# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_mm458
_database_code_depnum_ccdc_archive 'CCDC 2016097'
loop_
_audit_author_name
_audit_author_address
'Brian Patrick'
;University of British Columbia
Canada
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-22 downloaded from the CCDC.
;
_audit_creation_date             2020-06-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3.975(Cl), 12.656(O1), C36 H32 N4, C10 H10 N2'
_chemical_formula_sum            'C46 H67.12 Cl3.98 N6 O12.56'
_chemical_formula_weight         1046.18
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A e a 2'
_space_group_name_Hall           'A 2 -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, z+1/2'

_cell_length_a                   17.9309(6)
_cell_length_b                   15.6796(6)
_cell_length_c                   17.7173(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4981.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5953
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      54.71
_cell_measurement_theta_min      4.50
_shelx_estimated_absorpt_T_max   0.832
_shelx_estimated_absorpt_T_min   0.686
_exptl_absorpt_coefficient_mu    2.719
_exptl_absorpt_correction_T_max  0.827
_exptl_absorpt_correction_T_min  0.650
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker, 2016/2) was used for absorption correction.
wR2(int) was 0.1113 before and 0.0871 after correction.
The ratio of minimum to maximum transmission is 0.7863.
The λ/2 correction factor is not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       tablet
_exptl_crystal_F_000             2213
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of water and ethanol  by slow evaporation'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0980
_diffrn_reflns_av_unetI/netI     0.0688
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22142
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        56.036
_diffrn_reflns_theta_max         56.036
_diffrn_reflns_theta_min         4.501
_diffrn_ambient_temperature      90(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Bruker D8 Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'cross coupled multi-layer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microsource sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.026922
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           44.87
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.878
_reflns_Friedel_fraction_full    0.951
_reflns_Friedel_fraction_max     0.951
_reflns_number_gt                2432
_reflns_number_total             3175
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.061
_refine_ls_abs_structure_details 
;
 Flack x determined using 802 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.49(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         3175
_refine_ls_number_restraints     549
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0667
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0843P)²+8.3899P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1656
_refine_ls_wR_factor_ref         0.1837
_refine_special_details          
;
This structure contains a layer of disordered chloride and water molecules.
While the two can be nearly indistinguishable, the following strategy was employed
to model this region as reasonably as possible.  First, only the inclusion complex
(both host and guest) were modeled, then the PLATON/SQUEEZE program was used only to 
determine the amount of residual electron density in the lattice.  According to 
SQUEEZE there were 787 unresolved electrons in the void space containing the 
chlorides and water.  Space group Aba2 has 8 asymmetric units per unit cell, meaning
there were 98.4 unmodeled electrons per asymmetric unit.  In order to maintain charge
balance each asymmetric unit must have two chlorides, or 34 electrons, with the 
remaining 64.4 electrons belonging to solvent water molecules.  This means approximately
6.4 water molecules per asymmetric unit.  Next, the residual electron density peaks were
assigned as oxygen atoms and their occupancies were allowed to refine freely. Those with 
occupancies greater than 1.0 were reassigned as chloride atoms.  There were 5 such sites.
