# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_BIP_diimine_methoxy
_database_code_depnum_ccdc_archive 'CCDC 2094827'
loop_
_audit_author_name
_audit_author_address
'Thomas L. Groy'
;Arizona State University
United States of America
;
_audit_update_record             
;
2021-07-06 deposited with the CCDC.	2021-08-23 downloaded from the CCDC.
;
_chemical_name_systematic        
4,7-Di-(4-methoxyphenyliminomethyl)-2-(3?,5?-di-tert-butyl-2?-hydroxyphenyl)benzimidazole
_chemical_name_common            ?
_chemical_formula_moiety         'C37 H40 N4 O3'
_chemical_formula_sum            'C37 H40 N4 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         588.73

_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                   33.507(8)
_cell_length_b                   7.0694(18)
_cell_length_c                   32.051(12)
_cell_angle_alpha                90
_cell_angle_beta                 120.434(4)
_cell_angle_gamma                90
_cell_volume                     6546.(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2089
_cell_measurement_theta_min      2.5432
_cell_measurement_theta_max      25.0077
_cell_measurement_temperature    123.00(10)

_exptl_crystal_description       'thin needle'
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_size_max          0.884
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.026
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2512

_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  1.00

_exptl_special_details           
;
;

_diffrn_ambient_temperature      123.00(10)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'sealed tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker Smart APEX Diffractometer'
_diffrn_measurement_method       'ω and φ scans'

_diffrn_detector_area_resol_mean 8.3330

_diffrn_reflns_number            25976
_diffrn_reflns_av_R_equivalents  0.1068
_diffrn_reflns_av_unetI/netI     0.0931
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         25.52
_diffrn_reflns_theta_full        25.52
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38

_refine_special_details          
;
;

_reflns_number_total             6081
_reflns_number_gt                3963
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1239
_refine_ls_R_factor_gt           0.0791
_refine_ls_wR_factor_gt          0.1517
_refine_ls_wR_factor_ref         0.1696
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_number_reflns         6081
_refine_ls_number_parameters     406
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0520P)²+5.4931P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.201
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2015.5.1.3'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2014)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2014)'
_computing_structure_solution    'SHELXTL XT-2014/4'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XShell ver. 6.3.1 (Bruker AXS, 2004)'
_computing_publication_material  'Bruker APEX2 v2014.11-0 (Bruker-AXS, 2014)'

