?
C1 N1 C4 C3 0.3(3) . . . . ?
Co1 N1 C4 C3 -176.98(13) . . . . ?
C1 N1 C4 C5 -178.19(16) . . . . ?
Co1 N1 C4 C5 4.54(19) . . . . ?
N2 C3 C4 N1 -0.4(3) . . . . ?
N2 C3 C4 C5 177.98(17) . . . . ?
N1 C4 C5 N5 -3.9(2) . . . . ?
C3 C4 C5 N5 177.69(16) . . . . ?
N1 C4 C5 C6 173.51(17) . . . . ?
C3 C4 C5 C6 -4.9(3) . . . . ?
C6 C5 N5 C9 0.8(2) . . . . ?
C4 C5 N5 C9 178.32(14) . . . . ?
C6 C5 N5 Co1 -176.18(13) . . . . ?
C4 C5 N5 Co1 1.34(18) . . . . ?
N5 C5 C6 C7 -0.3(3) . . . . ?
C4 C5 C6 C7 -177.55(16) . . . . ?
C5 C6 C7 C8 -0.7(3) . . . . ?
C5 C6 C7 C14 175.07(19) . . . . ?
C5 C6 C7 C14B -178.8(6) . . . . ?
C6 C7 C8 C9 1.2(3) . . . . ?
C14 C7 C8 C9 -174.42(19) . . . . ?
C14B C7 C8 C9 179.5(5) . . . . ?
C5 N5 C9 C8 -0.2(2) . . . . ?
Co1 N5 C9 C8 176.76(12) . . . . ?
C5 N5 C9 C10 -176.56(14) . . . . ?
Co1 N5 C9 C10 0.42(18) . . . . ?
C7 C8 C9 N5 -0.8(3) . . . . ?
C7 C8 C9 C10 175.13(15) . . . . ?
N5 C9 C10 N10 7.9(2) . . . . ?
C8 C9 C10 N10 -168.29(16) . . . . ?
N5 C9 C10 C11 -172.76(16) . . . . ?
C8 C9 C10 C11 11.0(3) . . . . ?
C11 C10 N10 C13 -3.0(2) . . . . ?
C9 C10 N10 C13 176.37(15) . . . . ?
C11 C10 N10 Co1 168.56(13) . . . . ?
C9 C10 N10 Co1 -12.12(18) . . . . ?
N10 C10 C11 N11 2.4(3) . . . . ?
C9 C10 C11 N11 -176.86(17) . . . . ?
C10 C11 N11 C12 0.0(3) . . . . ?
C11 N11 C12 C13 -1.6(3) . . . . ?
C10 N10 C13 C12 1.4(3) . . . . ?
Co1 N10 C13 C12 -169.00(15) . . . . ?
N11 C12 C13 N10 1.0(3) . . . . ?
C6 C7 C14 C17 171.9(2) . . . . ?
C8 C7 C14 C17 -12.6(3) . . . . ?
C6 C7 C14 C15 47.8(3) . . . . ?
C8 C7 C14 C15 -136.6(2) . . . . ?
C6 C7 C14 C16 -69.3(3) . . . . ?
C8 C7 C14 C16 106.2(2) . . . . ?
C6 C7 C14B C17B 130.7(6) . . . . ?
C8 C7 C14B C17B -47.4(8) . . . . ?
C6 C7 C14B C16B -109.6(7) . . . . ?
C8 C7 C14B C16B 72.2(7) . . . . ?
C6 C7 C14B C15B 9.1(9) . . . . ?
C8 C7 C14B C15B -169.0(6) . . . . ?
C26 C21 C22 C23 0.0 . . . . ?
C27 C21 C22 C23 178.9(3) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C21 0.0 . . . . ?
C22 C21 C26 C25 0.0 . . . . ?
C27 C21 C26 C25 -178.9(3) . . . . ?
C36 C31 C32 C33 0.0 . . . . ?
C37 C31 C32 C33 -179.5(9) . . . . ?
C31 C32 C33 C34 0.0 . . . . ?
C32 C33 C34 C35 0.0 . . . . ?
C33 C34 C35 C36 0.0 . . . . ?
C34 C35 C36 C31 0.0 . . . . ?
C32 C31 C36 C35 0.0 . . . . ?
C37 C31 C36 C35 179.5(9) . . . . ?

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
C1 H1 N11 0.95 2.64 3.186(3) 117. 2_664
C2 H2 Cl2 0.95 2.84 3.638(2) 143. 4_465
C3 H3 Cl1 0.95 2.73 3.569(2) 148. 3_655
C6 H6 Cl1 0.95 2.76 3.6458(18) 156. 3_655
C11 H11 Cl1 0.95 2.83 3.469(2) 125. 2_665
C12 H12 Cl2 0.95 2.71 3.466(2) 137. 3_745

_refine_diff_density_max         0.559
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_gz1132p_sq
_database_code_depnum_ccdc_archive 'CCDC 2497368'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H38 Co N8 S2, 2(C H4 O)'
_chemical_formula_sum            'C42 H46 Co N8 O2 S2'
_chemical_formula_weight         817.92

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   31.739(9)
_cell_length_b                   11.768(3)
_cell_length_c                   24.007(6)
_cell_angle_alpha                90
_cell_angle_beta                 97.035(7)
_cell_angle_gamma                90
_cell_volume                     8899(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9946
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      24.78

_exptl_crystal_description       plate
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_F_000             3432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.430
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.522
_shelx_estimated_absorpt_T_min   0.807
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6957
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            64477
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.463
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             7582
_reflns_number_gt                5462
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0721P)²+13.9546P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7582
_refine_ls_number_parameters     486
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0760
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.1379
_refine_ls_wR_factor_gt          0.1230
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.001 881 342 ' '
2 0.500 0.500 0.177 881 342 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
;
The unit cell contains 16 methanol molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON.
See: (a) A.L.Spek (2005) PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands.
(b) A.L.Spek, J.Appl.Cryst. 2003, 36, 7-13.
;

_vrf_CHEMW03_gz1132p_sq          
;
PROBLEM: WARNING: The ratio of given/expected molecular weight as
RESPONSE: This is due to the use of SQUEEZE/PLATON to account for MeOH; 
the atoms were then added manually to the SFAC list.
;
_vrf_PLAT242_gz1132p_sq          
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        C26 Check 
RESPONSE: C26 is the central atom of a disordered tBu group.
;