The SUMP command was employed on these chlorides to restrict the sum of their occupancies 
to 2.0.  Any remaining electron density peaks large enough to be modeled were assigned as 
oxygen atoms and the same strategy was employed, this time with the sum of all occupancies 
set to 6.4. Subsequently, in regions with overlapping fragments of chlorides and oxygens 
an additional SUMP command was used to ensure that the sum of the occupancies at these 
sites would not greatly exceed 1.0.  No hydrogen atoms were afixed to the oxygen atoms as
their positions could not be determined with any certainty.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
Uanis(O11) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O5) \\sim Ueq, Uanis(O13) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C21) = Uanis(C26)
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 1*[Sof(Cl5)]+1*[Sof(Cl1)]+1*[Sof(Cl4)]+1*[Sof(Cl7)]+1*[Sof(Cl6)]=2 with esd
 of 0.005
 1*[Sof(O8)]+1*[Sof(O9)]+1*[Sof(O10)]+1*[Sof(O11)]+1*[Sof(O12)]+1*[Sof(O13)]+1*
 [Sof(O2)]+1*[Sof(O4)]+1*[Sof(O1)]+1*[Sof(O7)]+1*[Sof(O5)]=6.4 with esd of 0.01
 1*[Sof(Cl5)]+1*[Sof(O1)]=1 with esd of 0.01
 1*[Sof(Cl7)]+1*[Sof(O11)]+1*[Sof(O4)]=1 with esd of 0.01
 1*[Sof(O13)]+1*[Sof(O5)]=1 with esd of 0.01
 1*[Sof(O8)]+1*[Sof(O12)]=1 with esd of 0.01
 1*[Sof(Cl4)]+1*[Sof(O9)]=1 with esd of 0.01
 1*[Sof(O2)]+1*[Sof(O7)]=1 with esd of 0.01
 Fixed Sof: N3(0.5) N4(0.5) C19(0.5) C20(0.5) H20(0.5) C21(0.5) H21(0.5)
 C22(0.5) H22(0.5) C23(0.5) C24(0.5) C25(0.5) H25(0.5) C26(0.5) H26(0.5)
 C27(0.5) H27(0.5) C28(0.5) H3A(0.5) H3B(0.5) H4A(0.5) H4B(0.5)
5.a Free rotating group:
 N3(N4,C19,C20,H20,C21,H21,C22,H22,C23,C24,C25,H25,C26,H26,C27,H27,C28,H3A,H3B,
 H4A,H4B)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C12(H12A,H12B)
5.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C14(H14),
 C15(H15), C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.3025(4) 0.4092(5) 0.8828(3) 0.070(3) Uani 0.430(12) 1 d . U P A 1
Cl4 Cl 0.0915(13) 0.5123(18) 0.7748(12) 0.152(9) Uani 0.38(3) 1 d . U P B 1
Cl5 Cl 0.0825(10) 0.4513(11) 0.4617(7) 0.047(3) Uani 0.36(2) 1 d . U P C 1
Cl7 Cl 0.637(2) 0.147(2) 0.828(2) 0.119(11) Uani 0.20(2) 1 d . U P D 1
O1 O 0.0720(13) 0.4504(14) 0.4914(16) 0.067(6) Uani 0.74(3) 1 d . U P E 2
O2 O 0.4467(14) 0.722(2) 0.8671(12) 0.096(7) Uani 0.76(12) 1 d . U P F 3
O4 O 0.715(6) 0.107(4) 0.863(4) 0.094(19) Uani 0.21(5) 1 d . U P G 3
O5 O 0.3180(9) 0.1152(12) 0.8762(8) 0.154(7) Uani 0.93(3) 1 d . U P H 5
Cl6 Cl 0.3383(7) 0.6021(6) 0.8693(5) 0.178(5) Uani 0.620(11) 1 d . . P I 1
O7 O 0.430(5) 0.748(5) 0.875(3) 0.108(16) Uani 0.34(12) 1 d . U P J 2
O8 O 0.4058(16) 0.255(2) 0.8586(12) 0.157(12) Uani 0.58(4) 1 d . U P K 5
O9 O 0.0642(16) 0.5047(16) 0.7438(15) 0.121(9) Uani 0.71(3) 1 d . U P L 2
O10 O 0.3254(19) 0.3182(19) 0.8742(14) 0.237(13) Uani 0.77(3) 1 d . U P M 2
O11 O 0.670(2) 0.1184(17) 0.8352(18) 0.098(10) Uani 0.68(5) 1 d . U P N 2
O12 O 0.434(3) 0.169(4) 0.8470(19) 0.214(19) Uani 0.46(4) 1 d . U P O 4
O13 O 0.295(4) 0.193(5) 0.881(3) 0.08(2) Uani 0.15(3) 1 d . U P P 3
N1 N 0.5044(4) 0.8011(4) 0.6037(5) 0.0451(17) Uani 1 1 d . U . . .
N2 N 0.2388(3) 0.4739(4) 0.6270(5) 0.0384(15) Uani 1 1 d . U . . .
C1 C 0.5710(4) 0.8588(5) 0.5987(6) 0.053(2) Uani 1 1 d . U . . .
H1A H 0.569413 0.901893 0.639564 0.064 Uiso 1 1 calc R U . . .
H1B H 0.571513 0.888928 0.549610 0.064 Uiso 1 1 calc R U . . .