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
O O1 0.32628(7) 0.6581(3) 0.44946(7) 0.0316(6) Uani d . . . 1 . .
H H1 0.2993 0.6377 0.444 0.047 Uiso calc U . R 1 . .
O O2 0.29586(8) 0.3844(3) 0.80170(7) 0.0357(6) Uani d . . . 1 . .
O O3 0.08408(9) 0.5875(3) 0.14933(8) 0.0457(7) Uani d . . . 1 . .
N N1 0.26040(8) 0.5534(3) 0.46536(8) 0.0245(6) Uani d . . . 1 . .
N N2 0.27580(8) 0.5040(3) 0.54055(8) 0.0224(6) Uani d . . . 1 . .
H H2 0.2914 0.4989 0.5724 0.027 Uiso calc U . R 1 . .
N N3 0.24794(9) 0.4110(3) 0.60786(9) 0.0261(6) Uani d . . . 1 . .
N N4 0.12683(9) 0.4449(4) 0.33839(9) 0.0294(6) Uani d . . . 1 . .
C C1 0.29300(10) 0.5586(4) 0.51205(10) 0.0205(7) Uani d . . . 1 . .
C C2 0.22077(10) 0.4880(4) 0.46427(11) 0.0230(7) Uani d . . . 1 . .
C C3 0.17599(10) 0.4517(4) 0.42453(11) 0.0252(7) Uani d . . . 1 . .
C C4 0.14299(11) 0.3855(4) 0.43529(11) 0.0257(7) Uani d . . . 1 . .
H H4 0.1125 0.3606 0.4094 0.031 Uiso calc U . R 1 . .
C C5 0.15310(10) 0.3550(4) 0.48230(11) 0.0268(7) Uani d . . . 1 . .
H H5 0.1295 0.3083 0.4877 0.032 Uiso calc U . R 1 . .
C C6 0.19719(10) 0.3909(4) 0.52228(11) 0.0244(7) Uani d . . . 1 . .
C C7 0.22999(10) 0.4583(4) 0.51129(10) 0.0226(7) Uani d . . . 1 . .
C C8 0.34118(10) 0.6097(4) 0.53027(10) 0.0215(7) Uani d . . . 1 . .
C C9 0.37321(10) 0.6030(4) 0.58013(10) 0.0234(7) Uani d . . . 1 . .
H H9 0.3626 0.5731 0.6018 0.028 Uiso calc U . R 1 . .
C C10 0.41937(10) 0.6385(4) 0.59837(11) 0.0240(7) Uani d . . . 1 . .
C C11 0.43333(10) 0.6842(4) 0.56522(11) 0.0265(7) Uani d . . . 1 . .
H H11 0.4651 0.7121 0.5776 0.032 Uiso calc U . R 1 . .
C C12 0.40384(11) 0.6914(4) 0.51544(11) 0.0262(7) Uani d . . . 1 . .
C C13 0.35647(10) 0.6543(4) 0.49803(11) 0.0250(7) Uani d . . . 1 . .
C C14 0.45571(11) 0.6288(5) 0.65297(11) 0.0311(8) Uani d . . . 1 . .
C C15 0.43417(12) 0.5625(5) 0.68241(11) 0.0382(9) Uani d . . . 1 . .
H H15A 0.4583 0.5528 0.7166 0.057 Uiso calc U . R 1 . .
H H15B 0.4198 0.4384 0.6707 0.057 Uiso calc U . R 1 . .
H H15C 0.4106 0.6537 0.6789 0.057 Uiso calc U . R 1 . .
C C16 0.49350(12) 0.4856(6) 0.66031(13) 0.0468(10) Uani d . . . 1 . .
H H16A 0.5171 0.4792 0.6947 0.07 Uiso calc U . R 1 . .
H H16B 0.5079 0.5262 0.6417 0.07 Uiso calc U . R 1 . .
H H16C 0.4795 0.3604 0.6491 0.07 Uiso calc U . R 1 . .
C C17 0.47723(12) 0.8246(5) 0.67077(12) 0.0443(10) Uani d . . . 1 . .
H H17A 0.4533 0.9137 0.6671 0.067 Uiso calc U . R 1 . .
H H17B 0.4908 0.8686 0.6516 0.067 Uiso calc U . R 1 . .
H H17C 0.5014 0.8169 0.7049 0.067 Uiso calc U . R 1 . .
C C18 0.42238(11) 0.7307(5) 0.48126(12) 0.0318(8) Uani d . . . 1 . .
C C19 0.47485(12) 0.7626(5) 0.50865(13) 0.0423(9) Uani d . . . 1 . .
H H19A 0.4824 0.8726 0.53 0.063 Uiso calc U . R 1 . .
H H19B 0.4852 0.7854 0.4854 0.063 Uiso calc U . R 1 . .
H H19C 0.4905 0.6504 0.528 0.063 Uiso calc U . R 1 . .
C C20 0.39974(13) 0.9085(5) 0.45049(13) 0.0424(9) Uani d . . . 1 . .
H H20A 0.366 0.8939 0.4329 0.064 Uiso calc U . R 1 . .
H H20B 0.4104 0.9252 0.4273 0.064 Uiso calc U . R 1 . .
H H20C 0.4084 1.0195 0.4716 0.064 Uiso calc U . R 1 . .
C C21 0.41214(12) 0.5608(5) 0.44760(13) 0.0409(9) Uani d . . . 1 . .
H H21A 0.4263 0.447 0.467 0.061 Uiso calc U . R 1 . .
H H21B 0.4249 0.5841 0.4265 0.061 Uiso calc U . R 1 . .
H H21C 0.3786 0.5428 0.4278 0.061 Uiso calc U . R 1 . .
C C22 0.20819(11) 0.3642(4) 0.57203(11) 0.0255(7) Uani d . . . 1 . .
H H22 0.1856 0.3112 0.5781 0.031 Uiso calc U . R 1 . .
