# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1H_Bn
_database_code_depnum_ccdc_archive 'CCDC 2130560'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;Australian National University
Australia
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-30 downloaded from the CCDC.
;
#==============================================================================
# start Validation Reply Form
_vrf_PLAT990_1H_Bn               
;
PROBLEM: Deprecated .res/.hkl Input Style SQUEEZE Job ...          ! Note  
RESPONSE: PLATON-SQUEEZE was implemented within the CRYSTALS suite.
;

_refine_special_details          
;The asymmetric unit contains two molecules of the compound, and there appears
to be a water molecule sitting within the "cleft" of each of these. However, 
the ellipsoids for these water molecules were highly elongated and chemically
unreasonable. Attempts to model these as disordered over two adjacent sites 
were unsuccessful, as were attempts to restrain the ellipsoid parameters using
ISOR restraints (within OLEX2). Therefore PLATON-SQUEEZE was used to include 
the electron density in the refinement.

One of the phenyl rings for each molecule had enlarged ellipsoids and 
chemically unreasonable bond lengths, so restraints were added to C-C bond 
lengths and thermal and vibrational ellipsoid parameters for these parts of 
the molecule.

Hydrogen atom positions were initially refined and then incorporated in a 
riding model.,SQUEEZE
;

_cell_length_a                   34.4367(18)
_cell_length_b                   4.3516(2)
_cell_length_c                   28.1754(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4222.2(4)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P c a 21 '
_symmetry_space_group_name_Hall  'P 2c -2ac'

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

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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

_chemical_formula_sum            'C23 H19 N7'
_chemical_formula_moiety         'C23 H19 N7'
_chemical_compound_source        synthesized
_chemical_formula_weight         393.45

_cell_measurement_reflns_used    2250
_cell_measurement_theta_min      5.13
_cell_measurement_theta_max      72.01
_cell_measurement_temperature    150

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.07
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_max          0.87

_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    0.624

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction Supernova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

_computing_data_collection       'CrysAlisPro, (Agilent, 2011'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            13159
_diffrn_reflns_av_unetI/netI     0.068
_reflns_number_total             6614
_diffrn_reflns_av_R_equivalents  0.052

_diffrn_reflns_theta_min         5.138
_diffrn_reflns_theta_max         65.211
_diffrn_measured_fraction_theta_max 0.985

_diffrn_reflns_theta_full        66.443
_diffrn_measured_fraction_theta_full 0.984

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_reflns_limit_h_min              0
_reflns_limit_h_max              40
_reflns_limit_k_min              0
_reflns_limit_k_max              5
_reflns_limit_l_min              -33
_reflns_limit_l_max              33

_oxford_diffrn_Wilson_B_factor   3.75
_oxford_diffrn_Wilson_scale      7.91

_atom_sites_solution_primary     direct
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.37
_refine_diff_density_max         0.42

_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     147
_refine_ls_number_parameters     542
_refine_ls_number_reflns         6204
_refine_ls_R_factor_ref          0.0998
_refine_ls_wR_factor_ref         0.2410
_refine_ls_goodness_of_fit_ref   1.0025
_refine_ls_shift/su_max          0.0004211
_refine_ls_shift/su_mean         0.0000355

# Computed with I/sigma = -10 
_reflns_number_all               6206
_refine_ls_R_factor_all          0.0999
_refine_ls_wR_factor_all         0.2416

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4876
_refine_ls_R_factor_gt           0.0844
_refine_ls_wR_factor_gt          0.2219

# For an explanation, see Cooper & Watkin, Acta Cryst. (2016). B72, 661-683 
_oxford_Hooft_y                  0.7(2) # for 1915 Friedel pairs 
_oxford_Bijvoet_difference       0.61(15) # for 1915 Friedel pairs 
# (Similar to the Parsons(q).) 
_oxford_refined_Flack_x          0.9(7) # for 2649 Friedel pairs 
_refine_ls_abs_structure_Flack   0.61(15)
_refine_ls_abs_structure_details 
; 
 Parsons, Flack & Wagner (2013), 
 1915 Friedel Pairs 
;