C2 C 0.4785(5) 0.7635(5) 0.5412(5) 0.045(2) Uani 1 1 d . U . . .
H2 H 0.499243 0.778522 0.493680 0.054 Uiso 1 1 calc R U . . .
C3 C 0.4224(5) 0.7035(5) 0.5439(5) 0.0418(19) Uani 1 1 d . U . . .
H3 H 0.404070 0.678730 0.498636 0.050 Uiso 1 1 calc R U . . .
C4 C 0.3924(4) 0.6791(5) 0.6135(5) 0.0352(16) Uani 1 1 d . U . . .
C5 C 0.4197(4) 0.7206(5) 0.6778(5) 0.0418(19) Uani 1 1 d . U . . .
H5 H 0.399549 0.707154 0.725895 0.050 Uiso 1 1 calc R U . . .
C6 C 0.4754(5) 0.7806(6) 0.6722(6) 0.047(2) Uani 1 1 d . U . . .
H6 H 0.493614 0.807811 0.716417 0.056 Uiso 1 1 calc R U . . .
C7 C 0.2698(5) 0.5060(5) 0.6901(5) 0.044(2) Uani 1 1 d . U . . .
H7 H 0.258388 0.480650 0.737447 0.052 Uiso 1 1 calc R U . . .
C8 C 0.3171(4) 0.5740(5) 0.6876(5) 0.0395(19) Uani 1 1 d . U . . .
H8 H 0.336992 0.596591 0.733127 0.047 Uiso 1 1 calc R U . . .
C9 C 0.3364(4) 0.6105(4) 0.6186(5) 0.0342(16) Uani 1 1 d . U . . .
C10 C 0.3024(4) 0.5768(5) 0.5546(5) 0.0401(19) Uani 1 1 d . U . . .
H10 H 0.312963 0.600814 0.506566 0.048 Uiso 1 1 calc R U . . .
C11 C 0.2539(5) 0.5094(5) 0.5597(5) 0.0416(19) Uani 1 1 d . U . . .
H11 H 0.230811 0.487698 0.515431 0.050 Uiso 1 1 calc R U . . .
C12 C 0.1943(4) 0.3934(5) 0.6312(6) 0.046(2) Uani 1 1 d . U . . .
H12A H 0.155924 0.392774 0.591046 0.055 Uiso 1 1 calc R U . . .
H12B H 0.168873 0.389405 0.680702 0.055 Uiso 1 1 calc R U . . .
C13 C 0.2477(4) 0.3186(4) 0.6211(6) 0.0386(17) Uani 1 1 d . U . . .
C14 C 0.2706(4) 0.2921(5) 0.5506(5) 0.0423(19) Uani 1 1 d . U . . .
H14 H 0.247944 0.315096 0.506553 0.051 Uiso 1 1 calc R U . . .
C15 C 0.3262(5) 0.2326(5) 0.5443(6) 0.048(2) Uani 1 1 d . U . . .
H15 H 0.342200 0.215606 0.495446 0.058 Uiso 1 1 calc R U . . .
C16 C 0.3597(4) 0.1968(5) 0.6067(6) 0.0440(19) Uani 1 1 d . U . . .
C17 C 0.3338(4) 0.2195(5) 0.6782(5) 0.0396(19) Uani 1 1 d . U . . .
H17 H 0.354551 0.193620 0.721870 0.048 Uiso 1 1 calc R U . . .
C18 C 0.2777(4) 0.2799(5) 0.6854(5) 0.0403(18) Uani 1 1 d . U . . .
H18 H 0.259784 0.295048 0.733991 0.048 Uiso 1 1 calc R U . . .