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
Co1 Co 0.68993(2) -0.73467(3) 0.67254(2) 0.02582(14) Uani 1 1 d . . . . .
N1 N 0.73398(9) -0.8619(2) 0.66003(10) 0.0315(6) Uani 1 1 d . . . . .
C1 C 0.76668(11) -0.8630(3) 0.64228(13) 0.0333(8) Uani 1 1 d . . . . .
S1 S 0.81192(3) -0.86093(9) 0.61719(4) 0.0559(3) Uani 1 1 d . . . . .
N2 N 0.65111(9) -0.5957(2) 0.68020(10) 0.0337(6) Uani 1 1 d . . . . .
C2 C 0.63360(11) -0.5096(3) 0.67370(14) 0.0375(8) Uani 1 1 d . . . . .
S2 S 0.60848(14) -0.3912(5) 0.65746(17) 0.0466(18) Uani 0.62(4) 1 d . . P A 1
S2A S 0.6079(3) -0.3894(9) 0.677(2) 0.116(5) Uani 0.38(4) 1 d . . P A 2
N11 N 0.65393(8) -0.8402(2) 0.72458(9) 0.0278(6) Uani 1 1 d . . . . .
C11 C 0.66941(10) -0.9335(3) 0.75041(12) 0.0346(8) Uani 1 1 d . . . . .
H11A H 0.695593 -0.962399 0.741035 0.042 Uiso 1 1 calc R U . . .
C12 C 0.64961(10) -0.9916(3) 0.79040(13) 0.0366(8) Uani 1 1 d . . . . .
H12A H 0.661996 -1.058558 0.807384 0.044 Uiso 1 1 calc R U . . .
C13 C 0.61178(10) -0.9509(3) 0.80512(12) 0.0328(7) Uani 1 1 d . . . . .
C14 C 0.59462(11) -0.8549(3) 0.77716(13) 0.0379(8) Uani 1 1 d . . . . .
H14A H 0.568102 -0.825371 0.784949 0.045 Uiso 1 1 calc R U . . .
C15 C 0.61648(10) -0.8033(3) 0.73814(12) 0.0363(8) Uani 1 1 d . . . . .
H15A H 0.604373 -0.737534 0.719632 0.044 Uiso 1 1 calc R U . . .
C21 C 0.58952(10) -1.0051(3) 0.84907(12) 0.0351(8) Uani 1 1 d . . . . .
N21 N 0.54599(9) -1.0058(3) 0.84077(12) 0.0474(8) Uani 1 1 d . . . . .
C22 C 0.61154(10) -1.0497(3) 0.89766(12) 0.0350(8) Uani 1 1 d . . . . .
H22A H 0.641684 -1.048621 0.903409 0.042 Uiso 1 1 calc R U . . .
C23 C 0.58844(10) -1.0962(3) 0.93780(12) 0.0356(8) Uani 1 1 d . . . . .
C24 C 0.54530(10) -1.1008(3) 0.92841(12) 0.0352(8) Uani 1 1 d . . . . .
H24A H 0.529801 -1.135726 0.955223 0.042 Uiso 1 1 calc R U . . .
C25 C 0.52417(11) -1.0552(3) 0.88034(13) 0.0463(9) Uani 1 1 d D . . . .
C26 C 0.47631(12) -1.0494(3) 0.86939(12) 0.0723(14) Uani 1 1 d D . . . .
C27 C 0.46236(17) -0.9250(5) 0.8685(3) 0.147(4) Uani 0.850(6) 1 d D . P B 1
H27A H 0.469095 -0.892279 0.906029 0.221 Uiso 0.850(6) 1 calc R U P B 1
H27B H 0.431696 -0.920399 0.857012 0.221 Uiso 0.850(6) 1 calc R U P B 1
H27C H 0.477356 -0.882710 0.841759 0.221 Uiso 0.850(6) 1 calc R U P B 1
C28 C 0.46102(15) -1.1016(6) 0.81230(19) 0.128(4) Uani 0.850(6) 1 d D . P B 1
H28A H 0.470914 -1.180441 0.811410 0.192 Uiso 0.850(6) 1 calc R U P B 1
H28B H 0.472411 -1.057942 0.782774 0.192 Uiso 0.850(6) 1 calc R U P B 1
H28C H 0.429932 -1.100115 0.806055 0.192 Uiso 0.850(6) 1 calc R U P B 1
C29 C 0.45605(14) -1.1124(6) 0.9145(2) 0.139(4) Uani 0.850(6) 1 d D . P B 1
H29A H 0.425083 -1.106356 0.906910 0.209 Uiso 0.850(6) 1 calc R U P B 1
H29B H 0.465654 -1.078900 0.951277 0.209 Uiso 0.850(6) 1 calc R U P B 1
H29C H 0.464338 -1.192637 0.914564 0.209 Uiso 0.850(6) 1 calc R U P B 1
C27A C 0.4591(2) -0.985(2) 0.9169(6) 0.147(4) Uani 0.150(6) 1 d D . P B 2
H27D H 0.428028 -0.981543 0.909618 0.221 Uiso 0.150(6) 1 calc R U P B 2
H27E H 0.467387 -1.024642 0.952464 0.221 Uiso 0.150(6) 1 calc R U P B 2
H27F H 0.470692 -0.907898 0.919090 0.221 Uiso 0.150(6) 1 calc R U P B 2
C29A C 0.4580(2) -1.1694(5) 0.8666(11) 0.139(4) Uani 0.150(6) 1 d D . P B 2
H29D H 0.426990 -1.165550 0.859449 0.209 Uiso 0.150(6) 1 calc R U P B 2
H29E H 0.468941 -1.211465 0.836124 0.209 Uiso 0.150(6) 1 calc R U P B 2
H29F H 0.466403 -1.208395 0.902275 0.209 Uiso 0.150(6) 1 calc R U P B 2
C28A C 0.4626(2) -0.989(2) 0.8141(6) 0.128(4) Uani 0.150(6) 1 d D . P B 2
H28D H 0.431568 -0.985575 0.807470 0.192 Uiso 0.150(6) 1 calc R U P B 2
H28E H 0.474146 -0.911447 0.815820 0.192 Uiso 0.150(6) 1 calc R U P B 2
H28F H 0.473380 -1.030390 0.783399 0.192 Uiso 0.150(6) 1 calc R U P B 2
N31 N 0.64982(8) -1.2081(2) 1.09730(9) 0.0273(6) Uani 1 1 d . . . . .
C31 C 0.62327(11) -1.2763(3) 1.06490(13) 0.0379(8) Uani 1 1 d . . . . .
H31A H 0.618378 -1.350686 1.078068 0.045 Uiso 1 1 calc R U . . .
C32 C 0.60280(12) -1.2439(3) 1.01359(14) 0.0429(9) Uani 1 1 d . . . . .
H32A H 0.583796 -1.294721 0.992509 0.051 Uiso 1 1 calc R U . . .
C33 C 0.61002(10) -1.1370(3) 0.99282(12) 0.0324(7) Uani 1 1 d . . . . .
C34 C 0.63635(10) -1.0657(3) 1.02675(13) 0.0356(8) Uani 1 1 d . . . . .
H34A H 0.641389 -0.990542 1.014691 0.043 Uiso 1 1 calc R U . . .
C35 C 0.65529(10) -1.1030(3) 1.07793(12) 0.0313(7) Uani 1 1 d . . . . .
H35A H 0.673100 -1.051981 1.100676 0.038 Uiso 1 1 calc R U . . .
N41 N 0.72453(8) -0.6246(2) 0.62191(9) 0.0270(6) Uani 1 1 d . . . . .
C41 C 0.72920(10) -0.6517(3) 0.56883(12) 0.0338(8) Uani 1 1 d . . . . .
H41A H 0.718753 -0.723176 0.554844 0.041 Uiso 1 1 calc R U . . .
C42 C 0.74824(10) -0.5820(3) 0.53355(12) 0.0318(7) Uani 1 1 d . . . . .
H42A H 0.750119 -0.604450 0.495928 0.038 Uiso 1 1 calc R U . . .
C43 C 0.76476(9) -0.4781(2) 0.55330(11) 0.0267(7) Uani 1 1 d . . . . .
C44 C 0.76193(10) -0.4519(2) 0.60908(11) 0.0282(7) Uani 1 1 d . . . . .
H44A H 0.774031 -0.383645 0.625003 0.034 Uiso 1 1 calc R U . . .
C45 C 0.74138(9) -0.5259(2) 0.64108(11) 0.0279(7) Uani 1 1 d . . . . .
H45A H 0.739035 -0.505605 0.678883 0.034 Uiso 1 1 calc R U . . .
N51 N 0.81462(8) -0.3274(2) 0.53729(10) 0.0313(6) Uani 1 1 d . . . . .
C51 C 0.78330(9) -0.3978(2) 0.51532(11) 0.0263(7) Uani 1 1 d . . . . .
C52 C 0.76837(9) -0.3985(2) 0.45909(12) 0.0275(7) Uani 1 1 d . . . . .
H52A H 0.746187 -0.448924 0.445153 0.033 Uiso 1 1 calc R U . . .
C53 C 0.78571(9) -0.3255(2) 0.42284(12) 0.0277(7) Uani 1 1 d . . . . .
C54 C 0.81858(10) -0.2557(2) 0.44480(12) 0.0277(7) Uani 1 1 d . . . . .
H54A H 0.831670 -0.206173 0.420793 0.033 Uiso 1 1 calc R U . . .
C55 C 0.83256(10) -0.2577(2) 0.50208(12) 0.0299(7) Uani 1 1 d . . . . .
C56 C 0.87022(11) -0.1846(3) 0.52608(14) 0.0381(8) Uani 1 1 d . . . . .
C57 C 0.87840(15) -0.1929(5) 0.59013(16) 0.0742(14) Uani 1 1 d . . . . .
H57A H 0.885782 -0.271335 0.601017 0.111 Uiso 1 1 calc R U . . .
H57B H 0.852764 -0.170277 0.606285 0.111 Uiso 1 1 calc R U . . .
H57C H 0.901882 -0.142361 0.604100 0.111 Uiso 1 1 calc R U . . .
C58 C 0.86133(15) -0.0605(3) 0.5104(2) 0.0698(12) Uani 1 1 d . . . . .
H58A H 0.858589 -0.052133 0.469537 0.105 Uiso 1 1 calc R U . . .
H58B H 0.884810 -0.013077 0.527575 0.105 Uiso 1 1 calc R U . . .
H58C H 0.834890 -0.036462 0.524162 0.105 Uiso 1 1 calc R U . . .
C59 C 0.90932(13) -0.2266(4) 0.5027(2) 0.0723(13) Uani 1 1 d . . . . .
H59A H 0.915003 -0.305389 0.514543 0.108 Uiso 1 1 calc R U . . .
H59B H 0.933621 -0.178872 0.516793 0.108 Uiso 1 1 calc R U . . .
H59C H 0.904781 -0.222817 0.461649 0.108 Uiso 1 1 calc R U . . .
N61 N 0.72985(8) -0.3099(2) 0.25124(9) 0.0284(6) Uani 1 1 d . . . . .
C61 C 0.70927(10) -0.3536(3) 0.29167(12) 0.0331(7) Uani 1 1 d . . . . .
H61A H 0.681142 -0.380672 0.281863 0.040 Uiso 1 1 calc R U . . .
C62 C 0.72691(10) -0.3610(3) 0.34673(12) 0.0321(7) Uani 1 1 d . . . . .
H62A H 0.710907 -0.392592 0.373899 0.039 Uiso 1 1 calc R U . . .
C63 C 0.76799(10) -0.3228(2) 0.36298(12) 0.0272(7) Uani 1 1 d . . . . .
C64 C 0.78981(10) -0.2810(3) 0.32033(13) 0.0344(8) Uani 1 1 d . . . . .
H64A H 0.818404 -0.256345 0.328455 0.041 Uiso 1 1 calc R U . . .
C65 C 0.76947(10) -0.2757(3) 0.26629(12) 0.0338(8) Uani 1 1 d . . . . .
H65A H 0.784770 -0.245618 0.238005 0.041 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N2 2.069(3) . ?
Co1 N1 2.095(3) . ?
Co1 N41 2.165(2) . ?
Co1 N11 2.182(2) . ?
Co1 N31 2.185(2) 6_535 ?
Co1 N61 2.205(2) 6_546 ?
N1 C1 1.169(4) . ?
C1 S1 1.624(4) . ?
N2 C2 1.158(4) . ?
C2 S2 1.628(6) . ?
C2 S2A 1.640(12) . ?
N11 C11 1.325(4) . ?
N11 C15 1.342(4) . ?
C11 C12 1.390(4) . ?
C11 H11A 0.9500 . ?
C12 C13 1.378(4) . ?
C12 H12A 0.9500 . ?
C13 C14 1.391(5) . ?
C13 C21 1.484(4) . ?
C14 C15 1.374(4) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C21 N21 1.371(4) . ?
C21 C22 1.388(4) . ?
N21 C25 1.372(4) . ?
C22 C23 1.392(4) . ?
C22 H22A 0.9500 . ?
C23 C24 1.361(4) . ?
C23 C33 1.491(4) . ?
C24 C25 1.371(4) . ?
C24 H24A 0.9500 . ?
C25 C26 1.511(5) . ?
C26 C29 1.520(4) . ?
C26 C28A 1.522(4) . ?
C26 C27A 1.525(4) . ?
C26 C29A 1.525(4) . ?
C26 C28 1.526(4) . ?
C26 C27 1.528(4) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
C29A H29D 0.9800 . ?
C29A H29E 0.9800 . ?
C29A H29F 0.9800 . ?
C28A H28D 0.9800 . ?
C28A H28E 0.9800 . ?
C28A H28F 0.9800 . ?
N31 C35 1.340(4) . ?
N31 C31 1.341(4) . ?
C31 C32 1.374(5) . ?
C31 H31A 0.9500 . ?
C32 C33 1.383(5) . ?
C32 H32A 0.9500 . ?
C33 C34 1.378(4) . ?
C34 C35 1.372(4) . ?
C34 H34A 0.9500 . ?
C35 H35A 0.9500 . ?
N41 C45 1.337(4) . ?
N41 C41 1.339(4) . ?
C41 C42 1.372(4) . ?
C41 H41A 0.9500 . ?
C42 C43 1.390(4) . ?
C42 H42A 0.9500 . ?
C43 C44 1.388(4) . ?
C43 C51 1.484(4) . ?
C44 C45 1.377(4) . ?
C44 H44A 0.9500 . ?
C45 H45A 0.9500 . ?
N51 C51 1.351(4) . ?
N51 C55 1.353(4) . ?
C51 C52 1.375(4) . ?
C52 C53 1.384(4) . ?
C52 H52A 0.9500 . ?
C53 C54 1.381(4) . ?
C53 C63 1.478(4) . ?
C54 C55 1.392(4) . ?
C54 H54A 0.9500 . ?
C55 C56 1.527(5) . ?
C56 C59 1.506(5) . ?
C56 C58 1.526(5) . ?
C56 C57 1.531(5) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
N61 C65 1.328(4) . ?
N61 C61 1.337(4) . ?
C61 C62 1.374(4) . ?
C61 H61A 0.9500 . ?
C62 C63 1.389(4) . ?
C62 H62A 0.9500 . ?
C63 C64 1.394(4) . ?
C64 C65 1.378(4) . ?
C64 H64A 0.9500 . ?
C65 H65A 0.9500 . ?