_chemical_absolute_configuration ad

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.14P)² + 3.10P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.56672(17) 0.7112(16) 0.5368(2) 0.0666 1.0000 Uani . . . . . .
C2 C 0.59811(19) 0.8642(17) 0.5205(3) 0.0584 1.0000 Uani . . . . . .
C3 C 0.60911(16) 0.8727(14) 0.4743(2) 0.0462 1.0000 Uani . . . . . .
C4 C 0.58610(16) 0.7148(13) 0.4412(2) 0.0420 1.0000 Uani . . . . . .
C5 C 0.55338(16) 0.5540(14) 0.4570(2) 0.0426 1.0000 Uani . . . . . .
C6 C 0.54511(18) 0.5627(15) 0.5053(2) 0.0526 1.0000 Uani . . . . . .
C7 C 0.64400(18) 1.0362(15) 0.4594(2) 0.0478 1.0000 Uani . . . . . .
C8 C 0.65349(19) 1.1809(13) 0.4171(2) 0.0523 1.0000 Uani . U . . . .
N9 N 0.67362(17) 1.0900(16) 0.4907(2) 0.0647 1.0000 Uani . . . . . .
N10 N 0.7007(2) 1.2571(17) 0.4691(2) 0.0765 1.0000 Uani . U . . . .
N11 N 0.6884(2) 1.3118(12) 0.4250(2) 0.0641 1.0000 Uani . U . . . .
C12 C 0.7127(3) 1.4893(16) 0.3924(3) 0.0761 1.0000 Uani . U . . . .
C13 C 0.72552(15) 1.3090(12) 0.3512(2) 0.0468 1.0000 Uani D U . . . .
C14 C 0.76101(17) 1.1551(16) 0.3528(3) 0.0706 1.0000 Uani D U . . . .
C15 C 0.7733(2) 0.9819(16) 0.3139(3) 0.0855 1.0000 Uani D U . . . .
C16 C 0.7512(3) 0.9630(19) 0.2733(3) 0.0959 1.0000 Uani D U . . . .
C17 C 0.7166(3) 1.120(2) 0.2713(3) 0.0856 1.0000 Uani D U . . . .
C18 C 0.70398(19) 1.2854(19) 0.3099(2) 0.0672 1.0000 Uani D U . . . .
C19 C 0.53009(16) 0.3719(13) 0.4240(2) 0.0440 1.0000 Uani . . . . . .
C20 C 0.49607(19) 0.2138(13) 0.4314(2) 0.0475 1.0000 Uani . . . . . .
N21 N 0.54008(15) 0.3291(12) 0.37864(19) 0.0493 1.0000 Uani . . . . . .
N22 N 0.51431(17) 0.1484(14) 0.3579(2) 0.0599 1.0000 Uani . . . . . .
N23 N 0.48740(16) 0.0762(12) 0.3908(2) 0.0518 1.0000 Uani . . . . . .
C24 C 0.4535(2) -0.1035(14) 0.3776(3) 0.0564 1.0000 Uani . . . . . .
C25 C 0.42253(18) 0.0921(12) 0.3552(2) 0.0461 1.0000 Uani . . . . . .
C26 C 0.42688(17) 0.1830(11) 0.3086(2) 0.0426 1.0000 Uani . . . . . .
C27 C 0.39895(18) 0.3757(13) 0.2888(2) 0.0459 1.0000 Uani . . . . . .
C28 C 0.36706(17) 0.4694(13) 0.3141(2) 0.0433 1.0000 Uani . . . . . .
C29 C 0.36256(19) 0.3680(15) 0.3610(2) 0.0519 1.0000 Uani . . . . . .
C30 C 0.39103(19) 0.1802(13) 0.3812(2) 0.0489 1.0000 Uani . . . . . .
N31 N 0.80932(14) 0.6059(12) 0.46484(19) 0.0472 1.0000 Uani . . . . . .
C32 C 0.84302(17) 0.4777(13) 0.4787(2) 0.0441 1.0000 Uani . . . . . .
C33 C 0.85972(15) 0.5201(12) 0.5229(2) 0.0374 1.0000 Uani . . . . . .
C34 C 0.84050(15) 0.7139(12) 0.5546(2) 0.0382 1.0000 Uani . . . . . .
C35 C 0.80665(15) 0.8590(12) 0.5413(2) 0.0390 1.0000 Uani . . . . . .
C36 C 0.79194(15) 0.7971(13) 0.4960(2) 0.0436 1.0000 Uani . . . . . .
C37 C 0.89592(16) 0.3632(13) 0.5356(2) 0.0444 1.0000 Uani . . . . . .
C38 C 0.90948(18) 0.2748(13) 0.5789(2) 0.0470 1.0000 Uani . U . . . .
N39 N 0.92086(16) 0.2592(14) 0.5021(2) 0.0595 1.0000 Uani . . . . . .
N40 N 0.94972(18) 0.1119(15) 0.5236(2) 0.0674 1.0000 Uani . U . . . .
N41 N 0.94286(18) 0.1231(12) 0.5700(2) 0.0586 1.0000 Uani . U . . . .
C42 C 0.9694(3) -0.0380(16) 0.6029(3) 0.0718 1.0000 Uani . U . . . .
C43 C 0.97966(14) 0.1418(13) 0.6455(2) 0.0470 1.0000 Uani D U . . . .
C44 C 1.01394(15) 0.3119(14) 0.6477(2) 0.0512 1.0000 Uani D U . . . .
C45 C 1.02367(19) 0.4727(17) 0.6886(2) 0.0651 1.0000 Uani D U . . . .
C46 C 0.9994(2) 0.4701(19) 0.7275(3) 0.0751 1.0000 Uani D U . . . .
C47 C 0.9661(2) 0.301(2) 0.7259(3) 0.0790 1.0000 Uani D U . . . .
C48 C 0.95648(18) 0.139(2) 0.6856(2) 0.0739 1.0000 Uani D U . . . .
C49 C 0.78551(16) 1.0614(11) 0.5736(2) 0.0392 1.0000 Uani . . . . . .
C50 C 0.75232(16) 1.2342(11) 0.5653(2) 0.0412 1.0000 Uani . . . . . .
N51 N 0.79749(15) 1.1155(12) 0.6187(2) 0.0515 1.0000 Uani . . . . . .
N52 N 0.77345(16) 1.3153(13) 0.6391(2) 0.0563 1.0000 Uani . . . . . .
N53 N 0.74612(15) 1.3881(11) 0.6065(2) 0.0508 1.0000 Uani . . . . . .
C54 C 0.7130(2) 1.5878(12) 0.6186(3) 0.0569 1.0000 Uani . . . . . .
C55 C 0.68021(17) 1.4082(12) 0.6396(2) 0.0439 1.0000 Uani . . . . . .
C56 C 0.68327(17) 1.2763(12) 0.6848(2) 0.0451 1.0000 Uani . . . . . .
C57 C 0.65297(18) 1.1063(14) 0.7035(2) 0.0494 1.0000 Uani . . . . . .
C58 C 0.61867(17) 1.0728(14) 0.6779(2) 0.0500 1.0000 Uani . . . . . .
C59 C 0.61546(18) 1.2079(18) 0.6343(2) 0.0594 1.0000 Uani . . . . . .
C60 C 0.64604(19) 1.3729(15) 0.6152(2) 0.0551 1.0000 Uani . . . . . .
H21 H 0.6133 0.9763 0.5427 0.0693 1.0000 Uiso R . . . . .
H41 H 0.5922 0.7151 0.4092 0.0532 1.0000 Uiso R . . . . .
H61 H 0.5231 0.4497 0.5160 0.0657 1.0000 Uiso R . . . . .
H81 H 0.6392 1.1891 0.3889 0.0677 1.0000 Uiso R . . . . .
H121 H 0.7352 1.5618 0.4104 0.0865 1.0000 Uiso R . . . . .
H122 H 0.6969 1.6572 0.3808 0.0860 1.0000 Uiso R . . . . .
H141 H 0.7764 1.1643 0.3798 0.0825 1.0000 Uiso R . . . . .
H151 H 0.7964 0.8737 0.3154 0.0966 1.0000 Uiso R . . . . .