N3 N 0.4260(5) 0.4123(7) 0.4800(5) 0.056(4) Uani 0.5 1 d G U P Q -1
N4 N 0.5743(6) 0.5886(7) 0.7564(5) 0.047(4) Uani 0.5 1 d G U P Q -1
C19 C 0.4752(4) 0.4715(5) 0.5179(5) 0.036(4) Uani 0.5 1 d G U P Q -1
C20 C 0.5208(5) 0.5273(6) 0.4789(5) 0.044(4) Uani 0.5 1 d G U P Q -1
H20 H 0.519889 0.527129 0.417474 0.053 Uiso 0.5 1 d G U P Q -1
C21 C 0.5684(5) 0.5846(6) 0.5175(5) 0.040(3) Uani 0.5 1 d G U P Q -1
H21 H 0.603599 0.627787 0.485346 0.048 Uiso 0.5 1 d G U P Q -1
C22 C 0.5702(4) 0.5859(5) 0.5952(5) 0.036(4) Uani 0.5 1 d G U P Q -1
H22 H 0.606350 0.629234 0.625816 0.043 Uiso 0.5 1 d G U P Q -1
C23 C 0.5244(3) 0.5296(4) 0.6378(5) 0.031(3) Uani 0.5 1 d G U P Q -1
C24 C 0.5251(5) 0.5294(5) 0.7186(5) 0.040(4) Uani 0.5 1 d G U P Q -1
C25 C 0.4795(5) 0.4736(7) 0.7576(5) 0.043(4) Uani 0.5 1 d G U P Q -1
H25 H 0.480374 0.473816 0.818994 0.051 Uiso 0.5 1 d G U P Q -1
C26 C 0.4319(5) 0.4163(6) 0.7189(5) 0.040(3) Uani 0.5 1 d G U P Q -1
H26 H 0.396624 0.373207 0.751152 0.048 Uiso 0.5 1 d G U P Q -1
C27 C 0.4301(4) 0.4151(5) 0.6412(5) 0.035(4) Uani 0.5 1 d G U P Q -1
H27 H 0.393913 0.371661 0.610632 0.042 Uiso 0.5 1 d G U P Q -1
C28 C 0.4759(3) 0.4714(4) 0.5987(5) 0.032(4) Uani 0.5 1 d G U P Q -1
H3A H 0.408440 0.436786 0.436833 0.038 Uiso 0.5 1 d G U P Q -1
H3B H 0.386321 0.400324 0.510953 0.038 Uiso 0.5 1 d G U P Q -1
H4A H 0.572231 0.640130 0.732906 0.038 Uiso 0.5 1 d G U P Q -1
H4B H 0.559762 0.594538 0.805335 0.038 Uiso 0.5 1 d G U P Q -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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.501(10) . ?
N1 C2 1.338(12) . ?
N1 C6 1.360(12) . ?
N2 C7 1.346(11) . ?
N2 C11 1.343(11) . ?
N2 C12 1.495(10) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C16 1.525(11) 2_665 ?
C2 H2 0.9500 . ?
C2 C3 1.378(12) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(12) . ?
C4 C5 1.400(12) . ?
C4 C9 1.475(10) . ?
C5 H5 0.9500 . ?
C5 C6 1.374(12) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.364(12) . ?
C8 H8 0.9500 . ?
C8 C9 1.394(12) . ?
C9 C10 1.391(12) . ?
C10 H10 0.9500 . ?
C10 C11 1.372(11) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.525(11) . ?
C13 C14 1.380(13) . ?
C13 C18 1.397(12) . ?
C14 H14 0.9500 . ?
C14 C15 1.370(12) . ?
C15 H15 0.9500 . ?
C15 C16 1.377(14) . ?
C16 C17 1.395(13) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(12) . ?
C18 H18 0.9500 . ?
N3 C19 1.4462 . ?
N3 H3A 0.9117 . ?
N3 H3B 0.9177 . ?
N4 C24 1.4450 . ?
N4 H4A 0.9100 . ?
N4 H4B 0.9101 . ?
C19 C20 1.3818 . ?
C19 C28 1.4318 . ?
C20 H20 1.0885 . ?
C20 C21 1.4151 . ?
C21 H21 1.0872 . ?
C21 C22 1.3781 . ?
C22 H22 1.0837 . ?
C22 C23 1.4220 . ?
C23 C24 1.4323 . ?
C23 C28 1.4378 . ?
C24 C25 1.3817 . ?
C25 H25 1.0885 . ?
C25 C26 1.4158 . ?
C26 H26 1.0878 . ?
C26 C27 1.3781 . ?
C27 H27 1.0843 . ?
C27 C28 1.4217 . ?

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 119.6(8) . . ?
C2 N1 C6 120.1(7) . . ?
C6 N1 C1 119.9(8) . . ?
C7 N2 C12 119.6(7) . . ?
C11 N2 C7 120.0(6) . . ?
C11 N2 C12 120.1(7) . . ?