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 Co1 N1 173.03(10) . . ?
N2 Co1 N41 85.74(10) . . ?
N1 Co1 N41 87.36(10) . . ?
N2 Co1 N11 92.27(10) . . ?
N1 Co1 N11 94.62(10) . . ?
N41 Co1 N11 177.95(9) . . ?
N2 Co1 N31 91.38(10) . 6_535 ?
N1 Co1 N31 89.58(10) . 6_535 ?
N41 Co1 N31 90.26(9) . 6_535 ?
N11 Co1 N31 90.28(9) . 6_535 ?
N2 Co1 N61 91.24(10) . 6_546 ?
N1 Co1 N61 88.24(9) . 6_546 ?
N41 Co1 N61 93.49(9) . 6_546 ?
N11 Co1 N61 86.05(9) . 6_546 ?
N31 Co1 N61 175.57(9) 6_535 6_546 ?
C1 N1 Co1 134.2(2) . . ?
N1 C1 S1 178.5(3) . . ?
C2 N2 Co1 164.1(3) . . ?
N2 C2 S2 173.9(3) . . ?
N2 C2 S2A 169.5(16) . . ?
C11 N11 C15 116.3(3) . . ?
C11 N11 Co1 123.3(2) . . ?
C15 N11 Co1 119.7(2) . . ?
N11 C11 C12 123.9(3) . . ?
N11 C11 H11A 118.1 . . ?
C12 C11 H11A 118.1 . . ?
C13 C12 C11 119.2(3) . . ?
C13 C12 H12A 120.4 . . ?
C11 C12 H12A 120.4 . . ?
C12 C13 C14 117.4(3) . . ?
C12 C13 C21 122.6(3) . . ?
C14 C13 C21 120.0(3) . . ?
C15 C14 C13 119.2(3) . . ?
C15 C14 H14A 120.4 . . ?
C13 C14 H14A 120.4 . . ?
N11 C15 C14 124.0(3) . . ?
N11 C15 H15A 118.0 . . ?
C14 C15 H15A 118.0 . . ?
N21 C21 C22 121.0(3) . . ?
N21 C21 C13 117.3(3) . . ?
C22 C21 C13 121.7(3) . . ?
C21 N21 C25 119.1(3) . . ?
C21 C22 C23 118.5(3) . . ?
C21 C22 H22A 120.8 . . ?
C23 C22 H22A 120.8 . . ?
C24 C23 C22 120.4(3) . . ?
C24 C23 C33 118.5(3) . . ?
C22 C23 C33 121.1(3) . . ?
C23 C24 C25 120.1(3) . . ?
C23 C24 H24A 119.9 . . ?
C25 C24 H24A 119.9 . . ?
C24 C25 N21 120.8(3) . . ?
C24 C25 C26 122.8(3) . . ?
N21 C25 C26 116.2(3) . . ?
C25 C26 C29 111.0(2) . . ?
C25 C26 C28A 110.3(3) . . ?
C25 C26 C27A 109.7(3) . . ?
C28A C26 C27A 109.2(3) . . ?
C25 C26 C29A 109.5(3) . . ?
C28A C26 C29A 109.2(3) . . ?
C27A C26 C29A 108.9(3) . . ?
C25 C26 C28 109.9(2) . . ?
C29 C26 C28 109.2(2) . . ?
C25 C26 C27 109.2(2) . . ?
C29 C26 C27 109.3(3) . . ?
C28 C26 C27 108.2(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C26 C27A H27D 109.5 . . ?
C26 C27A H27E 109.5 . . ?
H27D C27A H27E 109.5 . . ?
C26 C27A H27F 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
C26 C29A H29D 109.5 . . ?
C26 C29A H29E 109.5 . . ?
H29D C29A H29E 109.5 . . ?
C26 C29A H29F 109.5 . . ?
H29D C29A H29F 109.5 . . ?
H29E C29A H29F 109.5 . . ?
C26 C28A H28D 109.5 . . ?
C26 C28A H28E 109.5 . . ?
H28D C28A H28E 109.5 . . ?
C26 C28A H28F 109.5 . . ?
H28D C28A H28F 109.5 . . ?
H28E C28A H28F 109.5 . . ?
C35 N31 C31 116.7(3) . . ?
C35 N31 Co1 119.0(2) . 6_536 ?
C31 N31 Co1 123.8(2) . 6_536 ?
N31 C31 C32 123.3(3) . . ?
N31 C31 H31A 118.4 . . ?
C32 C31 H31A 118.4 . . ?
C31 C32 C33 119.6(3) . . ?
C31 C32 H32A 120.2 . . ?
C33 C32 H32A 120.2 . . ?
C34 C33 C32 117.1(3) . . ?
C34 C33 C23 120.4(3) . . ?
C32 C33 C23 122.3(3) . . ?
C35 C34 C33 120.1(3) . . ?
C35 C34 H34A 119.9 . . ?
C33 C34 H34A 119.9 . . ?
N31 C35 C34 123.0(3) . . ?
N31 C35 H35A 118.5 . . ?
C34 C35 H35A 118.5 . . ?
C45 N41 C41 116.6(2) . . ?
C45 N41 Co1 122.38(18) . . ?
C41 N41 Co1 121.0(2) . . ?
N41 C41 C42 123.6(3) . . ?
N41 C41 H41A 118.2 . . ?
C42 C41 H41A 118.2 . . ?
C41 C42 C43 119.5(3) . . ?
C41 C42 H42A 120.3 . . ?
C43 C42 H42A 120.3 . . ?
C44 C43 C42 117.3(3) . . ?
C44 C43 C51 121.9(3) . . ?
C42 C43 C51 120.8(3) . . ?
C45 C44 C43 119.3(3) . . ?
C45 C44 H44A 120.4 . . ?
C43 C44 H44A 120.4 . . ?
N41 C45 C44 123.7(3) . . ?
N41 C45 H45A 118.2 . . ?
C44 C45 H45A 118.2 . . ?
C51 N51 C55 118.3(2) . . ?
N51 C51 C52 122.4(3) . . ?
N51 C51 C43 118.6(2) . . ?
C52 C51 C43 119.0(3) . . ?
C51 C52 C53 119.9(3) . . ?
C51 C52 H52A 120.1 . . ?
C53 C52 H52A 120.1 . . ?
C54 C53 C52 118.0(3) . . ?
C54 C53 C63 122.6(3) . . ?
C52 C53 C63 119.4(3) . . ?
C53 C54 C55 120.1(3) . . ?
C53 C54 H54A 120.0 . . ?
C55 C54 H54A 120.0 . . ?
N51 C55 C54 121.3(3) . . ?
N51 C55 C56 118.4(3) . . ?
C54 C55 C56 120.2(3) . . ?
C59 C56 C58 111.0(3) . . ?
C59 C56 C55 108.5(3) . . ?
C58 C56 C55 109.5(3) . . ?
C59 C56 C57 107.9(3) . . ?
C58 C56 C57 108.1(3) . . ?
C55 C56 C57 111.8(3) . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C58 H58A 109.5 . . ?
C56 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C56 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C56 C59 H59A 109.5 . . ?
C56 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C56 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C65 N61 C61 116.7(3) . . ?
C65 N61 Co1 125.91(19) . 6_545 ?
C61 N61 Co1 115.6(2) . 6_545 ?
N61 C61 C62 123.0(3) . . ?
N61 C61 H61A 118.5 . . ?
C62 C61 H61A 118.5 . . ?
C61 C62 C63 120.5(3) . . ?
C61 C62 H62A 119.8 . . ?
C63 C62 H62A 119.8 . . ?
C62 C63 C64 116.2(3) . . ?
C62 C63 C53 119.9(3) . . ?
C64 C63 C53 123.9(3) . . ?
C65 C64 C63 119.3(3) . . ?
C65 C64 H64A 120.3 . . ?
C63 C64 H64A 120.3 . . ?
N61 C65 C64 124.1(3) . . ?
N61 C65 H65A 117.9 . . ?
C64 C65 H65A 117.9 . . ?

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
Co1 N2 C2 S2A -156(3) . . . . ?
C15 N11 C11 C12 -1.3(4) . . . . ?
Co1 N11 C11 C12 169.6(2) . . . . ?
N11 C11 C12 C13 -0.6(5) . . . . ?
C11 C12 C13 C14 2.3(5) . . . . ?
C11 C12 C13 C21 -177.4(3) . . . . ?
C12 C13 C14 C15 -2.2(5) . . . . ?
C21 C13 C14 C15 177.5(3) . . . . ?
C11 N11 C15 C14 1.3(5) . . . . ?
Co1 N11 C15 C14 -169.8(3) . . . . ?
C13 C14 C15 N11 0.4(5) . . . . ?
C12 C13 C21 N21 -144.2(3) . . . . ?
C14 C13 C21 N21 36.0(4) . . . . ?
C12 C13 C21 C22 38.1(5) . . . . ?
C14 C13 C21 C22 -141.6(3) . . . . ?
C22 C21 N21 C25 -2.5(5) . . . . ?
C13 C21 N21 C25 179.9(3) . . . . ?
N21 C21 C22 C23 0.5(5) . . . . ?
C13 C21 C22 C23 178.0(3) . . . . ?
C21 C22 C23 C24 2.2(5) . . . . ?
C21 C22 C23 C33 -175.1(3) . . . . ?
C22 C23 C24 C25 -2.9(5) . . . . ?
C33 C23 C24 C25 174.5(3) . . . . ?
C23 C24 C25 N21 0.8(5) . . . . ?
C23 C24 C25 C26 -175.1(3) . . . . ?
C21 N21 C25 C24 1.8(5) . . . . ?
C21 N21 C25 C26 178.0(3) . . . . ?
C24 C25 C26 C29 -6.8(4) . . . . ?
N21 C25 C26 C29 177.0(4) . . . . ?
C24 C25 C26 C28A 177.0(11) . . . . ?
N21 C25 C26 C28A 0.8(11) . . . . ?
C24 C25 C26 C27A 56.6(11) . . . . ?
N21 C25 C26 C27A -119.5(11) . . . . ?
C24 C25 C26 C29A -62.8(11) . . . . ?
N21 C25 C26 C29A 121.0(11) . . . . ?
C24 C25 C26 C28 -127.7(4) . . . . ?
N21 C25 C26 C28 56.2(4) . . . . ?
C24 C25 C26 C27 113.7(4) . . . . ?
N21 C25 C26 C27 -62.4(4) . . . . ?
C35 N31 C31 C32 1.4(5) . . . . ?
Co1 N31 C31 C32 -170.3(3) 6_536 . . . ?
N31 C31 C32 C33 1.4(5) . . . . ?
C31 C32 C33 C34 -3.1(5) . . . . ?
C31 C32 C33 C23 -179.2(3) . . . . ?
C24 C23 C33 C34 -122.3(4) . . . . ?
C22 C23 C33 C34 55.0(5) . . . . ?
C24 C23 C33 C32 53.7(5) . . . . ?
C22 C23 C33 C32 -129.0(4) . . . . ?
C32 C33 C34 C35 2.2(5) . . . . ?
C23 C33 C34 C35 178.4(3) . . . . ?
C31 N31 C35 C34 -2.3(4) . . . . ?
Co1 N31 C35 C34 169.8(2) 6_536 . . . ?
C33 C34 C35 N31 0.5(5) . . . . ?
C45 N41 C41 C42 -3.1(5) . . . . ?
Co1 N41 C41 C42 175.4(2) . . . . ?
N41 C41 C42 C43 1.6(5) . . . . ?
C41 C42 C43 C44 1.6(4) . . . . ?
C41 C42 C43 C51 -176.4(3) . . . . ?
C42 C43 C44 C45 -3.2(4) . . . . ?
C51 C43 C44 C45 174.9(3) . . . . ?
C41 N41 C45 C44 1.4(4) . . . . ?
Co1 N41 C45 C44 -177.1(2) . . . . ?
C43 C44 C45 N41 1.7(5) . . . . ?
C55 N51 C51 C52 -2.0(4) . . . . ?
C55 N51 C51 C43 177.3(3) . . . . ?
C44 C43 C51 N51 31.6(4) . . . . ?
C42 C43 C51 N51 -150.5(3) . . . . ?
C44 C43 C51 C52 -149.1(3) . . . . ?
C42 C43 C51 C52 28.8(4) . . . . ?
N51 C51 C52 C53 0.3(4) . . . . ?
C43 C51 C52 C53 -179.0(3) . . . . ?
C51 C52 C53 C54 1.6(4) . . . . ?
C51 C52 C53 C63 -177.0(3) . . . . ?
C52 C53 C54 C55 -1.8(4) . . . . ?
C63 C53 C54 C55 176.7(3) . . . . ?
C51 N51 C55 C54 1.7(4) . . . . ?
C51 N51 C55 C56 -175.4(3) . . . . ?
C53 C54 C55 N51 0.1(4) . . . . ?
C53 C54 C55 C56 177.2(3) . . . . ?
N51 C55 C56 C59 112.0(3) . . . . ?
C54 C55 C56 C59 -65.2(4) . . . . ?
N51 C55 C56 C58 -126.7(3) . . . . ?
C54 C55 C56 C58 56.1(4) . . . . ?
N51 C55 C56 C57 -6.9(4) . . . . ?
C54 C55 C56 C57 176.0(3) . . . . ?
C65 N61 C61 C62 1.7(4) . . . . ?
Co1 N61 C61 C62 -164.2(2) 6_545 . . . ?
N61 C61 C62 C63 -0.2(5) . . . . ?
C61 C62 C63 C64 -1.9(4) . . . . ?
C61 C62 C63 C53 176.6(3) . . . . ?
C54 C53 C63 C62 -156.7(3) . . . . ?
C52 C53 C63 C62 21.8(4) . . . . ?
C54 C53 C63 C64 21.7(5) . . . . ?
C52 C53 C63 C64 -159.8(3) . . . . ?
C62 C63 C64 C65 2.5(4) . . . . ?
C53 C63 C64 C65 -175.9(3) . . . . ?
C61 N61 C65 C64 -1.1(5) . . . . ?
Co1 N61 C65 C64 163.2(2) 6_545 . . . ?
C63 C64 C65 N61 -1.1(5) . . . . ?

