# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_cm258cms
_database_code_depnum_ccdc_archive 'CCDC 2205413'
loop_
_audit_author_name
_audit_author_address
'Jeffrey Petersen'
;West Virginia University
United States of America
;
_audit_update_record             
;
2022-09-05 deposited with the CCDC.	2022-09-23 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_cm258cms            
;
PROBLEM: Hirshfeld Test Diff for    C13      --C14      .        7.2 s.u.
RESPONSE: The large difference in anisotropic displacement parameters are likely due to unresolved disorder
;
# Added during the CSD deposition process: Monday 05 September 2022 05:39 PM
# end Validation Reply Form

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H36 N6 O Zr'
_chemical_formula_iupac          ?
_chemical_formula_weight         683.95

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   14.9235(18)
_cell_length_b                   14.2433(16)
_cell_length_c                   14.793(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.565(5)
_cell_angle_gamma                90
_cell_volume                     3144.2(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7332
_cell_measurement_theta_min      3.0620
_cell_measurement_theta_max      27.4450
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.264
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.058
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1416

_exptl_absorpt_coefficient_mu    0.392
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              'fine focus sealed tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Triumph

_diffrn_measurement_device_type  'Bruker AXS D8 Venture fixed chi'
_diffrn_measurement_method       'omega scan, PHOTON 100 CMOS'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            30538
_diffrn_reflns_av_R_equivalents  0.0830
_diffrn_reflns_av_unetI/netI     0.1009
_diffrn_reflns_theta_min         3.08
_diffrn_reflns_theta_max         27.81
_diffrn_reflns_theta_full        27.81
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             7289
_reflns_number_gt                4482
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1329
_refine_ls_R_factor_gt           0.0679
_refine_ls_wR_factor_gt          0.1382
_refine_ls_wR_factor_ref         0.1678
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.032
_refine_ls_number_reflns         7289
_refine_ls_number_parameters     415
_refine_ls_number_restraints     5
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    riding
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0542P)²+14.0986P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.379
_refine_diff_density_min         -1.012
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Zr Zr -2.9673 0.5597 '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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr Zr1 0.29864(3) 0.40300(3) 0.67012(3) 0.01805(14) Uani d . . . 1 . .