C C23 0.25645(11) 0.3990(4) 0.65555(11) 0.0250(7) Uani d . . . 1 . .
C C24 0.22323(11) 0.4244(4) 0.66898(11) 0.0292(8) Uani d . . . 1 . .
H H24 0.1919 0.4455 0.6446 0.035 Uiso calc U . R 1 . .
C C25 0.23483(11) 0.4196(4) 0.71734(11) 0.0294(8) Uani d . . . 1 . .
H H25 0.2116 0.4373 0.7256 0.035 Uiso calc U . R 1 . .
C C26 0.28052(11) 0.3889(4) 0.75339(11) 0.0282(7) Uani d . . . 1 . .
C C27 0.31396(11) 0.3628(4) 0.74049(11) 0.0297(8) Uani d . . . 1 . .
H H27 0.3451 0.3392 0.7648 0.036 Uiso calc U . R 1 . .
C C28 0.30225(11) 0.3709(4) 0.69254(11) 0.0275(7) Uani d . . . 1 . .
H H28 0.3258 0.3572 0.6845 0.033 Uiso calc U . R 1 . .
C C29 0.26246(12) 0.4024(5) 0.81628(12) 0.0378(9) Uani d . . . 1 . .
H H29A 0.2473 0.5261 0.8062 0.057 Uiso calc U . R 1 . .
H H29B 0.2778 0.3913 0.8516 0.057 Uiso calc U . R 1 . .
H H29C 0.2392 0.3021 0.8012 0.057 Uiso calc U . R 1 . .
C C30 0.16620(10) 0.4829(4) 0.37521(11) 0.0268(7) Uani d . . . 1 . .
H H30 0.1899 0.5332 0.3704 0.032 Uiso calc U . R 1 . .
C C31 0.11861(10) 0.4875(4) 0.29154(11) 0.0278(7) Uani d . . . 1 . .
C C32 0.08748(11) 0.3744(5) 0.25316(11) 0.0303(8) Uani d . . . 1 . .
H H32 0.0729 0.2717 0.2593 0.036 Uiso calc U . R 1 . .
C C33 0.07741(11) 0.4076(5) 0.20687(12) 0.0341(8) Uani d . . . 1 . .
H H33 0.0569 0.3261 0.1814 0.041 Uiso calc U . R 1 . .
C C34 0.09742(11) 0.5624(5) 0.19706(11) 0.0325(8) Uani d . . . 1 . .
C C35 0.12717(11) 0.6800(5) 0.23439(11) 0.0319(8) Uani d . . . 1 . .
H H35 0.1402 0.7873 0.2279 0.038 Uiso calc U . R 1 . .
C C36 0.13783(11) 0.6414(5) 0.28099(12) 0.0331(8) Uani d . . . 1 . .
H H36 0.1588 0.7217 0.3065 0.04 Uiso calc U . R 1 . .
C C37 0.09939(14) 0.7550(5) 0.13743(13) 0.0483(10) Uani d . . . 1 . .
H H37A 0.0888 0.8654 0.1477 0.073 Uiso calc U . R 1 . .
H H37B 0.0866 0.7603 0.1024 0.073 Uiso calc U . R 1 . .
H H37C 0.1333 0.7552 0.154 0.073 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
O1 C13 . 1.361(3) ?
O1 H1 . 0.84 ?
O2 C26 . 1.362(4) ?
O2 C29 . 1.420(4) ?
O3 C34 . 1.370(4) ?
O3 C37 . 1.418(4) ?
N1 C1 . 1.334(4) ?
N1 C2 . 1.390(4) ?
N2 C1 . 1.360(4) ?
N2 C7 . 1.372(4) ?
N2 H2 . 0.88 ?
N3 C22 . 1.286(4) ?
N3 C23 . 1.408(4) ?
N4 C30 . 1.276(4) ?
N4 C31 . 1.415(4) ?
C1 C8 . 1.457(4) ?
C2 C7 . 1.393(4) ?
C2 C3 . 1.415(4) ?
C3 C4 . 1.395(4) ?
C3 C30 . 1.460(4) ?
C4 C5 . 1.384(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.404(4) ?
C5 H5 . 0.95 ?
C6 C7 . 1.396(4) ?
C6 C22 . 1.456(4) ?
C8 C13 . 1.402(4) ?
C8 C9 . 1.403(4) ?
C9 C10 . 1.372(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.398(4) ?
C10 C14 . 1.546(4) ?
C11 C12 . 1.388(4) ?
C11 H11 . 0.95 ?
C12 C13 . 1.415(4) ?
C12 C18 . 1.534(4) ?
C14 C15 . 1.523(4) ?
C14 C17 . 1.531(5) ?
C14 C16 . 1.543(5) ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 C19 . 1.533(5) ?
C18 C21 . 1.533(5) ?
C18 C20 . 1.539(5) ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22 . 0.95 ?
C23 C24 . 1.393(4) ?
C23 C28 . 1.399(4) ?
C24 C25 . 1.394(4) ?
C24 H24 . 0.95 ?
C25 C26 . 1.391(4) ?
C25 H25 . 0.95 ?
C26 C27 . 1.389(4) ?
C27 C28 . 1.381(4) ?
C27 H27 . 0.95 ?
C28 H28 . 0.95 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C30 H30 . 0.95 ?
C31 C36 . 1.391(4) ?
C31 C32 . 1.393(4) ?
C32 C33 . 1.365(4) ?
C32 H32 . 0.95 ?
C33 C34 . 1.400(5) ?
C33 H33 . 0.95 ?
C34 C35 . 1.381(4) ?
C35 C36 . 1.376(4) ?
C35 H35 . 0.95 ?
C36 H36 . 0.95 ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?