_refine_diff_density_max         0.799
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.060



####################################################################### 
# 
# 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_gz811d
_database_code_depnum_ccdc_archive 'CCDC 2497370'
loop_
_audit_author_name
_audit_author_address
'Michelle C. Neary'
;Hunter College, City University of New York
United States of America
;
_audit_update_record             
;
2025-10-22 deposited with the CCDC.	2026-01-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H19 N3'
_chemical_formula_sum            'C19 H19 N3'
_chemical_formula_weight         289.37

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   17.3665(12)
_cell_length_b                   10.9964(8)
_cell_length_c                   18.1432(13)
_cell_angle_alpha                90
_cell_angle_beta                 116.170(4)
_cell_angle_gamma                90
_cell_volume                     3109.6(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    9089
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      32.25

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.560
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.440
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7061
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            177666
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.251
_diffrn_reflns_theta_max         32.325
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             21847
_reflns_number_gt                15383
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.899
_reflns_Friedel_fraction_max     0.977
_reflns_Friedel_fraction_full    0.999

_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. Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0861P)²+2.6277P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0(4)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         21847
_refine_ls_number_parameters     843
_refine_ls_number_restraints     337
_refine_ls_R_factor_all          0.1101
_refine_ls_R_factor_gt           0.0669
_refine_ls_wR_factor_ref         0.2017
_refine_ls_wR_factor_gt          0.1710
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N11 N 0.5053(3) 1.4664(4) 0.1041(3) 0.0318(9) Uani 1 1 d . . . . .
N12 N 0.4427(2) 1.0166(3) 0.1132(2) 0.0203(7) Uani 1 1 d . . . . .
N13 N 0.8089(2) 0.6801(4) 0.1530(3) 0.0303(8) Uani 1 1 d . . . . .
C111 C 0.5602(3) 1.3993(5) 0.0861(4) 0.0371(12) Uani 1 1 d . . . . .
H11A H 0.598509 1.442092 0.070906 0.045 Uiso 1 1 calc R U . . .
C112 C 0.5651(3) 1.2742(5) 0.0881(4) 0.0319(11) Uani 1 1 d . . . . .
H11B H 0.606265 1.233521 0.075829 0.038 Uiso 1 1 calc R U . . .
C113 C 0.5088(2) 1.2086(4) 0.1084(3) 0.0190(8) Uani 1 1 d . . . . .
C114 C 0.4507(3) 1.2741(5) 0.1253(4) 0.0357(12) Uani 1 1 d . . . . .
H11C H 0.410679 1.233217 0.139178 0.043 Uiso 1 1 calc R U . . .
C115 C 0.4511(4) 1.4010(5) 0.1217(5) 0.0435(15) Uani 1 1 d . . . . .
H11D H 0.409700 1.443646 0.132651 0.052 Uiso 1 1 calc R U . . .
C121 C 0.5115(2) 1.0736(4) 0.1136(3) 0.0180(8) Uani 1 1 d . . . . .
C122 C 0.5838(2) 1.0098(4) 0.1202(3) 0.0190(8) Uani 1 1 d . . . . .
H12A H 0.631853 1.052315 0.121159 0.023 Uiso 1 1 calc R U . . .
C123 C 0.5849(2) 0.8839(4) 0.1253(3) 0.0196(8) Uani 1 1 d . . . . .
C124 C 0.5136(2) 0.8249(4) 0.1249(3) 0.0194(7) Uani 1 1 d . . . . .
H12B H 0.512692 0.738780 0.128766 0.023 Uiso 1 1 calc R U . . .
C125 C 0.4434(3) 0.8939(4) 0.1187(3) 0.0184(7) Uani 1 1 d . . . . .
C126 C 0.3625(2) 0.8363(4) 0.1171(2) 0.0192(7) Uani 1 1 d . . . . .
C127 C 0.3486(3) 0.8882(5) 0.1887(3) 0.0310(10) Uani 1 1 d . . . . .
H12C H 0.293921 0.858673 0.185255 0.047 Uiso 1 1 calc R U . . .
H12D H 0.347611 0.977225 0.185786 0.047 Uiso 1 1 calc R U . . .
H12E H 0.395521 0.861955 0.240729 0.047 Uiso 1 1 calc R U . . .
C128 C 0.3676(3) 0.6987(4) 0.1240(3) 0.0304(10) Uani 1 1 d . . . . .
H12F H 0.315189 0.667071 0.124731 0.046 Uiso 1 1 calc R U . . .
H12G H 0.417377 0.675390 0.174818 0.046 Uiso 1 1 calc R U . . .
H12H H 0.373550 0.664718 0.076812 0.046 Uiso 1 1 calc R U . . .
C129 C 0.2861(2) 0.8728(5) 0.0366(3) 0.0281(9) Uani 1 1 d . . . . .
H12I H 0.233226 0.839250 0.035288 0.042 Uiso 1 1 calc R U . . .
H12J H 0.294304 0.840729 -0.009824 0.042 Uiso 1 1 calc R U . . .
H12K H 0.281965 0.961619 0.032918 0.042 Uiso 1 1 calc R U . . .
C131 C 0.8144(3) 0.7949(4) 0.1804(3) 0.0274(9) Uani 1 1 d . . . . .
H13A H 0.869614 0.830999 0.207417 0.033 Uiso 1 1 calc R U . . .
C132 C 0.7437(2) 0.8632(4) 0.1712(3) 0.0221(8) Uani 1 1 d . . . . .
H13B H 0.751514 0.944093 0.191711 0.027 Uiso 1 1 calc R U . . .
C133 C 0.6612(2) 0.8147(4) 0.1323(2) 0.0197(7) Uani 1 1 d . . . . .
C134 C 0.6552(3) 0.6957(4) 0.1030(3) 0.0264(9) Uani 1 1 d . . . . .
H13C H 0.600927 0.657003 0.075490 0.032 Uiso 1 1 calc R U . . .
C135 C 0.7294(3) 0.6353(5) 0.1146(3) 0.0325(10) Uani 1 1 d . . . . .
H13D H 0.723473 0.555028 0.093427 0.039 Uiso 1 1 calc R U . . .
N21 N 0.4473(2) 0.0344(4) 0.3799(2) 0.0254(8) Uani 1 1 d . . . . .
N22 N 0.38554(19) 0.4827(3) 0.3894(2) 0.0163(6) Uani 1 1 d . . . . .
N23 N 0.7100(2) 0.8183(4) 0.3401(2) 0.0255(7) Uani 1 1 d . . . . .
C211 C 0.4841(3) 0.0966(4) 0.3408(3) 0.0251(9) Uani 1 1 d . . . . .
H21A H 0.510205 0.052182 0.312951 0.030 Uiso 1 1 calc R U . . .
C212 C 0.4863(3) 0.2232(4) 0.3386(3) 0.0231(8) Uani 1 1 d . . . . .
H21B H 0.513956 0.263267 0.310508 0.028 Uiso 1 1 calc R U . . .
C213 C 0.4475(2) 0.2903(4) 0.3781(2) 0.0159(7) Uani 1 1 d . . . . .
C214 C 0.4081(3) 0.2267(4) 0.4176(3) 0.0241(8) Uani 1 1 d . . . . .
H21C H 0.380384 0.268434 0.445101 0.029 Uiso 1 1 calc R U . . .
C215 C 0.4097(3) 0.0993(4) 0.4164(3) 0.0265(9) Uani 1 1 d . . . . .
H21D H 0.382095 0.056619 0.443623 0.032 Uiso 1 1 calc R U . . .
C221 C 0.4483(2) 0.4258(4) 0.3782(2) 0.0158(7) Uani 1 1 d . . . . .
C222 C 0.5117(2) 0.4883(4) 0.3665(2) 0.0168(7) Uani 1 1 d . . . . .
H22A H 0.555581 0.445505 0.359558 0.020 Uiso 1 1 calc R U . . .
C223 C 0.5096(2) 0.6163(3) 0.3651(2) 0.0147(7) Uani 1 1 d . . . . .