H161 H 0.7595 0.8480 0.2472 0.1064 1.0000 Uiso R . . . . .
H171 H 0.7011 1.1125 0.2438 0.0985 1.0000 Uiso R . . . . .
H181 H 0.6802 1.3901 0.3078 0.0815 1.0000 Uiso R . . . . .
H201 H 0.4816 0.2043 0.4596 0.0597 1.0000 Uiso R . . . . .
H242 H 0.4426 -0.1967 0.4069 0.0714 1.0000 Uiso R . . . . .
H241 H 0.4613 -0.2623 0.3546 0.0718 1.0000 Uiso R . . . . .
H261 H 0.4483 0.1140 0.2905 0.0543 1.0000 Uiso R . . . . .
H271 H 0.4023 0.4387 0.2573 0.0553 1.0000 Uiso R . . . . .
H281 H 0.3485 0.6025 0.3003 0.0560 1.0000 Uiso R . . . . .
H291 H 0.3406 0.4256 0.3780 0.0645 1.0000 Uiso R . . . . .
H301 H 0.3884 0.1150 0.4131 0.0612 1.0000 Uiso R . . . . .
H321 H 0.8559 0.3484 0.4568 0.0535 1.0000 Uiso R . . . . .
H341 H 0.8508 0.7449 0.5848 0.0473 1.0000 Uiso R . . . . .
H361 H 0.7689 0.8945 0.4859 0.0537 1.0000 Uiso R . . . . .
H381 H 0.8982 0.3113 0.6081 0.0577 1.0000 Uiso R . . . . .
H421 H 0.9927 -0.0969 0.5849 0.0835 1.0000 Uiso R . . . . .
H422 H 0.9557 -0.2201 0.6145 0.0837 1.0000 Uiso R . . . . .
H441 H 1.0307 0.3170 0.6212 0.0646 1.0000 Uiso R . . . . .
H451 H 1.0469 0.5797 0.6892 0.0805 1.0000 Uiso R . . . . .
H461 H 1.0059 0.5824 0.7547 0.0905 1.0000 Uiso R . . . . .
H471 H 0.9497 0.2954 0.7525 0.0925 1.0000 Uiso R . . . . .
H481 H 0.9339 0.0150 0.6854 0.0865 1.0000 Uiso R . . . . .
H501 H 0.7377 1.2435 0.5376 0.0534 1.0000 Uiso R . . . . .
H542 H 0.7216 1.7422 0.6409 0.0725 1.0000 Uiso R . . . . .
H541 H 0.7042 1.6816 0.5891 0.0727 1.0000 Uiso R . . . . .
H561 H 0.7064 1.3082 0.7025 0.0558 1.0000 Uiso R . . . . .
H571 H 0.6553 1.0211 0.7338 0.0592 1.0000 Uiso R . . . . .
H581 H 0.5983 0.9552 0.6904 0.0625 1.0000 Uiso R . . . . .
H591 H 0.5922 1.1863 0.6176 0.0724 1.0000 Uiso R . . . . .
H601 H 0.6435 1.4629 0.5844 0.0674 1.0000 Uiso R . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.3747(10)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.350(9) yes
N1 . C6 . 1.326(9) yes
C2 . C3 . 1.355(10) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.404(9) yes
C3 . C7 . 1.458(9) yes
C4 . C5 . 1.399(9) yes
C4 . H41 . 0.925 no
C5 . C6 . 1.391(9) yes
C5 . C19 . 1.460(9) yes
C6 . H61 . 0.954 no
C7 . C8 . 1.386(9) yes
C7 . N9 . 1.367(9) yes
C8 . N11 . 1.349(10) yes
C8 . H81 . 0.937 no
N9 . N10 . 1.328(9) yes
N10 . N11 . 1.334(10) yes
N11 . C12 . 1.462(9) yes
C12 . C13 . 1.471(10) yes
C12 . H121 . 0.978 no
C12 . H122 . 0.967 no
C13 . C14 . 1.394(7) yes
C13 . C18 . 1.385(7) yes
C14 . C15 . 1.396(8) yes
C14 . H141 . 0.928 no
C15 . C16 . 1.377(8) yes
C15 . H151 . 0.925 no
C16 . C17 . 1.375(8) yes
C16 . H161 . 0.933 no
C17 . C18 . 1.373(8) yes
C17 . H171 . 0.941 no
C18 . H181 . 0.939 no
C19 . C20 . 1.375(9) yes
C19 . N21 . 1.337(8) yes
C20 . N23 . 1.325(8) yes
C20 . H201 . 0.937 no
N21 . N22 . 1.322(8) yes
N22 . N23 . 1.350(8) yes
N23 . C24 . 1.455(9) yes
C24 . C25 . 1.503(9) yes
C24 . H242 . 0.991 no
C24 . H241 . 0.985 no
C25 . C26 . 1.379(9) yes
C25 . C30 . 1.363(9) yes
C26 . C27 . 1.393(9) yes
C26 . H261 . 0.946 no
C27 . C28 . 1.371(9) yes
C27 . H271 . 0.936 no
C28 . C29 . 1.402(9) yes
C28 . H281 . 0.946 no
C29 . C30 . 1.398(9) yes
C29 . H291 . 0.930 no
C30 . H301 . 0.947 no
N31 . C32 . 1.346(8) yes
N31 . C36 . 1.349(8) yes
C32 . C33 . 1.385(8) yes
C32 . H321 . 0.947 no
C33 . C34 . 1.395(8) yes
C33 . C37 . 1.465(8) yes
C34 . C35 . 1.378(8) yes
C34 . H341 . 0.929 no
C35 . C36 . 1.399(8) yes
C35 . C49 . 1.461(8) yes
C36 . H361 . 0.942 no
C37 . C38 . 1.362(9) yes
C37 . N39 . 1.353(9) yes
C38 . N41 . 1.349(9) yes
C38 . H381 . 0.923 no
N39 . N40 . 1.329(8) yes
N40 . N41 . 1.329(9) yes
N41 . C42 . 1.477(9) yes
C42 . C43 . 1.478(10) yes
C42 . H421 . 0.984 no
C42 . H422 . 0.978 no
C43 . C44 . 1.395(6) yes
C43 . C48 . 1.382(7) yes
C44 . C45 . 1.388(7) yes
C44 . H441 . 0.944 no
C45 . C46 . 1.378(8) yes
C45 . H451 . 0.925 no
C46 . C47 . 1.366(8) yes
C46 . H461 . 0.936 no
C47 . C48 . 1.376(8) yes
C47 . H471 . 0.940 no
C48 . H481 . 0.947 no
C49 . C50 . 1.388(8) yes
C49 . N51 . 1.357(8) yes
C50 . N53 . 1.357(8) yes
C50 . H501 . 0.932 no
N51 . N52 . 1.331(8) yes
N52 . N53 . 1.352(8) yes
N53 . C54 . 1.473(8) yes
C54 . C55 . 1.496(8) yes
C54 . H542 . 0.967 no
C54 . H541 . 0.975 no
C55 . C56 . 1.401(9) yes
C55 . C60 . 1.371(10) yes
C56 . C57 . 1.383(8) yes
C56 . H561 . 0.949 no
C57 . C58 . 1.391(9) yes
C57 . H571 . 0.934 no
C58 . C59 . 1.368(10) yes
C58 . H581 . 0.937 no
C59 . C60 . 1.383(10) yes
C59 . H591 . 0.934 no
C60 . H601 . 0.958 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 117.5(6) yes
N1 . C2 . C3 . 124.3(7) yes
N1 . C2 . H21 . 117.9 no
C3 . C2 . H21 . 117.7 no
C2 . C3 . C4 . 117.8(6) yes
C2 . C3 . C7 . 121.3(6) yes
C4 . C3 . C7 . 120.9(6) yes
C3 . C4 . C5 . 119.2(6) yes
C3 . C4 . H41 . 121.2 no
C5 . C4 . H41 . 119.5 no
C4 . C5 . C6 . 117.5(6) yes
C4 . C5 . C19 . 120.8(5) yes
C6 . C5 . C19 . 121.6(6) yes
C5 . C6 . N1 . 123.6(6) yes