N1 C1 H1A 110.2 . . ?
N1 C1 H1B 110.2 . . ?
N1 C1 C16 107.3(6) . 2_665 ?
H1A C1 H1B 108.5 . . ?
C16 C1 H1A 110.2 2_665 . ?
C16 C1 H1B 110.2 2_665 . ?
N1 C2 H2 119.2 . . ?
N1 C2 C3 121.7(9) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.9(8) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 117.1(7) . . ?
C3 C4 C9 121.0(8) . . ?
C5 C4 C9 121.9(8) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.9(8) . . ?
C6 C5 H5 119.5 . . ?
N1 C6 C5 120.2(8) . . ?
N1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
N2 C7 H7 119.3 . . ?
N2 C7 C8 121.5(8) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.2(8) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C4 121.5(7) . . ?
C10 C9 C4 121.7(8) . . ?
C10 C9 C8 116.8(7) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.1(8) . . ?
C11 C10 H10 119.4 . . ?
N2 C11 C10 120.4(8) . . ?
N2 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
N2 C12 H12A 110.1 . . ?
N2 C12 H12B 110.1 . . ?
N2 C12 C13 108.0(6) . . ?
H12A C12 H12B 108.4 . . ?
C13 C12 H12A 110.1 . . ?
C13 C12 H12B 110.1 . . ?
C14 C13 C12 121.6(8) . . ?
C14 C13 C18 119.5(7) . . ?
C18 C13 C12 118.7(8) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(8) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.0 . . ?
C14 C15 C16 122.0(9) . . ?
C16 C15 H15 119.0 . . ?
C15 C16 C1 121.0(9) . 2_665 ?
C15 C16 C17 118.6(7) . . ?
C17 C16 C1 120.1(8) . 2_665 ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 119.9(8) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 H18 120.0 . . ?
C17 C18 C13 120.1(8) . . ?
C17 C18 H18 120.0 . . ?
C19 N3 H3A 109.3 . . ?
C19 N3 H3B 109.1 . . ?
H3A N3 H3B 108.6 . . ?
C24 N4 H4A 109.5 . . ?
C24 N4 H4B 109.5 . . ?
H4A N4 H4B 109.4 . . ?
C20 C19 N3 122.3 . . ?
C20 C19 C28 119.7 . . ?
C28 C19 N3 117.9 . . ?
C19 C20 H20 119.3 . . ?
C19 C20 C21 121.1 . . ?
C21 C20 H20 119.6 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 120.5 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 121.6 . . ?
C21 C22 C23 120.4 . . ?
C23 C22 H22 118.0 . . ?
C22 C23 C24 121.7 . . ?
C22 C23 C28 119.3 . . ?
C24 C23 C28 119.0 . . ?
C23 C24 N4 117.8 . . ?
C25 C24 N4 122.4 . . ?
C25 C24 C23 119.7 . . ?
C24 C25 H25 119.3 . . ?
C24 C25 C26 121.1 . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 120.5 . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 121.5 . . ?
C26 C27 C28 120.4 . . ?
C28 C27 H27 118.1 . . ?
C19 C28 C23 119.0 . . ?
C27 C28 C19 121.7 . . ?
C27 C28 C23 119.3 . . ?

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
N1 C2 C3 C4 -1.5(12) . . . . ?
N2 C7 C8 C9 -2.0(12) . . . . ?
N2 C12 C13 C14 -82.0(9) . . . . ?
N2 C12 C13 C18 93.6(9) . . . . ?
C1 N1 C2 C3 173.4(7) . . . . ?
C1 N1 C6 C5 -172.9(7) . . . . ?
C1 C16 C17 C18 170.5(7) 2_665 . . . ?
C2 N1 C1 C16 -87.3(9) . . . 2_665 ?
C2 N1 C6 C5 0.6(11) . . . . ?
C2 C3 C4 C5 2.6(11) . . . . ?
C2 C3 C4 C9 -175.4(7) . . . . ?
C3 C4 C5 C6 -2.1(11) . . . . ?
C3 C4 C9 C8 167.1(7) . . . . ?
C3 C4 C9 C10 -10.4(10) . . . . ?
C4 C5 C6 N1 0.6(12) . . . . ?
C4 C9 C10 C11 175.9(7) . . . . ?