C224 C 0.4438(2) 0.6749(4) 0.3754(2) 0.0153(7) Uani 1 1 d . . . . .
H22B H 0.440257 0.761171 0.373817 0.018 Uiso 1 1 calc R U . . .
C225 C 0.3833(2) 0.6059(3) 0.3880(2) 0.0150(7) Uani 1 1 d . . . . .
C226 C 0.3077(2) 0.6636(4) 0.3962(2) 0.0180(7) Uani 1 1 d . . . . .
C227 C 0.3171(3) 0.7997(4) 0.4096(3) 0.0312(10) Uani 1 1 d . . . . .
H22C H 0.370249 0.817283 0.458901 0.047 Uiso 1 1 calc R U . . .
H22D H 0.268051 0.831197 0.416817 0.047 Uiso 1 1 calc R U . . .
H22E H 0.319064 0.838698 0.361938 0.047 Uiso 1 1 calc R U . . .
C228 C 0.2272(2) 0.6358(5) 0.3153(3) 0.0293(9) Uani 1 1 d . . . . .
H22F H 0.233793 0.672284 0.269097 0.044 Uiso 1 1 calc R U . . .
H22G H 0.176447 0.669999 0.318041 0.044 Uiso 1 1 calc R U . . .
H22H H 0.220440 0.547601 0.307482 0.044 Uiso 1 1 calc R U . . .
C229 C 0.2976(3) 0.6043(5) 0.4682(3) 0.0264(9) Uani 1 1 d . . . . .
H22I H 0.349297 0.619148 0.519343 0.040 Uiso 1 1 calc R U . . .
H22J H 0.289123 0.516534 0.458726 0.040 Uiso 1 1 calc R U . . .
H22K H 0.247749 0.639507 0.472273 0.040 Uiso 1 1 calc R U . . .
C231 C 0.6897(3) 0.7034(4) 0.3119(3) 0.0220(8) Uani 1 1 d . . . . .
H23A H 0.721926 0.666695 0.287007 0.026 Uiso 1 1 calc R U . . .
C232 C 0.6252(2) 0.6360(4) 0.3170(2) 0.0199(7) Uani 1 1 d . . . . .
H23B H 0.613542 0.555832 0.295349 0.024 Uiso 1 1 calc R U . . .
C233 C 0.5770(2) 0.6865(3) 0.3543(2) 0.0161(7) Uani 1 1 d . . . . .
C234 C 0.5964(3) 0.8069(4) 0.3820(2) 0.0202(8) Uani 1 1 d . . . . .
H23C H 0.564444 0.846915 0.405962 0.024 Uiso 1 1 calc R U . . .
C235 C 0.6625(3) 0.8669(4) 0.3742(3) 0.0224(8) Uani 1 1 d . . . . .
H23D H 0.675000 0.947812 0.394341 0.027 Uiso 1 1 calc R U . . .
N31 N 1.0456(2) 0.9646(4) 0.1230(3) 0.0288(9) Uani 1 1 d . . . . .
N32 N 1.1092(2) 0.5153(4) 0.1151(2) 0.0213(7) Uani 1 1 d . . . . .
N33 N 0.7839(2) 0.1766(4) 0.1575(2) 0.0260(8) Uani 1 1 d . . . . .
C311 C 1.0140(3) 0.9005(5) 0.1670(3) 0.0290(9) Uani 1 1 d . . . . .
H31A H 0.991720 0.944334 0.198424 0.035 Uiso 1 1 calc R U . . .
C312 C 1.0123(3) 0.7746(4) 0.1690(3) 0.0261(9) Uani 1 1 d . . . . .
H31B H 0.988053 0.734348 0.200223 0.031 Uiso 1 1 calc R U . . .
C313 C 1.0461(2) 0.7072(4) 0.1251(3) 0.0193(8) Uani 1 1 d . . . . .
C314 C 1.0809(3) 0.7734(5) 0.0810(3) 0.0298(10) Uani 1 1 d . . . . .
H31C H 1.106198 0.732043 0.051160 0.036 Uiso 1 1 calc R U . . .
C315 C 1.0783(3) 0.8987(5) 0.0808(3) 0.0337(11) Uani 1 1 d . . . . .
H31D H 1.100977 0.941119 0.049149 0.040 Uiso 1 1 calc R U . . .
C321 C 1.0461(2) 0.5728(4) 0.1259(3) 0.0200(8) Uani 1 1 d . . . . .
C322 C 0.9823(2) 0.5081(4) 0.1369(3) 0.0196(8) Uani 1 1 d . . . . .
H32A H 0.937745 0.549978 0.143339 0.024 Uiso 1 1 calc R U . . .
C323 C 0.9853(2) 0.3825(4) 0.1383(2) 0.0199(8) Uani 1 1 d . . . . .
C324 C 1.0506(2) 0.3250(4) 0.1279(2) 0.0187(8) Uani 1 1 d . . . . .
H32B H 1.053662 0.238676 0.128827 0.022 Uiso 1 1 calc R U . . .
C325 C 1.1115(2) 0.3923(4) 0.1161(3) 0.0182(8) Uani 1 1 d . . . . .
C326 C 1.1870(2) 0.3341(4) 0.1078(2) 0.0206(8) Uani 1 1 d . . . . .
C327 C 1.1767(3) 0.1957(5) 0.0944(4) 0.0408(12) Uani 1 1 d . . . . .
H32C H 1.178608 0.156755 0.143732 0.061 Uiso 1 1 calc R U . . .
H32D H 1.223470 0.164123 0.083456 0.061 Uiso 1 1 calc R U . . .
H32E H 1.121595 0.178110 0.047457 0.061 Uiso 1 1 calc R U . . .
C328 C 1.1980(3) 0.3902(5) 0.0361(3) 0.0322(10) Uani 1 1 d . . . . .
H32F H 1.207656 0.477904 0.045059 0.048 Uiso 1 1 calc R U . . .
H32G H 1.146066 0.375929 -0.015012 0.048 Uiso 1 1 calc R U . . .
H32H H 1.247307 0.352847 0.032220 0.048 Uiso 1 1 calc R U . . .
C329 C 1.2676(2) 0.3585(6) 0.1882(3) 0.0352(11) Uani 1 1 d . . . . .
H32I H 1.277735 0.446357 0.195285 0.053 Uiso 1 1 calc R U . . .
H32J H 1.317106 0.318839 0.186158 0.053 Uiso 1 1 calc R U . . .
H32K H 1.259210 0.326003 0.234432 0.053 Uiso 1 1 calc R U . . .
C331 C 0.8022(3) 0.2899(4) 0.1851(3) 0.0238(8) Uani 1 1 d . . . . .
H33A H 0.768217 0.326025 0.208383 0.029 Uiso 1 1 calc R U . . .
C332 C 0.8677(2) 0.3590(5) 0.1822(2) 0.0220(7) Uani 1 1 d . . . . .
H33B H 0.878311 0.439239 0.203808 0.026 Uiso 1 1 calc R U . . .
C333 C 0.9178(2) 0.3098(4) 0.1473(2) 0.0210(8) Uani 1 1 d . . . . .
C334 C 0.9000(3) 0.1899(4) 0.1194(3) 0.0266(9) Uani 1 1 d . . . . .
H33C H 0.933230 0.150863 0.096445 0.032 Uiso 1 1 calc R U . . .
C335 C 0.8332(3) 0.1284(5) 0.1255(3) 0.0293(10) Uani 1 1 d . . . . .
H33D H 0.821767 0.047195 0.105717 0.035 Uiso 1 1 calc R U . . .
N42 N 1.0515(2) -0.0174(3) 0.3889(2) 0.0172(6) Uani 1 1 d . . . . .
N43 N 0.6823(2) 0.3155(4) 0.3419(2) 0.0275(8) Uani 1 1 d . . . . .
N41 N 0.9854(9) -0.4666(12) 0.3891(15) 0.026(4) Uani 0.665(13) 1 d D U P A 1
C411 C 0.9323(5) -0.4028(6) 0.4116(7) 0.0237(17) Uani 0.665(13) 1 d D U P A 1
H41A H 0.896065 -0.446899 0.428779 0.028 Uiso 0.665(13) 1 calc R U P A 1
C412 C 0.9279(5) -0.2754(6) 0.4109(6) 0.0206(13) Uani 0.665(13) 1 d D U P A 1
H41B H 0.886563 -0.235479 0.423301 0.025 Uiso 0.665(13) 1 calc R U P A 1
C413 C 0.985(2) -0.2077(14) 0.392(4) 0.0131(9) Uani 0.665(13) 1 d D U P A 1
C414 C 1.0536(9) -0.2726(12) 0.3927(10) 0.029(3) Uani 0.665(13) 1 d D U P A 1
H41C H 1.101578 -0.231281 0.392547 0.034 Uiso 0.665(13) 1 calc R U P A 1
C415 C 1.0514(8) -0.3986(12) 0.3937(10) 0.034(3) Uani 0.665(13) 1 d D U P A 1
H41D H 1.101146 -0.440380 0.398142 0.041 Uiso 0.665(13) 1 calc R U P A 1
N41A N 0.9931(18) -0.464(2) 0.403(3) 0.018(4) Uani 0.335(13) 1 d D U P A 2
C41A C 0.9159(8) -0.4073(11) 0.3738(11) 0.027(3) Uani 0.335(13) 1 d D U P A 2
H41E H 0.864590 -0.453835 0.353298 0.033 Uiso 0.335(13) 1 calc R U P A 2
C41B C 0.9118(9) -0.2809(9) 0.3743(10) 0.0206(13) Uani 0.335(13) 1 d D U P A 2
H41F H 0.859224 -0.241590 0.363631 0.025 Uiso 0.335(13) 1 calc R U P A 2
C41C C 0.985(4) -0.212(3) 0.391(9) 0.0131(9) Uani 0.335(13) 1 d D U P A 2
C41D C 1.0427(19) -0.277(2) 0.373(2) 0.029(3) Uani 0.335(13) 1 d D U P A 2
H41G H 1.084205 -0.236168 0.361007 0.034 Uiso 0.335(13) 1 calc R U P A 2
C41E C 1.0397(16) -0.403(2) 0.3715(17) 0.024(4) Uani 0.335(13) 1 d D U P A 2
H41H H 1.070847 -0.447364 0.348529 0.028 Uiso 0.335(13) 1 calc R U P A 2