C5 . C6 . H61 . 117.3 no
N1 . C6 . H61 . 119.1 no
C3 . C7 . C8 . 131.5(6) yes
C3 . C7 . N9 . 120.9(6) yes
C8 . C7 . N9 . 107.4(6) yes
C7 . C8 . N11 . 105.1(6) yes
C7 . C8 . H81 . 128.5 no
N11 . C8 . H81 . 126.4 no
C7 . N9 . N10 . 108.9(6) yes
N9 . N10 . N11 . 107.5(6) yes
C8 . N11 . N10 . 111.1(6) yes
C8 . N11 . C12 . 129.0(7) yes
N10 . N11 . C12 . 119.9(7) yes
N11 . C12 . C13 . 112.8(5) yes
N11 . C12 . H121 . 107.4 no
C13 . C12 . H121 . 110.0 no
N11 . C12 . H122 . 107.1 no
C13 . C12 . H122 . 107.6 no
H121 . C12 . H122 . 112.1 no
C12 . C13 . C14 . 119.6(7) yes
C12 . C13 . C18 . 122.9(6) yes
C14 . C13 . C18 . 117.5(6) yes
C13 . C14 . C15 . 119.9(7) yes
C13 . C14 . H141 . 120.5 no
C15 . C14 . H141 . 119.6 no
C14 . C15 . C16 . 121.2(7) yes
C14 . C15 . H151 . 120.1 no
C16 . C15 . H151 . 118.7 no
C15 . C16 . C17 . 118.8(8) yes
C15 . C16 . H161 . 121.2 no
C17 . C16 . H161 . 120.0 no
C16 . C17 . C18 . 120.2(8) yes
C16 . C17 . H171 . 120.5 no
C18 . C17 . H171 . 119.2 no
C13 . C18 . C17 . 122.3(7) yes
C13 . C18 . H181 . 118.9 no
C17 . C18 . H181 . 118.8 no
C5 . C19 . C20 . 130.0(6) yes
C5 . C19 . N21 . 122.8(5) yes
C20 . C19 . N21 . 107.1(6) yes
C19 . C20 . N23 . 106.7(6) yes
C19 . C20 . H201 . 127.1 no
N23 . C20 . H201 . 126.2 no
C19 . N21 . N22 . 109.5(5) yes
N21 . N22 . N23 . 107.1(5) yes
N22 . N23 . C20 . 109.5(6) yes
N22 . N23 . C24 . 120.1(6) yes
C20 . N23 . C24 . 130.1(6) yes
N23 . C24 . C25 . 111.9(5) yes
N23 . C24 . H242 . 108.0 no
C25 . C24 . H242 . 108.4 no
N23 . C24 . H241 . 109.1 no
C25 . C24 . H241 . 108.3 no
H242 . C24 . H241 . 111.3 no
C24 . C25 . C26 . 119.1(6) yes
C24 . C25 . C30 . 119.8(6) yes
C26 . C25 . C30 . 121.1(6) yes
C25 . C26 . C27 . 118.6(6) yes
C25 . C26 . H261 . 120.4 no
C27 . C26 . H261 . 121.0 no
C26 . C27 . C28 . 121.6(6) yes
C26 . C27 . H271 . 118.1 no
C28 . C27 . H271 . 120.2 no
C27 . C28 . C29 . 119.0(6) yes
C27 . C28 . H281 . 120.8 no
C29 . C28 . H281 . 120.2 no
C28 . C29 . C30 . 119.4(6) yes
C28 . C29 . H291 . 119.4 no
C30 . C29 . H291 . 121.3 no
C29 . C30 . C25 . 120.3(6) yes
C29 . C30 . H301 . 119.7 no
C25 . C30 . H301 . 120.0 no
C32 . N31 . C36 . 116.7(5) yes
N31 . C32 . C33 . 124.3(5) yes
N31 . C32 . H321 . 117.5 no
C33 . C32 . H321 . 118.1 no
C32 . C33 . C34 . 117.4(5) yes
C32 . C33 . C37 . 120.7(5) yes
C34 . C33 . C37 . 122.0(5) yes
C33 . C34 . C35 . 120.2(5) yes
C33 . C34 . H341 . 119.5 no
C35 . C34 . H341 . 120.3 no
C34 . C35 . C36 . 117.8(5) yes
C34 . C35 . C49 . 121.8(5) yes
C36 . C35 . C49 . 120.3(5) yes
C35 . C36 . N31 . 123.5(5) yes
C35 . C36 . H361 . 119.6 no
N31 . C36 . H361 . 117.0 no
C33 . C37 . C38 . 129.9(6) yes
C33 . C37 . N39 . 121.8(6) yes
C38 . C37 . N39 . 108.2(6) yes
C37 . C38 . N41 . 105.3(6) yes
C37 . C38 . H381 . 127.3 no
N41 . C38 . H381 . 127.3 no
C37 . N39 . N40 . 108.6(6) yes
N39 . N40 . N41 . 107.3(6) yes
C38 . N41 . N40 . 110.6(5) yes
C38 . N41 . C42 . 130.0(7) yes
N40 . N41 . C42 . 119.3(6) yes
N41 . C42 . C43 . 114.0(5) yes
N41 . C42 . H421 . 107.9 no
C43 . C42 . H421 . 111.1 no
N41 . C42 . H422 . 107.3 no
C43 . C42 . H422 . 105.7 no
H421 . C42 . H422 . 110.8 no
C42 . C43 . C44 . 121.3(6) yes
C42 . C43 . C48 . 121.4(6) yes
C44 . C43 . C48 . 117.2(6) yes
C43 . C44 . C45 . 120.6(6) yes
C43 . C44 . H441 . 119.6 no
C45 . C44 . H441 . 119.9 no
C44 . C45 . C46 . 120.6(6) yes
C44 . C45 . H451 . 118.5 no
C46 . C45 . H451 . 120.9 no
C45 . C46 . C47 . 119.2(7) yes
C45 . C46 . H461 . 120.2 no
C47 . C46 . H461 . 120.6 no
C46 . C47 . C48 . 120.4(7) yes
C46 . C47 . H471 . 119.5 no
C48 . C47 . H471 . 120.2 no
C43 . C48 . C47 . 122.0(6) yes
C43 . C48 . H481 . 118.4 no
C47 . C48 . H481 . 119.5 no
C35 . C49 . C50 . 129.2(6) yes
C35 . C49 . N51 . 122.5(5) yes
C50 . C49 . N51 . 108.3(5) yes
C49 . C50 . N53 . 104.7(6) yes
C49 . C50 . H501 . 127.6 no
N53 . C50 . H501 . 127.7 no
C49 . N51 . N52 . 109.1(5) yes
N51 . N52 . N53 . 107.1(5) yes
C50 . N53 . N52 . 110.8(5) yes
C50 . N53 . C54 . 127.6(6) yes
N52 . N53 . C54 . 121.3(6) yes
N53 . C54 . C55 . 111.6(4) yes
N53 . C54 . H542 . 108.9 no
C55 . C54 . H542 . 109.6 no
N53 . C54 . H541 . 106.9 no
C55 . C54 . H541 . 108.7 no
H542 . C54 . H541 . 111.1 no
C54 . C55 . C56 . 121.2(6) yes
C54 . C55 . C60 . 120.6(6) yes
C56 . C55 . C60 . 118.3(6) yes
C55 . C56 . C57 . 120.5(6) yes
C55 . C56 . H561 . 118.6 no
C57 . C56 . H561 . 120.8 no
C56 . C57 . C58 . 120.1(6) yes
C56 . C57 . H571 . 119.7 no
C58 . C57 . H571 . 120.2 no
C57 . C58 . C59 . 119.2(6) yes
C57 . C58 . H581 . 120.1 no
C59 . C58 . H581 . 120.7 no
C58 . C59 . C60 . 120.7(6) yes
C58 . C59 . H591 . 118.6 no
C60 . C59 . H591 . 120.7 no
C59 . C60 . C55 . 121.2(6) yes
C59 . C60 . H601 . 119.6 no
C55 . C60 . H601 . 119.2 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C20 . H201 . N40 4_455 149 0.94 2.52 3.363(9) yes
C50 . H501 . N10 . 179 0.93 2.31 3.243(9) yes