N N1 0.4322(3) 0.3730(3) 0.7212(3) 0.0258(10) Uani d . . . 1 . .
N N2 0.3334(3) 0.5049(3) 0.7910(2) 0.0222(9) Uani d . . . 1 . .
N N3 0.3098(3) 0.2540(3) 0.6263(3) 0.0355(12) Uani d . . . 1 . .
N N4 0.3653(3) 0.3950(3) 0.5251(3) 0.0295(10) Uani d . . . 1 . .
N N5 0.2671(3) 0.5409(3) 0.6164(3) 0.0211(9) Uani d . . . 1 . .
N N6 0.1789(3) 0.3905(3) 0.5633(3) 0.0200(9) Uani d . . . 1 . .
C C1 0.4949(4) 0.3087(4) 0.6995(4) 0.0381(14) Uani d . . . 1 . .
H H1 0.4884 0.2624 0.6537 0.046 Uiso calc U . R 1 . .
C C2 0.5692(4) 0.3201(4) 0.7533(5) 0.0443(16) Uani d . . . 1 . .
H H2 0.6221 0.2831 0.7517 0.053 Uiso calc U . R 1 . .
C C3 0.5535(4) 0.3948(4) 0.8103(4) 0.0392(14) Uani d . . . 1 . .
H H3 0.5932 0.4198 0.8547 0.047 Uiso calc U . R 1 . .
C C4 0.4697(4) 0.4254(3) 0.7898(3) 0.0256(12) Uani d . . . 1 . .
C C5 0.4166(3) 0.4983(3) 0.8258(3) 0.0246(11) Uani d . . . 1 . .
C C6 0.4455(4) 0.5605(4) 0.8923(4) 0.0369(14) Uani d . . . 1 . .
H H6 0.5044 0.5553 0.9168 0.044 Uiso calc U . R 1 . .
C C7 0.3899(4) 0.6283(5) 0.9222(4) 0.0448(17) Uani d . . . 1 . .
H H7 0.4094 0.6711 0.9676 0.054 Uiso calc U . R 1 . .
C C8 0.3046(4) 0.6349(4) 0.8865(4) 0.0423(16) Uani d . . . 1 . .
H H8 0.2643 0.6816 0.9069 0.051 Uiso calc U . R 1 . .
C C9 0.2796(4) 0.5726(4) 0.8209(3) 0.0303(12) Uani d . . . 1 . .
H H9 0.2211 0.5777 0.7954 0.036 Uiso calc U . R 1 . .
C C10 0.2869(4) 0.1722(4) 0.6631(5) 0.0461(17) Uani d . . . 1 . .
H H10 0.2626 0.1621 0.7214 0.055 Uiso calc U . R 1 . .
C C11 0.3066(4) 0.1028(4) 0.5965(4) 0.0379(14) Uani d . . . 1 . .
H H11 0.2971 0.0373 0.6037 0.045 Uiso calc U . R 1 . .
C C12 0.3404(4) 0.1431(4) 0.5224(5) 0.0429(15) Uani d . . . 1 . .
H H12 0.3582 0.1119 0.4687 0.051 Uiso calc U . R 1 . .
C C13 0.3445(4) 0.2384(4) 0.5386(4) 0.0370(15) Uani d . . . 1 . .
C C14 0.3731(4) 0.3123(4) 0.4861(4) 0.0355(14) Uani d . . . 1 . .
C C15 0.4090(4) 0.3035(5) 0.3965(4) 0.0399(15) Uani d . . . 1 . .
H H15 0.4163 0.244 0.3685 0.048 Uiso calc U . R 1 . .
C C16 0.4315(4) 0.3834(5) 0.3543(5) 0.0493(17) Uani d . . . 1 . .
H H16 0.4543 0.3792 0.2947 0.059 Uiso calc U . R 1 . .
C C17 0.4236(4) 0.4687(5) 0.3913(4) 0.0404(15) Uani d . . . 1 . .
H H17 0.4398 0.5241 0.3596 0.048 Uiso calc U . R 1 . .
C C18 0.3911(3) 0.4715(4) 0.4768(4) 0.0343(14) Uani d . . . 1 . .
H H18 0.3861 0.5313 0.5048 0.041 Uiso calc U . R 1 . .
C C19 0.3091(4) 0.6253(4) 0.6243(4) 0.0345(13) Uani d . . . 1 . .
H H19 0.3557 0.6387 0.6666 0.041 Uiso calc U . R 1 . .
C C20 0.2757(5) 0.6873(5) 0.5644(5) 0.0560(19) Uani d . . . 1 . .
H H20 0.2933 0.7511 0.5581 0.067 Uiso calc U . R 1 . .
C C21 0.2102(5) 0.6405(5) 0.5127(5) 0.056(2) Uani d . . . 1 . .
H H21 0.1746 0.6657 0.4649 0.068 Uiso calc U . R 1 . .
C C22 0.2085(4) 0.5504(4) 0.5459(4) 0.0317(13) Uani d . . . 1 . .