C421 C 0.9817(2) -0.0742(3) 0.3875(2) 0.0138(7) Uani 1 1 d . . . . .
C422 C 0.9089(2) -0.0115(3) 0.3808(3) 0.0156(7) Uani 1 1 d . . . . .
H42A H 0.860905 -0.054276 0.379818 0.019 Uiso 1 1 calc R U . . .
C423 C 0.9079(2) 0.1149(3) 0.3754(2) 0.0159(7) Uani 1 1 d . . . . .
C424 C 0.9802(2) 0.1733(4) 0.3771(3) 0.0195(7) Uani 1 1 d . . . . .
H42B H 0.981184 0.259448 0.373431 0.023 Uiso 1 1 calc R U . . .
C425 C 1.0508(2) 0.1055(4) 0.3841(3) 0.0191(8) Uani 1 1 d . . . . .
C426 C 1.1323(2) 0.1601(4) 0.3862(3) 0.0206(7) Uani 1 1 d . . . . .
C427 C 1.1277(3) 0.3000(5) 0.3811(4) 0.0363(11) Uani 1 1 d . . . . .
H42C H 1.116631 0.332008 0.425922 0.054 Uiso 1 1 calc R U . . .
H42D H 1.081227 0.324596 0.328302 0.054 Uiso 1 1 calc R U . . .
H42E H 1.182291 0.332248 0.385829 0.054 Uiso 1 1 calc R U . . .
C428 C 1.2091(2) 0.1234(4) 0.4667(3) 0.0261(9) Uani 1 1 d . . . . .
H42F H 1.215848 0.034836 0.468494 0.039 Uiso 1 1 calc R U . . .
H42G H 1.199160 0.150087 0.513366 0.039 Uiso 1 1 calc R U . . .
H42H H 1.261318 0.161925 0.469768 0.039 Uiso 1 1 calc R U . . .
C429 C 1.1468(3) 0.1112(5) 0.3141(3) 0.0306(10) Uani 1 1 d . . . . .
H42I H 1.155167 0.022927 0.319583 0.046 Uiso 1 1 calc R U . . .
H42J H 1.197835 0.149602 0.314312 0.046 Uiso 1 1 calc R U . . .
H42K H 1.096685 0.129816 0.262347 0.046 Uiso 1 1 calc R U . . .
C431 C 0.6782(2) 0.2010(4) 0.3148(3) 0.0218(8) Uani 1 1 d . . . . .
H43A H 0.623188 0.164608 0.286853 0.026 Uiso 1 1 calc R U . . .
C432 C 0.7494(2) 0.1323(4) 0.3252(2) 0.0184(7) Uani 1 1 d . . . . .
H43B H 0.742694 0.051574 0.304564 0.022 Uiso 1 1 calc R U . . .
C433 C 0.8308(2) 0.1836(3) 0.3664(2) 0.0167(7) Uani 1 1 d . . . . .
C434 C 0.8357(3) 0.3019(4) 0.3954(3) 0.0238(8) Uani 1 1 d . . . . .
H43C H 0.889863 0.340549 0.423554 0.029 Uiso 1 1 calc R U . . .
C435 C 0.7609(3) 0.3629(5) 0.3828(3) 0.0254(8) Uani 1 1 d . . . . .
H43D H 0.765784 0.442771 0.404326 0.030 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11 C115 1.331(7) . ?
N11 C111 1.353(6) . ?
N12 C121 1.345(5) . ?
N12 C125 1.353(6) . ?
N13 C135 1.336(6) . ?
N13 C131 1.344(6) . ?
C111 C112 1.378(7) . ?
C111 H11A 0.9500 . ?
C112 C113 1.388(6) . ?
C112 H11B 0.9500 . ?
C113 C114 1.380(6) . ?
C113 C121 1.487(6) . ?
C114 C115 1.397(8) . ?
C114 H11C 0.9500 . ?
C115 H11D 0.9500 . ?
C121 C122 1.397(5) . ?
C122 C123 1.387(6) . ?
C122 H12A 0.9500 . ?
C123 C124 1.396(5) . ?
C123 C133 1.483(5) . ?
C124 C125 1.397(5) . ?
C124 H12B 0.9500 . ?
C125 C126 1.531(5) . ?
C126 C128 1.518(6) . ?
C126 C129 1.531(6) . ?
C126 C127 1.531(6) . ?
C127 H12C 0.9800 . ?
C127 H12D 0.9800 . ?
C127 H12E 0.9800 . ?
C128 H12F 0.9800 . ?
C128 H12G 0.9800 . ?
C128 H12H 0.9800 . ?
C129 H12I 0.9800 . ?
C129 H12J 0.9800 . ?
C129 H12K 0.9800 . ?
C131 C132 1.386(6) . ?
C131 H13A 0.9500 . ?
C132 C133 1.394(5) . ?
C132 H13B 0.9500 . ?
C133 C134 1.400(6) . ?
C134 C135 1.381(6) . ?
C134 H13C 0.9500 . ?
C135 H13D 0.9500 . ?
N21 C215 1.325(6) . ?
N21 C211 1.333(6) . ?
N22 C221 1.349(5) . ?
N22 C225 1.355(5) . ?
N23 C235 1.342(5) . ?
N23 C231 1.350(6) . ?
C211 C212 1.394(6) . ?
C211 H21A 0.9500 . ?
C212 C213 1.391(5) . ?
C212 H21B 0.9500 . ?
C213 C214 1.380(5) . ?
C213 C221 1.491(5) . ?
C214 C215 1.402(6) . ?
C214 H21C 0.9500 . ?
C215 H21D 0.9500 . ?
C221 C222 1.391(5) . ?
C222 C223 1.407(5) . ?
C222 H22A 0.9500 . ?
C223 C224 1.394(5) . ?
C223 C233 1.486(5) . ?
C224 C225 1.395(5) . ?
C224 H22B 0.9500 . ?
C225 C226 1.522(5) . ?
C226 C227 1.514(6) . ?
C226 C229 1.538(5) . ?
C226 C228 1.547(6) . ?
C227 H22C 0.9800 . ?
C227 H22D 0.9800 . ?
C227 H22E 0.9800 . ?
C228 H22F 0.9800 . ?
C228 H22G 0.9800 . ?
C228 H22H 0.9800 . ?
C229 H22I 0.9800 . ?
C229 H22J 0.9800 . ?
C229 H22K 0.9800 . ?
C231 C232 1.380(5) . ?
C231 H23A 0.9500 . ?
C232 C233 1.403(5) . ?
C232 H23B 0.9500 . ?
C233 C234 1.404(6) . ?
C234 C235 1.384(5) . ?
C234 H23C 0.9500 . ?
C235 H23D 0.9500 . ?
N31 C315 1.348(6) . ?
N31 C311 1.348(6) . ?
N32 C321 1.353(5) . ?
N32 C325 1.354(6) . ?
N33 C331 1.328(6) . ?
N33 C335 1.338(5) . ?
C311 C312 1.387(7) . ?
C311 H31A 0.9500 . ?
C312 C313 1.393(6) . ?
C312 H31B 0.9500 . ?
C313 C314 1.402(6) . ?
C313 C321 1.478(7) . ?
C314 C315 1.378(8) . ?
C314 H31C 0.9500 . ?
C315 H31D 0.9500 . ?
C321 C322 1.403(5) . ?
C322 C323 1.382(6) . ?
C322 H32A 0.9500 . ?
C323 C324 1.383(5) . ?
C323 C333 1.486(5) . ?
C324 C325 1.382(5) . ?
C324 H32B 0.9500 . ?
C325 C326 1.526(5) . ?
C326 C328 1.525(6) . ?
C326 C329 1.535(6) . ?
C326 C327 1.539(7) . ?
C327 H32C 0.9800 . ?
C327 H32D 0.9800 . ?
C327 H32E 0.9800 . ?
C328 H32F 0.9800 . ?
C328 H32G 0.9800 . ?
C328 H32H 0.9800 . ?
C329 H32I 0.9800 . ?
C329 H32J 0.9800 . ?
C329 H32K 0.9800 . ?
C331 C332 1.390(6) . ?
C331 H33A 0.9500 . ?
C332 C333 1.391(5) . ?
C332 H33B 0.9500 . ?
C333 C334 1.397(7) . ?
C334 C335 1.389(6) . ?
C334 H33C 0.9500 . ?
C335 H33D 0.9500 . ?
N42 C421 1.354(4) . ?
N42 C425 1.354(5) . ?
N43 C435 1.339(6) . ?
N43 C431 1.342(6) . ?
N41 C415 1.341(13) . ?
N41 C411 1.356(14) . ?
C411 C412 1.403(8) . ?
C411 H41A 0.9500 . ?
C412 C413 1.40(2) . ?
C412 H41B 0.9500 . ?
C413 C414 1.386(14) . ?
C413 C421 1.470(17) . ?
C414 C415 1.386(10) . ?
C414 H41C 0.9500 . ?
C415 H41D 0.9500 . ?
N41A C41E 1.35(2) . ?
N41A C41A 1.36(2) . ?
C41A C41B 1.393(13) . ?
C41A H41E 0.9500 . ?
C41B C41C 1.40(3) . ?
C41B H41F 0.9500 . ?
C41C C41D 1.38(2) . ?
C41C C421 1.51(3) . ?
C41D C41E 1.385(18) . ?
C41D H41G 0.9500 . ?
C41E H41H 0.9500 . ?
C421 C422 1.398(5) . ?
C422 C423 1.393(5) . ?
C422 H42A 0.9500 . ?
C423 C424 1.400(5) . ?
C423 C433 1.483(5) . ?
C424 C425 1.391(5) . ?
C424 H42B 0.9500 . ?
C425 C426 1.524(5) . ?
C426 C429 1.534(6) . ?
C426 C428 1.535(6) . ?
C426 C427 1.541(7) . ?
C427 H42C 0.9800 . ?
C427 H42D 0.9800 . ?
C427 H42E 0.9800 . ?
C428 H42F 0.9800 . ?
C428 H42G 0.9800 . ?
C428 H42H 0.9800 . ?
C429 H42I 0.9800 . ?
C429 H42J 0.9800 . ?
C429 H42K 0.9800 . ?
C431 C432 1.389(5) . ?
C431 H43A 0.9500 . ?
C432 C433 1.394(5) . ?
C432 H43B 0.9500 . ?
C433 C434 1.391(6) . ?
C434 C435 1.389(5) . ?
C434 H43C 0.9500 . ?
C435 H43D 0.9500 . ?