# end of ARCHIVE-HKL.CIF 
# looking for PLATON_SQD.SQF 

# SQUEEZE RESULTS (Version = 170121) 
# Note: Data are Listed for all Voids in the P1 Unit Cell 
# i.e. Centre of Gravity, Solvent Accessible Volume, 
# Recovered number of Electrons in the Void and 
# Details about the Squeezed Material 
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 0.122 0.282 0.251 100 35 ' '
2 0.622 0.714 0.251 100 35 ' '
3 0.378 0.341 0.750 100 34 ' '
4 0.878 0.623 0.750 100 34 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
# end of PLATON_SQD.SQF 
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Water/methanol'
####################################################################### 
# 
# 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_2I_Bn_2HSO4_Br
_database_code_depnum_ccdc_archive 'CCDC 2130562'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;Australian National University
Australia
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-30 downloaded from the CCDC.
;
#==============================================================================
# start Validation Reply Form
_vrf_PLAT234_2I_Bn_2HSO4_Br      
;
PROBLEM: Large Hirshfeld Difference C28      --C29      .       0.26 Ang.  
RESPONSE: Atoms C28 and C29 are part of a phenyl ring, which has enlarged ellipsoids
suggesting a waggling of this ring. Given the structure refines stably without
restraints, it was decided to leave this "as-is" rather than adding unnecessary
restraints to the ellipsoids.
;

_refine_special_details          
; 
The asymmetric unit contains half of the ditopic receptor, one anion site,
and one methanol solvent molecule. The anion site refines well as a 0.6:0.4
mixture of HSO4-:Br-. We attribute the HSO4- anion to decomposition of the
TBA2.SO4 used (this compound was tested and found to be acidic, and other 
crystal structures containing HSO4- were obtained from this), and to incomplete
anion exchange in the previous step of the reaction to go from 2I_Bn_2Br to 
2H_Bn_2PF6. A very similar structure but without Br- and with full occupancy
HSO4- anions was obtained starting from completely anion exchanged 2I_Bn_2BF4.