C C23 0.1584(4) 0.4687(4) 0.5184(3) 0.0268(12) Uani d . . . 1 . .
C C24 0.0941(4) 0.4688(5) 0.4501(4) 0.0467(17) Uani d . . . 1 . .
H H24 0.081 0.5246 0.4174 0.056 Uiso calc U . R 1 . .
C C25 0.0500(4) 0.3879(5) 0.4306(4) 0.0473(17) Uani d . . . 1 . .
H H25 0.0043 0.3871 0.3855 0.057 Uiso calc U . R 1 . .
C C26 0.0714(4) 0.3081(4) 0.4758(4) 0.0384(14) Uani d . . . 1 . .
H H26 0.042 0.2506 0.462 0.046 Uiso calc U . R 1 . .
C C27 0.1356(4) 0.3120(4) 0.5408(4) 0.0327(13) Uani d . . . 1 . .
H H27 0.1506 0.2558 0.5721 0.039 Uiso calc U . R 1 . .
C C28 0.1930(3) 0.3426(4) 0.7633(4) 0.0313(13) Uani d . . . 1 . .
H H28A 0.154 0.2998 0.7278 0.038 Uiso calc U . R 1 . .
H H28B 0.2233 0.3048 0.8106 0.038 Uiso calc U . R 1 . .
C C29 0.1363(4) 0.4131(4) 0.8074(3) 0.0327(13) Uani d . . . 1 . .
C C30 0.1475(4) 0.4326(5) 0.8990(4) 0.0464(17) Uani d . . . 1 . .
H H30 0.1885 0.3963 0.9339 0.056 Uiso calc U . R 1 . .
C C31 0.1009(5) 0.5026(6) 0.9394(4) 0.059(2) Uani d . . . 1 . .
H H31 0.1099 0.5147 1.002 0.07 Uiso calc U . R 1 . .
C C32 0.0407(5) 0.5562(5) 0.8906(5) 0.058(2) Uani d . . . 1 . .
H H32 0.0095 0.6062 0.9188 0.07 Uiso calc U . R 1 . .
C C33 0.0264(5) 0.5366(4) 0.8011(4) 0.0454(16) Uani d . . . 1 . .
H H33 -0.0163 0.5717 0.767 0.055 Uiso calc U . R 1 . .
C C34 0.0738(4) 0.4661(4) 0.7610(4) 0.0308(12) Uani d . . . 1 . .
H H34 0.0633 0.4531 0.6988 0.037 Uiso calc U . R 1 . .
O O1 0.1153(4) 0.6669(6) 0.3092(4) 0.098(2) Uani d . . D 1 . .
C C35 0.1864(6) 0.6189(6) 0.2765(5) 0.085(3) Uani d . . D 1 . .
H H35A 0.1894 0.5557 0.3044 0.102 Uiso calc U . R 1 . .
H H35B 0.2427 0.6526 0.2912 0.102 Uiso calc U . R 1 . .
C C36 0.1756(6) 0.6107(6) 0.1805(5) 0.089(3) Uani d . . D 1 . .
H H36A 0.1624 0.5447 0.1639 0.106 Uiso calc U . R 1 . .
H H36B 0.2314 0.6299 0.15 0.106 Uiso calc U . R 1 . .
C C37 0.0994(4) 0.6732(5) 0.1511(5) 0.0574(19) Uani d . . D 1 . .
H H37A 0.0469 0.6361 0.1306 0.069 Uiso calc U . R 1 . .
H H37B 0.1177 0.7163 0.1021 0.069 Uiso calc U . R 1 . .
C C38 0.0796(5) 0.7265(5) 0.2377(6) 0.092(4) Uani d . . D 1 . .
H H38A 0.1095 0.7885 0.2379 0.111 Uiso calc U . R 1 . .
H H38B 0.0143 0.7359 0.2448 0.111 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zr1 N1 . 2.167(4) ?
Zr1 N5 . 2.168(4) ?
Zr1 N3 . 2.225(4) ?
Zr1 C28 . 2.274(5) ?
Zr1 N2 . 2.357(4) ?
Zr1 N4 . 2.377(4) ?
Zr1 N6 . 2.380(4) ?
N1 C1 . 1.350(7) ?
N1 C4 . 1.375(6) ?
N2 C9 . 1.333(7) ?
N2 C5 . 1.342(6) ?
N3 C10 . 1.332(7) ?
N3 C13 . 1.419(8) ?
N4 C14 . 1.317(7) ?
N4 C18 . 1.361(7) ?
N5 C19 . 1.361(6) ?
N5 C22 . 1.362(6) ?
N6 C23 . 1.332(6) ?
N6 C27 . 1.333(6) ?
C1 C2 . 1.367(8) ?
C2 C3 . 1.380(8) ?
C3 C4 . 1.356(8) ?
C4 C5 . 1.414(7) ?
C5 C6 . 1.389(7) ?
C6 C7 . 1.351(9) ?
C7 C8 . 1.376(9) ?
C8 C9 . 1.363(7) ?
C10 C11 . 1.428(9) ?
C11 C12 . 1.340(9) ?
C12 C13 . 1.380(8) ?
C13 C14 . 1.377(9) ?
C14 C15 . 1.440(8) ?
C15 C16 . 1.342(9) ?
C16 C17 . 1.337(9) ?
C17 C18 . 1.359(8) ?