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
C13 O1 H1 . . 109.5 ?
C26 O2 C29 . . 117.7(3) ?
C34 O3 C37 . . 116.8(3) ?
C1 N1 C2 . . 105.5(2) ?
C1 N2 C7 . . 108.4(2) ?
C1 N2 H2 . . 125.8 ?
C7 N2 H2 . . 125.8 ?
C22 N3 C23 . . 120.2(3) ?
C30 N4 C31 . . 119.4(3) ?
N1 C1 N2 . . 111.2(3) ?
N1 C1 C8 . . 124.6(3) ?
N2 C1 C8 . . 124.2(2) ?
N1 C2 C7 . . 109.7(3) ?
N1 C2 C3 . . 130.3(3) ?
C7 C2 C3 . . 120.0(3) ?
C4 C3 C2 . . 116.8(3) ?
C4 C3 C30 . . 123.2(3) ?
C2 C3 C30 . . 120.1(3) ?
C5 C4 C3 . . 122.3(3) ?
C5 C4 H4 . . 118.9 ?
C3 C4 H4 . . 118.9 ?
C4 C5 C6 . . 122.0(3) ?
C4 C5 H5 . . 119.0 ?
C6 C5 H5 . . 119.0 ?
C7 C6 C5 . . 115.5(3) ?
C7 C6 C22 . . 121.7(3) ?
C5 C6 C22 . . 122.8(3) ?
N2 C7 C2 . . 105.2(3) ?
N2 C7 C6 . . 131.2(3) ?
C2 C7 C6 . . 123.6(3) ?
C13 C8 C9 . . 119.5(3) ?
C13 C8 C1 . . 120.3(3) ?
C9 C8 C1 . . 120.1(3) ?
C10 C9 C8 . . 121.7(3) ?
C10 C9 H9 . . 119.1 ?
C8 C9 H9 . . 119.1 ?
C9 C10 C11 . . 117.2(3) ?
C9 C10 C14 . . 123.1(3) ?
C11 C10 C14 . . 119.7(3) ?
C12 C11 C10 . . 124.4(3) ?
C12 C11 H11 . . 117.8 ?
C10 C11 H11 . . 117.8 ?
C11 C12 C13 . . 116.7(3) ?
C11 C12 C18 . . 121.2(3) ?
C13 C12 C18 . . 122.1(3) ?
O1 C13 C8 . . 120.7(3) ?
O1 C13 C12 . . 118.9(3) ?
C8 C13 C12 . . 120.4(3) ?
C15 C14 C17 . . 109.2(3) ?
C15 C14 C16 . . 108.3(3) ?
C17 C14 C16 . . 109.9(3) ?
C15 C14 C10 . . 111.5(3) ?
C17 C14 C10 . . 109.5(3) ?
C16 C14 C10 . . 108.4(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 ?
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 ?
C19 C18 C21 . . 107.6(3) ?
C19 C18 C12 . . 112.3(3) ?
C21 C18 C12 . . 109.5(3) ?
C19 C18 C20 . . 107.3(3) ?
C21 C18 C20 . . 109.1(3) ?
C12 C18 C20 . . 111.0(3) ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C18 C20 H20A . . 109.5 ?
C18 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C18 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C18 C21 H21A . . 109.5 ?
C18 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C18 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
N3 C22 C6 . . 121.2(3) ?
N3 C22 H22 . . 119.4 ?
C6 C22 H22 . . 119.4 ?
C24 C23 C28 . . 117.5(3) ?
C24 C23 N3 . . 125.0(3) ?
C28 C23 N3 . . 117.4(3) ?
C23 C24 C25 . . 121.6(3) ?
C23 C24 H24 . . 119.2 ?
C25 C24 H24 . . 119.2 ?
C26 C25 C24 . . 119.8(3) ?
C26 C25 H25 . . 120.1 ?
C24 C25 H25 . . 120.1 ?
O2 C26 C27 . . 116.0(3) ?
O2 C26 C25 . . 124.8(3) ?
C27 C26 C25 . . 119.2(3) ?