C-H hydrogen atom positions were initially refined and then incorporated in a 
riding model. The exception was the three C-H hydrogen atoms on the methanol
solvent, which did not refine sensibly and so were inserted at geometric 
positions and incorporated in a riding model. O-H hydrogen atom positions 
were inserted at idealised hydrogen bonding positions and then refined with 
restraints on O-H bond lengths and R-O-H bond angles.

Apart from restraints on hydrogen atom positions, it was not necessary to use 
any crystallographic restraints.
;

_cell_length_a                   13.6171(5)
_cell_length_b                   18.4028(6)
_cell_length_c                   12.9206(6)
_cell_angle_alpha                90
_cell_angle_beta                 115.024(5)
_cell_angle_gamma                90
_cell_volume                     2933.9(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'

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

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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.4742 1.8119 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Br -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851 41.4328
2.9557 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

_chemical_formula_sum            'C28 H25.6 Br0.4 I2 N7 O3.4 S0.6'
_chemical_formula_moiety         'C27 H21 I2 N7, 0.6(H O4 S), C H4 O, 0.4(Br)'
_chemical_compound_source        synthesized
_chemical_formula_weight         819.66


_cell_measurement_reflns_used    11776
_cell_measurement_theta_min      3.96
_cell_measurement_theta_max      28.33
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.06
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_max          0.17

_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1597.600
_exptl_absorpt_coefficient_mu    2.777

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction Supernova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

_computing_data_collection       'CrysAlisPro, (Agilent, 2011'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      150
_diffrn_reflns_number            34614
_diffrn_reflns_av_unetI/netI     0.047
_reflns_number_total             4887
_diffrn_reflns_av_R_equivalents  0.035

_diffrn_reflns_theta_min         3.302
_diffrn_reflns_theta_max         24.533
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        26.370
_diffrn_measured_fraction_theta_full 0.997

_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              -17
_reflns_limit_h_max              15
_reflns_limit_k_min              0
_reflns_limit_k_max              22
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_oxford_diffrn_Wilson_B_factor   3.32
_oxford_diffrn_Wilson_scale      0.42

_atom_sites_solution_primary     other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.79
_refine_diff_density_max         1.85

_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     6
_refine_ls_number_parameters     405
_refine_ls_number_reflns         4887
_refine_ls_R_factor_ref          0.0754
_refine_ls_wR_factor_ref         0.1445
_refine_ls_goodness_of_fit_ref   1.1305
_refine_ls_shift/su_max          0.0009563
_refine_ls_shift/su_mean         0.0001165

# Computed with I/sigma = -10 
_reflns_number_all               4887
_refine_ls_R_factor_all          0.0754
_refine_ls_wR_factor_all         0.1445

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4347
_refine_ls_R_factor_gt           0.0681
_refine_ls_wR_factor_gt          0.1398