C19 C20 . 1.344(8) ?
C20 C21 . 1.404(9) ?
C21 C22 . 1.375(8) ?
C22 C23 . 1.439(7) ?
C23 C24 . 1.387(7) ?
C24 C25 . 1.356(9) ?
C25 C26 . 1.355(8) ?
C26 C27 . 1.352(7) ?
C28 C29 . 1.470(8) ?
C29 C34 . 1.378(8) ?
C29 C30 . 1.391(8) ?
C30 C31 . 1.357(10) ?
C31 C32 . 1.378(11) ?
C32 C33 . 1.367(9) ?
C33 C34 . 1.368(8) ?
O1 C35 . 1.356(7) ?
O1 C38 . 1.453(7) ?
C35 C36 . 1.434(8) ?
C36 C37 . 1.505(7) ?
C37 C38 . 1.521(7) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Zr1 N5 . . 120.13(15) ?
N1 Zr1 N3 . . 80.93(15) ?
N5 Zr1 N3 . . 140.66(16) ?
N1 Zr1 C28 . . 110.81(18) ?
N5 Zr1 C28 . . 114.53(18) ?
N3 Zr1 C28 . . 82.6(2) ?
N1 Zr1 N2 . . 70.27(15) ?
N5 Zr1 N2 . . 76.45(14) ?
N3 Zr1 N2 . . 142.34(16) ?
C28 Zr1 N2 . . 85.50(17) ?
N1 Zr1 N4 . . 85.04(15) ?
N5 Zr1 N4 . . 78.69(15) ?
N3 Zr1 N4 . . 70.01(18) ?
C28 Zr1 N4 . . 145.91(18) ?
N2 Zr1 N4 . . 128.58(14) ?
N1 Zr1 N6 . . 153.95(15) ?
N5 Zr1 N6 . . 70.47(14) ?
N3 Zr1 N6 . . 78.05(14) ?
C28 Zr1 N6 . . 81.57(16) ?
N2 Zr1 N6 . . 135.06(14) ?
N4 Zr1 N6 . . 73.45(13) ?
C1 N1 C4 . . 105.4(4) ?
C1 N1 Zr1 . . 133.5(4) ?
C4 N1 Zr1 . . 121.0(3) ?
C9 N2 C5 . . 118.7(4) ?
C9 N2 Zr1 . . 124.7(3) ?
C5 N2 Zr1 . . 116.4(3) ?
C10 N3 C13 . . 109.5(5) ?
C10 N3 Zr1 . . 134.0(5) ?
C13 N3 Zr1 . . 116.4(4) ?
C14 N4 C18 . . 117.4(5) ?
C14 N4 Zr1 . . 118.5(4) ?
C18 N4 Zr1 . . 124.0(3) ?
C19 N5 C22 . . 105.6(4) ?
C19 N5 Zr1 . . 132.2(3) ?
C22 N5 Zr1 . . 120.4(3) ?
C23 N6 C27 . . 118.0(4) ?
C23 N6 Zr1 . . 115.9(3) ?
C27 N6 Zr1 . . 126.0(3) ?
N1 C1 C2 . . 110.0(5) ?
C1 C2 C3 . . 107.8(5) ?
C4 C3 C2 . . 105.9(5) ?
C3 C4 N1 . . 111.0(5) ?
C3 C4 C5 . . 132.1(5) ?
N1 C4 C5 . . 116.9(4) ?
N2 C5 C6 . . 120.5(5) ?
N2 C5 C4 . . 115.2(4) ?
C6 C5 C4 . . 124.3(5) ?
C7 C6 C5 . . 120.0(6) ?
C6 C7 C8 . . 119.5(5) ?
C9 C8 C7 . . 118.4(6) ?
N2 C9 C8 . . 123.0(5) ?
N3 C10 C11 . . 105.5(6) ?
C12 C11 C10 . . 110.5(5) ?
C11 C12 C13 . . 107.2(6) ?
C14 C13 C12 . . 131.8(6) ?
C14 C13 N3 . . 120.9(5) ?
C12 C13 N3 . . 107.3(6) ?
N4 C14 C13 . . 114.0(5) ?
N4 C14 C15 . . 121.0(6) ?
C13 C14 C15 . . 124.9(5) ?
C16 C15 C14 . . 116.8(6) ?
C17 C16 C15 . . 123.8(6) ?
C16 C17 C18 . . 116.2(6) ?
C17 C18 N4 . . 124.7(6) ?
C20 C19 N5 . . 110.9(5) ?
C19 C20 C21 . . 107.4(5) ?
C22 C21 C20 . . 105.3(5) ?
N5 C22 C21 . . 110.7(5) ?
N5 C22 C23 . . 117.7(4) ?
C21 C22 C23 . . 131.7(5) ?
N6 C23 C24 . . 121.2(5) ?
N6 C23 C22 . . 114.8(4) ?
C24 C23 C22 . . 124.0(5) ?
C25 C24 C23 . . 119.0(6) ?
C26 C25 C24 . . 119.8(5) ?
C27 C26 C25 . . 118.6(5) ?
N6 C27 C26 . . 123.4(5) ?
C29 C28 Zr1 . . 114.6(4) ?
C34 C29 C30 . . 116.8(6) ?
C34 C29 C28 . . 122.8(5) ?
C30 C29 C28 . . 120.3(5) ?
C31 C30 C29 . . 121.2(7) ?
C30 C31 C32 . . 120.7(6) ?
C33 C32 C31 . . 119.2(7) ?
C32 C33 C34 . . 119.6(7) ?
C33 C34 C29 . . 122.4(5) ?
C35 O1 C38 . . 108.6(6) ?
O1 C35 C36 . . 108.2(7) ?
C35 C36 C37 . . 108.4(6) ?
C36 C37 C38 . . 101.8(5) ?
O1 C38 C37 . . 104.4(5) ?