C28 C27 C26 . . 120.5(3) ?
C28 C27 H27 . . 119.7 ?
C26 C27 H27 . . 119.7 ?
C27 C28 C23 . . 121.4(3) ?
C27 C28 H28 . . 119.3 ?
C23 C28 H28 . . 119.3 ?
O2 C29 H29A . . 109.5 ?
O2 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
O2 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
N4 C30 C3 . . 122.0(3) ?
N4 C30 H30 . . 119.0 ?
C3 C30 H30 . . 119.0 ?
C36 C31 C32 . . 117.8(3) ?
C36 C31 N4 . . 124.0(3) ?
C32 C31 N4 . . 118.1(3) ?
C33 C32 C31 . . 121.6(3) ?
C33 C32 H32 . . 119.2 ?
C31 C32 H32 . . 119.2 ?
C32 C33 C34 . . 119.7(3) ?
C32 C33 H33 . . 120.1 ?
C34 C33 H33 . . 120.1 ?
O3 C34 C35 . . 125.0(3) ?
O3 C34 C33 . . 115.4(3) ?
C35 C34 C33 . . 119.6(3) ?
C36 C35 C34 . . 119.9(3) ?
C36 C35 H35 . . 120.1 ?
C34 C35 H35 . . 120.1 ?
C35 C36 C31 . . 121.5(3) ?
C35 C36 H36 . . 119.3 ?
C31 C36 H36 . . 119.3 ?
O3 C37 H37A . . 109.5 ?
O3 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
O3 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 N1 C1 N2 . . . . -1.4(3) ?
C2 N1 C1 C8 . . . . 176.7(3) ?
C7 N2 C1 N1 . . . . 0.9(3) ?
C7 N2 C1 C8 . . . . -177.2(3) ?
C1 N1 C2 C7 . . . . 1.4(3) ?
C1 N1 C2 C3 . . . . -178.8(3) ?
N1 C2 C3 C4 . . . . 179.9(3) ?
C7 C2 C3 C4 . . . . -0.3(4) ?
N1 C2 C3 C30 . . . . 0.1(5) ?
C7 C2 C3 C30 . . . . 179.9(3) ?
C2 C3 C4 C5 . . . . -0.4(4) ?
C30 C3 C4 C5 . . . . 179.3(3) ?
C3 C4 C5 C6 . . . . 0.8(5) ?
C4 C5 C6 C7 . . . . -0.3(4) ?
C4 C5 C6 C22 . . . . 178.4(3) ?
C1 N2 C7 C2 . . . . 0.0(3) ?
C1 N2 C7 C6 . . . . 178.4(3) ?
N1 C2 C7 N2 . . . . -0.9(3) ?
C3 C2 C7 N2 . . . . 179.3(2) ?
N1 C2 C7 C6 . . . . -179.4(3) ?
C3 C2 C7 C6 . . . . 0.8(4) ?
C5 C6 C7 N2 . . . . -178.6(3) ?
C22 C6 C7 N2 . . . . 2.7(5) ?
C5 C6 C7 C2 . . . . -0.5(4) ?
C22 C6 C7 C2 . . . . -179.2(3) ?
N1 C1 C8 C13 . . . . -1.3(4) ?
N2 C1 C8 C13 . . . . 176.4(3) ?
N1 C1 C8 C9 . . . . -177.3(3) ?
N2 C1 C8 C9 . . . . 0.5(4) ?
C13 C8 C9 C10 . . . . -0.2(4) ?
C1 C8 C9 C10 . . . . 175.8(3) ?
C8 C9 C10 C11 . . . . 0.7(4) ?
C8 C9 C10 C14 . . . . -178.9(3) ?
C9 C10 C11 C12 . . . . -1.5(5) ?
C14 C10 C11 C12 . . . . 178.1(3) ?
C10 C11 C12 C13 . . . . 1.7(5) ?
C10 C11 C12 C18 . . . . -176.2(3) ?
C9 C8 C13 O1 . . . . 178.7(3) ?
C1 C8 C13 O1 . . . . 2.7(4) ?
C9 C8 C13 C12 . . . . 0.3(4) ?
C1 C8 C13 C12 . . . . -175.7(3) ?
C11 C12 C13 O1 . . . . -179.4(3) ?
C18 C12 C13 O1 . . . . -1.6(4) ?
C11 C12 C13 C8 . . . . -1.0(4) ?
C18 C12 C13 C8 . . . . 176.8(3) ?