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.02P)² +49.18P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.7302(6) 0.4505(5) 0.4658(6) 0.0350 1.0000 Uani . . . . . .
C2 C 0.6582(7) 0.4485(5) 0.3547(8) 0.0325 1.0000 Uani . . . . . .
C3 C 0.5692(7) 0.4939(5) 0.3160(8) 0.0352 1.0000 Uani . . . . . .
C4 C 0.5559(7) 0.5402(5) 0.3935(8) 0.0351 1.0000 Uani . . . . . .
C5 C 0.6293(7) 0.5413(5) 0.5088(8) 0.0305 1.0000 Uani . . . . . .
C6 C 0.7175(7) 0.4947(5) 0.5411(8) 0.0354 1.0000 Uani . . . . . .
C7 C 0.4928(7) 0.4876(5) 0.1954(8) 0.0361 1.0000 Uani . . . . . .
C8 C 0.4058(7) 0.5290(6) 0.1249(8) 0.0391 1.0000 Uani . . . . . .
N9 N 0.5055(6) 0.4323(6) 0.1314(7) 0.0531 1.0000 Uani . . . . . .
N10 N 0.4302(6) 0.4364(6) 0.0266(7) 0.0542 1.0000 Uani . . . . . .
N11 N 0.3693(6) 0.4959(5) 0.0230(7) 0.0463 1.0000 Uani . . . . . .
C12 C 0.2781(7) 0.5165(7) -0.0862(8) 0.0536 1.0000 Uani . . . . . .
C13 C 0.1705(8) 0.4866(7) -0.0976(8) 0.0462 1.0000 Uani . . . . . .
C14 C 0.1525(10) 0.4138(8) -0.0974(10) 0.0661 1.0000 Uani . . . . . .
C15 C 0.0522(11) 0.3858(9) -0.1172(11) 0.0774 1.0000 Uani . . . . . .
C16 C -0.0317(11) 0.4332(11) -0.1352(10) 0.0849 1.0000 Uani . . . . . .
C17 C -0.0144(9) 0.5048(10) -0.1317(9) 0.0732 1.0000 Uani . . . . . .
C18 C 0.0874(9) 0.5332(8) -0.1129(8) 0.0572 1.0000 Uani . . . . . .
C19 C 0.6228(7) 0.5867(6) 0.5989(8) 0.0368 1.0000 Uani . . . . . .
C20 C 0.5560(7) 0.6434(5) 0.5987(8) 0.0358 1.0000 Uani . . . . . .
N21 N 0.6960(6) 0.5746(5) 0.7097(7) 0.0442 1.0000 Uani . . . . . .
N22 N 0.6777(7) 0.6198(5) 0.7767(7) 0.0486 1.0000 Uani . . . . . .
N23 N 0.5922(6) 0.6623(5) 0.7098(7) 0.0440 1.0000 Uani . . . . . .
C24 C 0.5534(8) 0.7190(6) 0.7641(9) 0.0484 1.0000 Uani . . . . . .
C25 C 0.6431(8) 0.7683(6) 0.8329(9) 0.0434 1.0000 Uani . . . . . .
C26 C 0.6758(11) 0.8224(7) 0.7783(14) 0.0692 1.0000 Uani . . . . . .
C27 C 0.7628(13) 0.8647(8) 0.8369(17) 0.0837 1.0000 Uani . . . . . .
C28 C 0.8149(11) 0.8552(8) 0.9506(17) 0.0787 1.0000 Uani . . . . . .
C29 C 0.7855(12) 0.8043(10) 1.0124(15) 0.0939 1.0000 Uani . . . . . .
C30 C 0.6951(9) 0.7604(7) 0.9481(11) 0.0646 1.0000 Uani . . . . . .
C31 C 0.8311(7) 0.4064(6) 0.5037(8) 0.0400 1.0000 Uani . . . . . .
C32 C 0.9213(7) 0.4529(6) 0.5023(8) 0.0406 1.0000 Uani . . . . . .
C33 C 0.9291(7) 0.4663(6) 0.4009(8) 0.0433 1.0000 Uani . . . . . .
C34 C 0.9933(7) 0.4865(6) 0.6016(8) 0.0428 1.0000 Uani . . . . . .
I2 I 0.42202(5) 0.69221(4) 0.47132(6) 0.0508 1.0000 Uani . . . . . .
I1 I 0.33432(5) 0.62333(4) 0.14985(6) 0.0503 1.0000 Uani . . . . . .
Br1 Br 0.2325(9) 0.7714(7) 0.2519(11) 0.0928 0.4000 Uani . . . . 1 .
O11 O 0.0847(9) 0.7729(8) 0.1318(11) 0.0582 0.6000 Uani D . . . 2 .
O13 O 0.2127(13) 0.8455(10) 0.2714(13) 0.0843 0.6000 Uani . . . . 2 .
O12 O 0.2732(13) 0.7611(9) 0.1878(14) 0.0673 0.6000 Uani . . . . 2 .
O14 O 0.2014(11) 0.7215(10) 0.3089(14) 0.0897 0.6000 Uani . . . . 2 .
S11 S 0.2012(11) 0.7764(6) 0.2340(10) 0.0407 0.6000 Uani D . . . 2 .
O101 O 0.0670(13) 0.7698(10) 0.4398(12) 0.1495 1.0000 Uani D . . . . .
C102 C -0.0321(17) 0.7748(13) 0.3489(16) 0.1612 1.0000 Uani D . . . . .
H21 H 0.6684 0.4164 0.3051 0.0400 1.0000 Uiso R . . . . .
H41 H 0.4966 0.5711 0.3687 0.0418 1.0000 Uiso R . . . . .
H61 H 0.7684 0.4945 0.6160 0.0420 1.0000 Uiso R . . . . .
H121 H 0.2731 0.5687 -0.0907 0.0637 1.0000 Uiso R . . . . .
H122 H 0.2927 0.4979 -0.1482 0.0639 1.0000 Uiso R . . . . .
H141 H 0.2100 0.3822 -0.0835 0.0799 1.0000 Uiso R . . . . .
H151 H 0.0410 0.3359 -0.1183 0.0940 1.0000 Uiso R . . . . .
H161 H -0.1000 0.4155 -0.1492 0.0990 1.0000 Uiso R . . . . .
H171 H -0.0709 0.5365 -0.1420 0.0869 1.0000 Uiso R . . . . .
H181 H 0.0979 0.5833 -0.1117 0.0668 1.0000 Uiso R . . . . .
H242 H 0.5248 0.6958 0.8127 0.0571 1.0000 Uiso R . . . . .
H241 H 0.4971 0.7467 0.7050 0.0571 1.0000 Uiso R . . . . .
H261 H 0.6373 0.8291 0.7001 0.0830 1.0000 Uiso R . . . . .
H271 H 0.7863 0.8991 0.7999 0.0991 1.0000 Uiso R . . . . .
H281 H 0.8746 0.8843 0.9909 0.0921 1.0000 Uiso R . . . . .
H291 H 0.8237 0.7993 1.0910 0.1100 1.0000 Uiso R . . . . .
H301 H 0.6717 0.7258 0.9852 0.0768 1.0000 Uiso R . . . . .
H312 H 0.8496 0.3883 0.5795 0.0468 1.0000 Uiso R . . . . .
H311 H 0.8187 0.3663 0.4521 0.0467 1.0000 Uiso R . . . . .
H331 H 0.8820 0.4434 0.3344 0.0520 1.0000 Uiso R . . . . .
H341 H 0.9896 0.4771 0.6704 0.0520 1.0000 Uiso R . . . . .