_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Light-sensitive
####################################################################### 
# 
# 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_cm263cms
_database_code_depnum_ccdc_archive 'CCDC 2205414'
loop_
_audit_author_name
_audit_author_address
'Jeffrey Petersen'
;West Virginia University
United States of America
;
_audit_update_record             
;
2022-09-05 deposited with the CCDC.	2022-09-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H28 N8 Zr'
_chemical_formula_iupac          ?
_chemical_formula_weight         663.88

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   16.8714(10)
_cell_length_b                   10.2281(6)
_cell_length_c                   17.3048(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.228(2)
_cell_angle_gamma                90
_cell_volume                     2881.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9852
_cell_measurement_theta_min      3.1438
_cell_measurement_theta_max      35.0160
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            'intense yellow'
_exptl_crystal_size_max          0.478
_exptl_crystal_size_mid          0.226
_exptl_crystal_size_min          0.138
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1360

_exptl_absorpt_coefficient_mu    0.425
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_T_max  0.94

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              'fine focus sealed tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  Triumph

_diffrn_measurement_device_type  'Bruker AXS D8 Venture fixed chi'
_diffrn_measurement_method       'omega scan, PHOTON 100 CMOS'

_diffrn_detector_area_resol_mean 10.4167

_diffrn_reflns_number            37805
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_theta_min         3.14
_diffrn_reflns_theta_max         35.07
_diffrn_reflns_theta_full        35.07
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27

_refine_special_details          
;
;