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
C115 N11 C111 114.3(5) . . ?
C121 N12 C125 119.0(3) . . ?
C135 N13 C131 115.3(4) . . ?
N11 C111 C112 125.4(5) . . ?
N11 C111 H11A 117.3 . . ?
C112 C111 H11A 117.3 . . ?
C111 C112 C113 118.9(4) . . ?
C111 C112 H11B 120.5 . . ?
C113 C112 H11B 120.5 . . ?
C114 C113 C112 117.2(4) . . ?
C114 C113 C121 120.8(4) . . ?
C112 C113 C121 122.0(4) . . ?
C113 C114 C115 119.4(4) . . ?
C113 C114 H11C 120.3 . . ?
C115 C114 H11C 120.3 . . ?
N11 C115 C114 124.7(5) . . ?
N11 C115 H11D 117.6 . . ?
C114 C115 H11D 117.6 . . ?
N12 C121 C122 121.9(4) . . ?
N12 C121 C113 117.5(4) . . ?
C122 C121 C113 120.6(4) . . ?
C123 C122 C121 119.5(4) . . ?
C123 C122 H12A 120.2 . . ?
C121 C122 H12A 120.2 . . ?
C122 C123 C124 118.5(4) . . ?
C122 C123 C133 120.2(3) . . ?
C124 C123 C133 121.3(4) . . ?
C123 C124 C125 119.2(4) . . ?
C123 C124 H12B 120.4 . . ?
C125 C124 H12B 120.4 . . ?
N12 C125 C124 121.8(4) . . ?
N12 C125 C126 115.6(3) . . ?
C124 C125 C126 122.5(4) . . ?
C128 C126 C129 109.5(4) . . ?
C128 C126 C127 109.1(4) . . ?
C129 C126 C127 108.5(3) . . ?
C128 C126 C125 113.0(3) . . ?
C129 C126 C125 108.1(3) . . ?
C127 C126 C125 108.4(3) . . ?
C126 C127 H12C 109.5 . . ?
C126 C127 H12D 109.5 . . ?
H12C C127 H12D 109.5 . . ?
C126 C127 H12E 109.5 . . ?
H12C C127 H12E 109.5 . . ?
H12D C127 H12E 109.5 . . ?
C126 C128 H12F 109.5 . . ?
C126 C128 H12G 109.5 . . ?
H12F C128 H12G 109.5 . . ?
C126 C128 H12H 109.5 . . ?
H12F C128 H12H 109.5 . . ?
H12G C128 H12H 109.5 . . ?
C126 C129 H12I 109.5 . . ?
C126 C129 H12J 109.5 . . ?
H12I C129 H12J 109.5 . . ?
C126 C129 H12K 109.5 . . ?
H12I C129 H12K 109.5 . . ?
H12J C129 H12K 109.5 . . ?
N13 C131 C132 123.4(4) . . ?
N13 C131 H13A 118.3 . . ?
C132 C131 H13A 118.3 . . ?
C131 C132 C133 120.8(4) . . ?
C131 C132 H13B 119.6 . . ?
C133 C132 H13B 119.6 . . ?
C132 C133 C134 116.0(4) . . ?
C132 C133 C123 121.8(4) . . ?
C134 C133 C123 122.2(4) . . ?
C135 C134 C133 118.9(4) . . ?
C135 C134 H13C 120.5 . . ?
C133 C134 H13C 120.5 . . ?
N13 C135 C134 125.6(5) . . ?
N13 C135 H13D 117.2 . . ?
C134 C135 H13D 117.2 . . ?
C215 N21 C211 116.6(4) . . ?
C221 N22 C225 118.6(3) . . ?
C235 N23 C231 115.9(3) . . ?
N21 C211 C212 123.6(4) . . ?
N21 C211 H21A 118.2 . . ?
C212 C211 H21A 118.2 . . ?
C213 C212 C211 119.3(4) . . ?
C213 C212 H21B 120.3 . . ?
C211 C212 H21B 120.3 . . ?
C214 C213 C212 117.5(4) . . ?
C214 C213 C221 120.9(4) . . ?
C212 C213 C221 121.6(4) . . ?
C213 C214 C215 118.7(4) . . ?
C213 C214 H21C 120.6 . . ?
C215 C214 H21C 120.6 . . ?
N21 C215 C214 124.3(4) . . ?
N21 C215 H21D 117.8 . . ?
C214 C215 H21D 117.8 . . ?
N22 C221 C222 122.7(4) . . ?
N22 C221 C213 117.1(3) . . ?
C222 C221 C213 120.1(3) . . ?
C221 C222 C223 118.7(3) . . ?
C221 C222 H22A 120.6 . . ?
C223 C222 H22A 120.6 . . ?
C224 C223 C222 118.5(3) . . ?
C224 C223 C233 121.1(3) . . ?
C222 C223 C233 120.4(3) . . ?
C223 C224 C225 119.4(4) . . ?
C223 C224 H22B 120.3 . . ?
C225 C224 H22B 120.3 . . ?
N22 C225 C224 122.0(3) . . ?
N22 C225 C226 115.7(3) . . ?
C224 C225 C226 122.2(3) . . ?
C227 C226 C225 113.1(3) . . ?
C227 C226 C229 109.0(4) . . ?
C225 C226 C229 109.4(3) . . ?
C227 C226 C228 109.6(4) . . ?
C225 C226 C228 106.4(3) . . ?
C229 C226 C228 109.1(3) . . ?
C226 C227 H22C 109.5 . . ?
C226 C227 H22D 109.5 . . ?
H22C C227 H22D 109.5 . . ?
C226 C227 H22E 109.5 . . ?
H22C C227 H22E 109.5 . . ?
H22D C227 H22E 109.5 . . ?
C226 C228 H22F 109.5 . . ?
C226 C228 H22G 109.5 . . ?
H22F C228 H22G 109.5 . . ?
C226 C228 H22H 109.5 . . ?
H22F C228 H22H 109.5 . . ?
H22G C228 H22H 109.5 . . ?
C226 C229 H22I 109.5 . . ?
C226 C229 H22J 109.5 . . ?
H22I C229 H22J 109.5 . . ?
C226 C229 H22K 109.5 . . ?
H22I C229 H22K 109.5 . . ?
H22J C229 H22K 109.5 . . ?
N23 C231 C232 124.1(3) . . ?
N23 C231 H23A 117.9 . . ?
C232 C231 H23A 117.9 . . ?
C231 C232 C233 119.6(4) . . ?
C231 C232 H23B 120.2 . . ?
C233 C232 H23B 120.2 . . ?
C232 C233 C234 116.5(3) . . ?
C232 C233 C223 122.1(3) . . ?
C234 C233 C223 121.4(3) . . ?
C235 C234 C233 119.4(3) . . ?
C235 C234 H23C 120.3 . . ?
C233 C234 H23C 120.3 . . ?
N23 C235 C234 124.3(4) . . ?
N23 C235 H23D 117.8 . . ?
C234 C235 H23D 117.8 . . ?
C315 N31 C311 116.0(5) . . ?
C321 N32 C325 119.0(3) . . ?
C331 N33 C335 116.4(4) . . ?
N31 C311 C312 123.9(5) . . ?
N31 C311 H31A 118.1 . . ?
C312 C311 H31A 118.1 . . ?
C311 C312 C313 119.7(4) . . ?
C311 C312 H31B 120.1 . . ?
C313 C312 H31B 120.1 . . ?
C312 C313 C314 116.6(4) . . ?
C312 C313 C321 121.6(4) . . ?
C314 C313 C321 121.8(4) . . ?
C315 C314 C313 119.9(5) . . ?
C315 C314 H31C 120.1 . . ?
C313 C314 H31C 120.1 . . ?
N31 C315 C314 123.9(5) . . ?
N31 C315 H31D 118.1 . . ?
C314 C315 H31D 118.1 . . ?
N32 C321 C322 121.7(4) . . ?
N32 C321 C313 117.5(4) . . ?
C322 C321 C313 120.8(4) . . ?
C323 C322 C321 118.9(4) . . ?
C323 C322 H32A 120.6 . . ?
C321 C322 H32A 120.6 . . ?
C322 C323 C324 118.8(4) . . ?
C322 C323 C333 120.9(3) . . ?
C324 C323 C333 120.2(4) . . ?
C325 C324 C323 120.4(4) . . ?
C325 C324 H32B 119.8 . . ?
C323 C324 H32B 119.8 . . ?
N32 C325 C324 121.2(4) . . ?
N32 C325 C326 116.0(3) . . ?
C324 C325 C326 122.7(4) . . ?
C328 C326 C325 110.5(4) . . ?
C328 C326 C329 109.6(4) . . ?
C325 C326 C329 107.2(3) . . ?
C328 C326 C327 108.4(4) . . ?
C325 C326 C327 112.6(4) . . ?
C329 C326 C327 108.5(4) . . ?
C326 C327 H32C 109.5 . . ?
C326 C327 H32D 109.5 . . ?
H32C C327 H32D 109.5 . . ?
C326 C327 H32E 109.5 . . ?
H32C C327 H32E 109.5 . . ?
H32D C327 H32E 109.5 . . ?
C326 C328 H32F 109.5 . . ?
C326 C328 H32G 109.5 . . ?
H32F C328 H32G 109.5 . . ?
C326 C328 H32H 109.5 . . ?
H32F C328 H32H 109.5 . . ?
H32G C328 H32H 109.5 . . ?
C326 C329 H32I 109.5 . . ?
C326 C329 H32J 109.5 . . ?
H32I C329 H32J 109.5 . . ?
C326 C329 H32K 109.5 . . ?
H32I C329 H32K 109.5 . . ?
H32J C329 H32K 109.5 . . ?
N33 C331 C332 124.2(4) . . ?
N33 C331 H33A 117.9 . . ?
C332 C331 H33A 117.9 . . ?
C331 C332 C333 119.5(4) . . ?
C331 C332 H33B 120.3 . . ?
C333 C332 H33B 120.3 . . ?
C332 C333 C334 116.7(4) . . ?
C332 C333 C323 121.5(4) . . ?
C334 C333 C323 121.8(4) . . ?
C335 C334 C333 119.3(4) . . ?
C335 C334 H33C 120.3 . . ?
C333 C334 H33C 120.3 . . ?
N33 C335 C334 123.9(5) . . ?
N33 C335 H33D 118.0 . . ?
C334 C335 H33D 118.0 . . ?
C421 N42 C425 118.4(3) . . ?
C435 N43 C431 116.4(4) . . ?
C415 N41 C411 111.6(13) . . ?
N41 C411 C412 123.8(8) . . ?
N41 C411 H41A 118.1 . . ?
C412 C411 H41A 118.1 . . ?
C413 C412 C411 119.6(8) . . ?
C413 C412 H41B 120.2 . . ?
C411 C412 H41B 120.2 . . ?
C414 C413 C412 115.0(19) . . ?
C414 C413 C421 121.7(10) . . ?
C412 C413 C421 122.2(12) . . ?
C415 C414 C413 119.1(10) . . ?
C415 C414 H41C 120.5 . . ?
C413 C414 H41C 120.5 . . ?
N41 C415 C414 125.8(11) . . ?
N41 C415 H41D 117.1 . . ?
C414 C415 H41D 117.1 . . ?
C41E N41A C41A 106(2) . . ?
N41A C41A C41B 120.2(16) . . ?
N41A C41A H41E 119.9 . . ?
C41B C41A H41E 119.9 . . ?
C41A C41B C41C 120.0(19) . . ?
C41A C41B H41F 120.0 . . ?
C41C C41B H41F 120.0 . . ?
C41D C41C C41B 111(3) . . ?
C41D C41C C421 122(3) . . ?
C41B C41C C421 121(3) . . ?
C41C C41D C41E 120(2) . . ?
C41C C41D H41G 120.1 . . ?
C41E C41D H41G 120.1 . . ?
N41A C41E C41D 121(2) . . ?
N41A C41E H41H 119.4 . . ?
C41D C41E H41H 119.4 . . ?
N42 C421 C422 122.9(3) . . ?
N42 C421 C413 116.6(6) . . ?
C422 C421 C413 120.5(6) . . ?
N42 C421 C41C 116.1(10) . . ?
C422 C421 C41C 121.0(10) . . ?
C423 C422 C421 118.7(3) . . ?
C423 C422 H42A 120.6 . . ?
C421 C422 H42A 120.6 . . ?
C422 C423 C424 118.3(3) . . ?
C422 C423 C433 119.9(3) . . ?
C424 C423 C433 121.8(3) . . ?
C425 C424 C423 120.1(4) . . ?
C425 C424 H42B 119.9 . . ?
C423 C424 H42B 119.9 . . ?
N42 C425 C424 121.6(4) . . ?
N42 C425 C426 114.1(3) . . ?
C424 C425 C426 124.2(4) . . ?
C425 C426 C429 109.9(3) . . ?
C425 C426 C428 109.1(3) . . ?
C429 C426 C428 108.6(3) . . ?
C425 C426 C427 111.6(3) . . ?
C429 C426 C427 108.8(4) . . ?
C428 C426 C427 108.7(4) . . ?
C426 C427 H42C 109.5 . . ?
C426 C427 H42D 109.5 . . ?
H42C C427 H42D 109.5 . . ?
C426 C427 H42E 109.5 . . ?
H42C C427 H42E 109.5 . . ?
H42D C427 H42E 109.5 . . ?
C426 C428 H42F 109.5 . . ?
C426 C428 H42G 109.5 . . ?
H42F C428 H42G 109.5 . . ?
C426 C428 H42H 109.5 . . ?
H42F C428 H42H 109.5 . . ?
H42G C428 H42H 109.5 . . ?
C426 C429 H42I 109.5 . . ?
C426 C429 H42J 109.5 . . ?
H42I C429 H42J 109.5 . . ?
C426 C429 H42K 109.5 . . ?
H42I C429 H42K 109.5 . . ?
H42J C429 H42K 109.5 . . ?
N43 C431 C432 124.1(4) . . ?
N43 C431 H43A 118.0 . . ?
C432 C431 H43A 118.0 . . ?
C431 C432 C433 118.9(4) . . ?
C431 C432 H43B 120.5 . . ?
C433 C432 H43B 120.5 . . ?
C434 C433 C432 117.4(3) . . ?
C434 C433 C423 122.2(3) . . ?
C432 C433 C423 120.4(3) . . ?
C435 C434 C433 119.5(4) . . ?
C435 C434 H43C 120.3 . . ?
C433 C434 H43C 120.3 . . ?
N43 C435 C434 123.7(4) . . ?
N43 C435 H43D 118.2 . . ?
C434 C435 H43D 118.2 . . ?