C5 C4 C9 C8 -10.8(10) . . . . ?
C5 C4 C9 C10 171.7(7) . . . . ?
C6 N1 C1 C16 86.3(10) . . . 2_665 ?
C6 N1 C2 C3 -0.1(12) . . . . ?
C7 N2 C11 C10 1.8(11) . . . . ?
C7 N2 C12 C13 -88.1(9) . . . . ?
C7 C8 C9 C4 -174.6(7) . . . . ?
C7 C8 C9 C10 3.0(10) . . . . ?
C8 C9 C10 C11 -1.7(11) . . . . ?
C9 C4 C5 C6 175.8(7) . . . . ?
C9 C10 C11 N2 -0.7(12) . . . . ?
C11 N2 C7 C8 -0.5(11) . . . . ?
C11 N2 C12 C13 85.3(9) . . . . ?
C12 N2 C7 C8 173.0(7) . . . . ?
C12 N2 C11 C10 -171.6(7) . . . . ?
C12 C13 C14 C15 171.0(7) . . . . ?
C12 C13 C18 C17 -171.4(7) . . . . ?
C13 C14 C15 C16 1.1(12) . . . . ?
C14 C13 C18 C17 4.3(10) . . . . ?
C14 C15 C16 C1 -170.6(7) . . . 2_665 ?
C14 C15 C16 C17 2.6(11) . . . . ?
C15 C16 C17 C18 -2.8(11) . . . . ?
C16 C17 C18 C13 -0.6(11) . . . . ?
C18 C13 C14 C15 -4.5(11) . . . . ?
N3 C19 C20 C21 180.0 . . . . ?
N3 C19 C28 C23 180.0 . . . . ?
N3 C19 C28 C27 0.1 . . . . ?
N4 C24 C25 C26 180.0 . . . . ?
C19 C20 C21 C22 0.0 . . . . ?
C20 C19 C28 C23 -0.1 . . . . ?
C20 C19 C28 C27 -180.0 . . . . ?
C20 C21 C22 C23 0.1 . . . . ?
C21 C22 C23 C24 180.0 . . . . ?
C21 C22 C23 C28 -0.1 . . . . ?
C22 C23 C24 N4 -0.1 . . . . ?
C22 C23 C24 C25 180.0 . . . . ?
C22 C23 C28 C19 0.1 . . . . ?
C22 C23 C28 C27 180.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C23 C28 C19 -180.0 . . . . ?
C24 C23 C28 C27 -0.1 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C26 C27 C28 -0.1 . . . . ?
C26 C27 C28 C19 180.0 . . . . ?
C26 C27 C28 C23 0.1 . . . . ?
C28 C19 C20 C21 0.1 . . . . ?
C28 C23 C24 N4 -180.0 . . . . ?
C28 C23 C24 C25 0.0 . . . . ?

# start Validation Reply Form
_vrf_THETM01_mm458               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystal was very weakly diffracting, with little data to be found beyond 
0.93A.
;
_vrf_PLAT023_mm458               
;
PROBLEM: Resolution [too] Low [sin[theta]/Lambda < 0.6].. 0.54 Ang-1:
RESPONSE: The crystal was very weakly diffracting, with little data to be found beyond 
0.93A.
;
_vrf_PLAT043_mm458               
;
PROBLEM: Calculated and Reported Mol. Weight Differ by .. 25.56 Check:
RESPONSE: The missing weight is from the missing water hydrogen atoms.  The 
oxygen atom positions are very broad, no hydrogen atoms can be located on them.
No hydrogen atoms were included in calculated positions, as this would be purely
guesswork, however the appropriate number of water hydrogens were included in the 
formula.
;
_vrf_PLAT089_mm458               
;
PROBLEM: Poor Data / Parameter Ratio [Zmax < 18] ........ 4.09 Note:
RESPONSE: This is not surprising given the many extra atom sites for the disordered
chlorides and water molecules that were each refined anisotropically.
;
_vrf_PLAT340_mm458               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01176 Ang.  
RESPONSE: This is likely due to the relatively low resolution data that
was available for this refinement.
;
# end Validation Reply Form

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a mylar loop in oil'
_olex2_submission_original_sample_id DJ-1
_olex2_submission_special_instructions 'No special instructions were received'