_reflns_number_total             6356
_reflns_number_gt                5707
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_gt          0.0672
_refine_ls_wR_factor_ref         0.0705
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_number_reflns         6356
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    riding
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0282P)²+3.3250P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.532
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr Zr1 0.5 0.68395(2) 0.75 0.01005(4) Uani d T P S 1 . .
N N3 0.59951(5) 0.75853(9) 0.69825(5) 0.01383(15) Uani d . . . 1 . .
N N2 0.54846(5) 0.49389(9) 0.69509(5) 0.01315(14) Uani d . . . 1 . .
N N1 0.40686(5) 0.61759(9) 0.64042(5) 0.01346(15) Uani d . . . 1 . .
N N4 0.56062(5) 0.87794(9) 0.81935(5) 0.01286(14) Uani d . . . 1 . .
C C5 0.49890(6) 0.44512(10) 0.62640(6) 0.01364(16) Uani d . . . 1 . .
C C1 0.32866(6) 0.65893(11) 0.60347(6) 0.01578(18) Uani d . . . 1 . .
H H1 0.3031 0.7338 0.6189 0.019 Uiso calc U . R 1 . .
C C3 0.35030(7) 0.47916(11) 0.53825(6) 0.01649(18) Uani d . . . 1 . .
H H3 0.3435 0.4081 0.5017 0.02 Uiso calc U . R 1 . .
C C10 0.62681(7) 0.72225(11) 0.63358(7) 0.01663(18) Uani d . . . 1 . .
H H10 0.6162 0.64 0.6074 0.02 Uiso calc U . R 1 . .
C C4 0.41972(6) 0.50736(10) 0.59977(6) 0.01323(16) Uani d . . . 1 . .
C C13 0.62933(6) 0.88378(11) 0.71762(6) 0.01478(17) Uani d . . . 1 . .
C C14 0.61242(6) 0.94510(10) 0.78663(6) 0.01471(17) Uani d . . . 1 . .
C C2 0.29207(6) 0.57677(11) 0.54076(6) 0.01681(18) Uani d . . . 1 . .
H H2 0.2383 0.5846 0.5062 0.02 Uiso calc U . R 1 . .
C C9 0.62336(6) 0.44015(11) 0.72382(7) 0.01629(18) Uani d . . . 1 . .
H H9 0.6578 0.4728 0.7725 0.02 Uiso calc U . R 1 . .
C C8 0.65220(7) 0.33954(11) 0.68542(7) 0.0191(2) Uani d . . . 1 . .
H H8 0.7053 0.3036 0.7075 0.023 Uiso calc U . R 1 . .
C C18 0.54472(7) 0.92447(11) 0.88665(6) 0.01691(18) Uani d . . . 1 . .
H H18 0.5097 0.8755 0.9107 0.02 Uiso calc U . R 1 . .
C C15 0.64743(7) 1.06367(12) 0.81949(7) 0.0210(2) Uani d . . . 1 . .
H H15 0.6836 1.1102 0.7956 0.025 Uiso calc U . R 1 . .
C C11 0.67212(7) 0.82189(12) 0.61154(7) 0.01817(19) Uani d . . . 1 . .
H H11 0.6974 0.8203 0.5685 0.022 Uiso calc U . R 1 . .
C C12 0.67345(7) 0.92563(12) 0.66495(7) 0.01825(19) Uani d . . . 1 . .
H H12 0.6994 1.0081 0.665 0.022 Uiso calc U . R 1 . .
C C6 0.52467(7) 0.34429(11) 0.58426(7) 0.0194(2) Uani d . . . 1 . .
H H6 0.4893 0.3123 0.5358 0.023 Uiso calc U . R 1 . .
C C7 0.60216(8) 0.29155(12) 0.61378(8) 0.0222(2) Uani d . . . 1 . .
H H7 0.621 0.2236 0.5856 0.027 Uiso calc U . R 1 . .
C C17 0.57725(8) 1.04030(12) 0.92208(7) 0.0216(2) Uani d . . . 1 . .
H H17 0.5648 1.0705 0.9695 0.026 Uiso calc U . R 1 . .