C9 C10 C14 C15 . . . . 3.9(4) ?
C11 C10 C14 C15 . . . . -175.6(3) ?
C9 C10 C14 C17 . . . . -117.0(3) ?
C11 C10 C14 C17 . . . . 63.4(4) ?
C9 C10 C14 C16 . . . . 123.0(3) ?
C11 C10 C14 C16 . . . . -56.6(4) ?
C11 C12 C18 C19 . . . . -1.1(4) ?
C13 C12 C18 C19 . . . . -178.8(3) ?
C11 C12 C18 C21 . . . . 118.3(3) ?
C13 C12 C18 C21 . . . . -59.4(4) ?
C11 C12 C18 C20 . . . . -121.2(3) ?
C13 C12 C18 C20 . . . . 61.1(4) ?
C23 N3 C22 C6 . . . . 174.6(3) ?
C7 C6 C22 N3 . . . . 3.6(4) ?
C5 C6 C22 N3 . . . . -175.1(3) ?
C22 N3 C23 C24 . . . . -31.0(4) ?
C22 N3 C23 C28 . . . . 153.1(3) ?
C28 C23 C24 C25 . . . . -0.9(5) ?
N3 C23 C24 C25 . . . . -176.7(3) ?
C23 C24 C25 C26 . . . . 0.0(5) ?
C29 O2 C26 C27 . . . . -177.4(3) ?
C29 O2 C26 C25 . . . . 3.5(4) ?
C24 C25 C26 O2 . . . . 178.9(3) ?
C24 C25 C26 C27 . . . . -0.2(5) ?
O2 C26 C27 C28 . . . . -177.9(3) ?
C25 C26 C27 C28 . . . . 1.3(5) ?
C26 C27 C28 C23 . . . . -2.2(5) ?
C24 C23 C28 C27 . . . . 2.0(4) ?
N3 C23 C28 C27 . . . . 178.1(3) ?
C31 N4 C30 C3 . . . . 176.7(3) ?
C4 C3 C30 N4 . . . . -2.6(5) ?
C2 C3 C30 N4 . . . . 177.2(3) ?
C30 N4 C31 C36 . . . . -33.2(4) ?
C30 N4 C31 C32 . . . . 150.3(3) ?
C36 C31 C32 C33 . . . . 2.6(5) ?
N4 C31 C32 C33 . . . . 179.4(3) ?
C31 C32 C33 C34 . . . . -2.2(5) ?
C37 O3 C34 C35 . . . . -5.1(5) ?
C37 O3 C34 C33 . . . . 172.8(3) ?
C32 C33 C34 O3 . . . . -178.0(3) ?
C32 C33 C34 C35 . . . . 0.0(5) ?
O3 C34 C35 C36 . . . . 179.5(3) ?
C33 C34 C35 C36 . . . . 1.7(5) ?
C34 C35 C36 C31 . . . . -1.2(5) ?
C32 C31 C36 C35 . . . . -0.9(5) ?
N4 C31 C36 C35 . . . . -177.5(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 N1 . 0.84 1.85 2.611(3) 149.5 ?
N2 H2 N3 . 0.88 2.34 2.829(4) 115.0 ?


# start Validation Reply Form
_vrf_PLAT340_BIP_diimine_methoxy 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00489 Ang.  
RESPONSE: Weakly scattering crystal resulted in poor quality reflections
in higher resolution shells.
;
_vrf_PLAT601_BIP_diimine_methoxy 
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .         35 Ang**3
RESPONSE: No significant electron density observed in voids.
;
_vrf_PLAT906_BIP_diimine_methoxy 
;
PROBLEM: Large K Value in the Analysis of Variance ......     13.986 Check 
RESPONSE: Large K value appears only in weakest reflections Fc/Fc(max) < 0.005
;
# end Validation Reply Form



_exptl_crystal_recrystallization_method 'Vapor diffusion technique'