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
C115 N11 C111 C112 -2.6(10) . . . . ?
N11 C111 C112 C113 1.4(11) . . . . ?
C111 C112 C113 C114 0.2(9) . . . . ?
C111 C112 C113 C121 -178.6(5) . . . . ?
C112 C113 C114 C115 -0.3(9) . . . . ?
C121 C113 C114 C115 178.5(6) . . . . ?
C111 N11 C115 C114 2.4(11) . . . . ?
C113 C114 C115 N11 -1.1(12) . . . . ?
C125 N12 C121 C122 -0.5(7) . . . . ?
C125 N12 C121 C113 -179.4(4) . . . . ?
C114 C113 C121 N12 17.5(7) . . . . ?
C112 C113 C121 N12 -163.8(4) . . . . ?
C114 C113 C121 C122 -161.4(5) . . . . ?
C112 C113 C121 C122 17.4(7) . . . . ?
N12 C121 C122 C123 0.9(7) . . . . ?
C113 C121 C122 C123 179.7(4) . . . . ?
C121 C122 C123 C124 -0.9(7) . . . . ?
C121 C122 C123 C133 180.0(4) . . . . ?
C122 C123 C124 C125 0.5(7) . . . . ?
C133 C123 C124 C125 179.6(4) . . . . ?
C121 N12 C125 C124 0.1(7) . . . . ?
C121 N12 C125 C126 -179.6(4) . . . . ?
C123 C124 C125 N12 -0.1(7) . . . . ?
C123 C124 C125 C126 179.5(4) . . . . ?
N12 C125 C126 C128 -179.6(4) . . . . ?
C124 C125 C126 C128 0.7(6) . . . . ?
N12 C125 C126 C129 59.0(5) . . . . ?
C124 C125 C126 C129 -120.7(5) . . . . ?
N12 C125 C126 C127 -58.5(5) . . . . ?
C124 C125 C126 C127 121.8(5) . . . . ?
C135 N13 C131 C132 0.9(7) . . . . ?
N13 C131 C132 C133 0.2(7) . . . . ?
C131 C132 C133 C134 -0.9(6) . . . . ?
C131 C132 C133 C123 177.0(4) . . . . ?
C122 C123 C133 C132 30.7(6) . . . . ?
C124 C123 C133 C132 -148.4(4) . . . . ?
C122 C123 C133 C134 -151.6(4) . . . . ?
C124 C123 C133 C134 29.3(6) . . . . ?
C132 C133 C134 C135 0.4(6) . . . . ?
C123 C133 C134 C135 -177.5(4) . . . . ?
C131 N13 C135 C134 -1.4(7) . . . . ?
C133 C134 C135 N13 0.8(8) . . . . ?
C215 N21 C211 C212 1.5(8) . . . . ?
N21 C211 C212 C213 -0.8(9) . . . . ?
C211 C212 C213 C214 -0.2(7) . . . . ?
C211 C212 C213 C221 179.6(5) . . . . ?
C212 C213 C214 C215 0.5(7) . . . . ?
C221 C213 C214 C215 -179.4(5) . . . . ?
C211 N21 C215 C214 -1.3(8) . . . . ?
C213 C214 C215 N21 0.3(9) . . . . ?
C225 N22 C221 C222 1.0(6) . . . . ?
C225 N22 C221 C213 -178.6(4) . . . . ?
C214 C213 C221 N22 -24.2(6) . . . . ?
C212 C213 C221 N22 155.9(4) . . . . ?
C214 C213 C221 C222 156.2(4) . . . . ?
C212 C213 C221 C222 -23.6(6) . . . . ?
N22 C221 C222 C223 -0.9(6) . . . . ?
C213 C221 C222 C223 178.6(4) . . . . ?
C221 C222 C223 C224 -0.1(6) . . . . ?
C221 C222 C223 C233 178.9(3) . . . . ?
C222 C223 C224 C225 1.1(6) . . . . ?
C233 C223 C224 C225 -177.9(4) . . . . ?
C221 N22 C225 C224 0.0(6) . . . . ?
C221 N22 C225 C226 176.6(3) . . . . ?
C223 C224 C225 N22 -1.0(6) . . . . ?
C223 C224 C225 C226 -177.4(4) . . . . ?
N22 C225 C226 C227 169.6(4) . . . . ?
C224 C225 C226 C227 -13.8(6) . . . . ?
N22 C225 C226 C229 47.8(5) . . . . ?
C224 C225 C226 C229 -135.6(4) . . . . ?
N22 C225 C226 C228 -70.0(5) . . . . ?
C224 C225 C226 C228 106.6(4) . . . . ?
C235 N23 C231 C232 -0.5(6) . . . . ?
N23 C231 C232 C233 -0.8(7) . . . . ?
C231 C232 C233 C234 2.2(6) . . . . ?
C231 C232 C233 C223 -177.0(4) . . . . ?
C224 C223 C233 C232 -157.9(4) . . . . ?
C222 C223 C233 C232 23.1(6) . . . . ?
C224 C223 C233 C234 23.0(6) . . . . ?
C222 C223 C233 C234 -156.0(4) . . . . ?
C232 C233 C234 C235 -2.3(6) . . . . ?
C223 C233 C234 C235 176.9(4) . . . . ?
C231 N23 C235 C234 0.3(6) . . . . ?
C233 C234 C235 N23 1.1(7) . . . . ?
C315 N31 C311 C312 -1.4(8) . . . . ?
N31 C311 C312 C313 1.4(9) . . . . ?
C311 C312 C313 C314 0.3(7) . . . . ?
C311 C312 C313 C321 179.6(5) . . . . ?
C312 C313 C314 C315 -1.7(7) . . . . ?
C321 C313 C314 C315 179.0(5) . . . . ?
C311 N31 C315 C314 -0.1(8) . . . . ?
C313 C314 C315 N31 1.7(9) . . . . ?
C325 N32 C321 C322 -0.9(6) . . . . ?
C325 N32 C321 C313 179.5(4) . . . . ?
C312 C313 C321 N32 -151.2(4) . . . . ?
C314 C313 C321 N32 28.1(6) . . . . ?
C312 C313 C321 C322 29.2(7) . . . . ?
C314 C313 C321 C322 -151.5(4) . . . . ?
N32 C321 C322 C323 1.2(6) . . . . ?
C313 C321 C322 C323 -179.2(4) . . . . ?
C321 C322 C323 C324 -0.7(7) . . . . ?
C321 C322 C323 C333 -178.1(4) . . . . ?
C322 C323 C324 C325 -0.2(6) . . . . ?
C333 C323 C324 C325 177.3(4) . . . . ?
C321 N32 C325 C324 -0.1(7) . . . . ?
C321 N32 C325 C326 -177.1(3) . . . . ?
C323 C324 C325 N32 0.6(6) . . . . ?
C323 C324 C325 C326 177.4(4) . . . . ?
N32 C325 C326 C328 -48.7(5) . . . . ?
C324 C325 C326 C328 134.3(4) . . . . ?
N32 C325 C326 C329 70.7(5) . . . . ?
C324 C325 C326 C329 -106.2(5) . . . . ?
N32 C325 C326 C327 -170.1(4) . . . . ?
C324 C325 C326 C327 13.0(6) . . . . ?
C335 N33 C331 C332 0.3(7) . . . . ?
N33 C331 C332 C333 1.1(7) . . . . ?
C331 C332 C333 C334 -2.1(6) . . . . ?
C331 C332 C333 C323 176.4(4) . . . . ?
C322 C323 C333 C332 -22.6(6) . . . . ?
C324 C323 C333 C332 160.0(4) . . . . ?
C322 C323 C333 C334 155.8(4) . . . . ?
C324 C323 C333 C334 -21.6(6) . . . . ?
C332 C333 C334 C335 1.8(6) . . . . ?
C323 C333 C334 C335 -176.7(4) . . . . ?
C331 N33 C335 C334 -0.5(7) . . . . ?
C333 C334 C335 N33 -0.5(7) . . . . ?
C415 N41 C411 C412 21(3) . . . . ?
N41 C411 C412 C413 -5(4) . . . . ?
C411 C412 C413 C414 -14(6) . . . . ?
C411 C412 C413 C421 178(4) . . . . ?
C412 C413 C414 C415 14(6) . . . . ?
C421 C413 C414 C415 -178(4) . . . . ?
C411 N41 C415 C414 -21(3) . . . . ?
C413 C414 C415 N41 4(4) . . . . ?
C41E N41A C41A C41B -44(4) . . . . ?
N41A C41A C41B C41C 11(7) . . . . ?
C41A C41B C41C C41D 24(12) . . . . ?
C41A C41B C41C C421 177(6) . . . . ?
C41B C41C C41D C41E -23(12) . . . . ?
C421 C41C C41D C41E -176(7) . . . . ?
C41A N41A C41E C41D 45(5) . . . . ?
C41C C41D C41E N41A -13(8) . . . . ?
C425 N42 C421 C422 0.5(6) . . . . ?
C425 N42 C421 C413 179(3) . . . . ?
C425 N42 C421 C41C 178(6) . . . . ?
C414 C413 C421 N42 -3(7) . . . . ?
C412 C413 C421 N42 164(4) . . . . ?
C414 C413 C421 C422 175(4) . . . . ?
C412 C413 C421 C422 -17(7) . . . . ?
C41D C41C C421 N42 -18(13) . . . . ?
C41B C41C C421 N42 -168(7) . . . . ?
C41D C41C C421 C422 160(7) . . . . ?
C41B C41C C421 C422 10(13) . . . . ?
N42 C421 C422 C423 -0.2(6) . . . . ?
C413 C421 C422 C423 -179(3) . . . . ?
C41C C421 C422 C423 -178(6) . . . . ?
C421 C422 C423 C424 0.0(7) . . . . ?
C421 C422 C423 C433 178.6(3) . . . . ?
C422 C423 C424 C425 -0.1(7) . . . . ?
C433 C423 C424 C425 -178.7(4) . . . . ?
C421 N42 C425 C424 -0.6(7) . . . . ?
C421 N42 C425 C426 180.0(3) . . . . ?
C423 C424 C425 N42 0.4(7) . . . . ?
C423 C424 C425 C426 179.8(4) . . . . ?
N42 C425 C426 C429 59.5(5) . . . . ?
C424 C425 C426 C429 -119.9(5) . . . . ?
N42 C425 C426 C428 -59.5(5) . . . . ?
C424 C425 C426 C428 121.1(5) . . . . ?
N42 C425 C426 C427 -179.6(4) . . . . ?
C424 C425 C426 C427 0.9(7) . . . . ?
C435 N43 C431 C432 -1.5(6) . . . . ?
N43 C431 C432 C433 0.2(6) . . . . ?
C431 C432 C433 C434 0.4(5) . . . . ?
C431 C432 C433 C423 -177.4(4) . . . . ?
C422 C423 C433 C434 151.4(4) . . . . ?
C424 C423 C433 C434 -30.0(6) . . . . ?
C422 C423 C433 C432 -30.9(6) . . . . ?
C424 C423 C433 C432 147.6(4) . . . . ?
C432 C433 C434 C435 0.3(6) . . . . ?
C423 C433 C434 C435 178.0(4) . . . . ?
C431 N43 C435 C434 2.2(7) . . . . ?
C433 C434 C435 N43 -1.7(7) . . . . ?

_refine_diff_density_max         0.678
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.073