C C16 0.62860(8) 1.11187(12) 0.88698(8) 0.0233(2) Uani d . . . 1 . .
H H16 0.6505 1.1932 0.9093 0.028 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zr1 N1 2_656 2.2272(9) ?
Zr1 N1 . 2.2272(9) ?
Zr1 N3 2_656 2.2344(9) ?
Zr1 N3 . 2.2344(9) ?
Zr1 N2 2_656 2.3996(9) ?
Zr1 N2 . 2.3996(9) ?
Zr1 N4 . 2.4039(9) ?
Zr1 N4 2_656 2.4039(9) ?
N3 C10 . 1.3685(13) ?
N3 C13 . 1.3849(14) ?
N2 C9 . 1.3476(13) ?
N2 C5 . 1.3561(13) ?
N1 C1 . 1.3731(13) ?
N1 C4 . 1.3760(13) ?
N4 C14 . 1.3477(13) ?
N4 C18 . 1.3486(13) ?
C5 C6 . 1.3967(15) ?
C5 C4 . 1.4418(14) ?
C1 C2 . 1.3831(15) ?
C3 C4 . 1.3904(14) ?
C3 C2 . 1.4092(16) ?
C10 C11 . 1.3863(15) ?
C13 C12 . 1.3872(15) ?
C13 C14 . 1.4423(15) ?
C14 C15 . 1.4024(15) ?
C9 C8 . 1.3810(15) ?
C8 C7 . 1.3930(18) ?
C18 C17 . 1.3798(16) ?
C15 C16 . 1.3793(18) ?
C11 C12 . 1.4034(17) ?
C6 C7 . 1.3821(17) ?
C17 C16 . 1.3899(18) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Zr1 N1 2_656 . 144.52(5) ?
N1 Zr1 N3 2_656 2_656 101.49(3) ?
N1 Zr1 N3 . 2_656 90.51(3) ?
N1 Zr1 N3 2_656 . 90.51(3) ?
N1 Zr1 N3 . . 101.49(3) ?
N3 Zr1 N3 2_656 . 140.07(5) ?
N1 Zr1 N2 2_656 2_656 69.73(3) ?
N1 Zr1 N2 . 2_656 81.53(3) ?
N3 Zr1 N2 2_656 2_656 75.40(3) ?
N3 Zr1 N2 . 2_656 143.64(3) ?
N1 Zr1 N2 2_656 . 81.53(3) ?
N1 Zr1 N2 . . 69.73(3) ?
N3 Zr1 N2 2_656 . 143.64(3) ?
N3 Zr1 N2 . . 75.39(3) ?
N2 Zr1 N2 2_656 . 71.79(4) ?
N1 Zr1 N4 2_656 . 73.38(3) ?
N1 Zr1 N4 . . 142.10(3) ?
N3 Zr1 N4 2_656 . 77.52(3) ?
N3 Zr1 N4 . . 69.66(3) ?
N2 Zr1 N4 2_656 . 127.99(3) ?
N2 Zr1 N4 . . 136.20(3) ?
N1 Zr1 N4 2_656 2_656 142.10(3) ?
N1 Zr1 N4 . 2_656 73.38(3) ?
N3 Zr1 N4 2_656 2_656 69.66(3) ?
N3 Zr1 N4 . 2_656 77.53(3) ?
N2 Zr1 N4 2_656 2_656 136.21(3) ?
N2 Zr1 N4 . 2_656 127.99(3) ?
N4 Zr1 N4 . 2_656 68.74(4) ?
C10 N3 C13 . . 105.65(9) ?
C10 N3 Zr1 . . 133.22(7) ?
C13 N3 Zr1 . . 118.84(7) ?
C9 N2 C5 . . 118.41(9) ?
C9 N2 Zr1 . . 124.64(7) ?
C5 N2 Zr1 . . 116.70(7) ?
C1 N1 C4 . . 105.99(8) ?
C1 N1 Zr1 . . 132.80(7) ?
C4 N1 Zr1 . . 120.95(7) ?
C14 N4 C18 . . 118.75(9) ?
C14 N4 Zr1 . . 116.66(7) ?
C18 N4 Zr1 . . 124.57(7) ?
N2 C5 C6 . . 121.63(10) ?
N2 C5 C4 . . 115.08(9) ?
C6 C5 C4 . . 123.26(10) ?
N1 C1 C2 . . 110.76(9) ?
C4 C3 C2 . . 106.46(9) ?
N3 C10 C11 . . 110.73(10) ?
N1 C4 C3 . . 110.31(9) ?
N1 C4 C5 . . 117.11(9) ?
C3 C4 C5 . . 132.58(10) ?
N3 C13 C12 . . 110.48(10) ?
N3 C13 C14 . . 117.67(9) ?
C12 C13 C14 . . 131.83(10) ?
N4 C14 C15 . . 121.40(10) ?
N4 C14 C13 . . 114.67(9) ?
C15 C14 C13 . . 123.92(10) ?
C1 C2 C3 . . 106.47(9) ?
N2 C9 C8 . . 122.77(10) ?
C9 C8 C7 . . 118.88(10) ?
N4 C18 C17 . . 122.72(11) ?
C16 C15 C14 . . 119.09(11) ?
C10 C11 C12 . . 106.81(9) ?
C13 C12 C11 . . 106.31(10) ?
C7 C6 C5 . . 119.29(11) ?
C6 C7 C8 . . 118.99(11) ?
C18 C17 C16 . . 118.61(11) ?
C15 C16 C17 . . 119.37(11) ?



_exptl_crystal_preparation       Luminescent