H1021 H -0.0847 0.7896 0.3750 0.1853 1.0000 Uiso R . . . . .
H1022 H -0.0289 0.8095 0.2960 0.1853 1.0000 Uiso R . . . . .
H1023 H -0.0517 0.7288 0.3127 0.1853 1.0000 Uiso R . . . . .
H1011 H 0.111(6) 0.754(17) 0.417(6) 0.224(2) 1.0000 Uiso D . . . . .
H111 H 0.089(4) 0.751(12) 0.078(8) 0.087(2) 0.6000 Uiso D . . . 2 .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.855(13)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.353(11) yes
N1 . C6 . 1.335(12) yes
N1 . C31 . 1.489(11) yes
C2 . C3 . 1.380(13) yes
C2 . H21 . 0.924 no
C3 . C4 . 1.385(13) yes
C3 . C7 . 1.468(13) yes
C4 . C5 . 1.399(12) yes
C4 . H41 . 0.927 no
C5 . C6 . 1.388(12) yes
C5 . C19 . 1.466(13) yes
C6 . H61 . 0.921 no
C7 . C8 . 1.378(13) yes
C7 . N9 . 1.367(13) yes
C8 . N11 . 1.342(13) yes
C8 . I1 . 2.081(11) yes
N9 . N10 . 1.311(11) yes
N10 . N11 . 1.362(13) yes
N11 . C12 . 1.481(12) yes
C12 . C13 . 1.512(13) yes
C12 . H121 . 0.964 no
C12 . H122 . 0.967 no
C13 . C14 . 1.362(17) yes
C13 . C18 . 1.367(16) yes
C14 . C15 . 1.380(17) yes
C14 . H141 . 0.930 no
C15 . C16 . 1.38(2) yes
C15 . H151 . 0.930 no
C16 . C17 . 1.34(2) yes
C16 . H161 . 0.928 no
C17 . C18 . 1.402(16) yes
C17 . H171 . 0.928 no
C18 . H181 . 0.932 no
C19 . C20 . 1.383(13) yes
C19 . N21 . 1.373(12) yes
C20 . N23 . 1.351(12) yes
C20 . I2 . 2.075(9) yes
N21 . N22 . 1.299(11) yes
N22 . N23 . 1.365(11) yes
N23 . C24 . 1.476(12) yes
C24 . C25 . 1.479(14) yes
C24 . H242 . 0.967 no
C24 . H241 . 0.967 no
C25 . C26 . 1.396(16) yes
C25 . C30 . 1.359(16) yes
C26 . C27 . 1.352(19) yes
C26 . H261 . 0.929 no
C27 . C28 . 1.35(2) yes
C27 . H271 . 0.928 no
C28 . C29 . 1.39(2) yes
C28 . H281 . 0.927 no
C29 . C30 . 1.41(2) yes
C29 . H291 . 0.930 no
C30 . H301 . 0.930 no
C31 . C32 . 1.502(14) yes
C31 . H312 . 0.963 no
C31 . H311 . 0.961 no
C32 . C33 . 1.381(13) yes
C32 . C34 . 1.389(14) yes
C33 . C34 2_766 1.379(15) yes
C33 . H331 . 0.927 no
C34 . H341 . 0.927 no
O11 . S11 . 1.579(17) yes
O11 . H111 . 0.82(2) no
O13 . S11 . 1.35(2) yes
O12 . S11 . 1.37(3) yes
O14 . S11 . 1.40(2) yes
O101 . C102 . 1.37(2) yes
O101 . H1011 . 0.82(2) no
C102 . H1021 . 0.950 no
C102 . H1022 . 0.950 no
C102 . H1023 . 0.950 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 122.1(8) yes
C2 . N1 . C31 . 119.2(8) yes
C6 . N1 . C31 . 118.6(7) yes
N1 . C2 . C3 . 119.9(9) yes
N1 . C2 . H21 . 120.0 no
C3 . C2 . H21 . 120.1 no
C2 . C3 . C4 . 118.3(8) yes
C2 . C3 . C7 . 117.2(8) yes
C4 . C3 . C7 . 124.5(8) yes
C3 . C4 . C5 . 121.7(9) yes
C3 . C4 . H41 . 119.2 no
C5 . C4 . H41 . 119.0 no
C4 . C5 . C6 . 116.7(8) yes
C4 . C5 . C19 . 126.7(8) yes
C6 . C5 . C19 . 116.6(8) yes
C5 . C6 . N1 . 121.3(8) yes
C5 . C6 . H61 . 119.4 no
N1 . C6 . H61 . 119.4 no
C3 . C7 . C8 . 133.1(9) yes
C3 . C7 . N9 . 119.1(8) yes
C8 . C7 . N9 . 107.8(8) yes
C7 . C8 . N11 . 104.8(9) yes
C7 . C8 . I1 . 133.4(8) yes
N11 . C8 . I1 . 121.8(7) yes
C7 . N9 . N10 . 109.7(9) yes
N9 . N10 . N11 . 106.3(9) yes
N10 . N11 . C8 . 111.4(8) yes
N10 . N11 . C12 . 119.4(9) yes
C8 . N11 . C12 . 129.2(10) yes
N11 . C12 . C13 . 112.8(8) yes
N11 . C12 . H121 . 108.8 no
C13 . C12 . H121 . 108.5 no
N11 . C12 . H122 . 108.4 no
C13 . C12 . H122 . 108.8 no
H121 . C12 . H122 . 109.6 no
C12 . C13 . C14 . 121.6(11) yes
C12 . C13 . C18 . 119.7(11) yes
C14 . C13 . C18 . 118.6(11) yes
C13 . C14 . C15 . 122.1(13) yes
C13 . C14 . H141 . 118.6 no
C15 . C14 . H141 . 119.3 no
C14 . C15 . C16 . 118.8(15) yes
C14 . C15 . H151 . 120.9 no
C16 . C15 . H151 . 120.3 no
C15 . C16 . C17 . 119.8(12) yes
C15 . C16 . H161 . 120.1 no
C17 . C16 . H161 . 120.1 no
C16 . C17 . C18 . 121.4(14) yes
C16 . C17 . H171 . 119.3 no
C18 . C17 . H171 . 119.3 no
C17 . C18 . C13 . 119.2(13) yes
C17 . C18 . H181 . 120.3 no
C13 . C18 . H181 . 120.4 no
C5 . C19 . C20 . 133.6(9) yes
C5 . C19 . N21 . 118.3(8) yes
C20 . C19 . N21 . 108.1(8) yes
C19 . C20 . N23 . 104.4(8) yes
C19 . C20 . I2 . 133.2(7) yes
N23 . C20 . I2 . 122.3(7) yes
C19 . N21 . N22 . 109.4(8) yes
N21 . N22 . N23 . 107.3(8) yes
N22 . N23 . C20 . 110.9(8) yes
N22 . N23 . C24 . 119.0(8) yes
C20 . N23 . C24 . 130.1(8) yes
N23 . C24 . C25 . 110.4(8) yes
N23 . C24 . H242 . 108.6 no
C25 . C24 . H242 . 109.7 no
N23 . C24 . H241 . 108.8 no
C25 . C24 . H241 . 109.2 no
H242 . C24 . H241 . 110.1 no
C24 . C25 . C26 . 119.5(11) yes
C24 . C25 . C30 . 120.5(11) yes
C26 . C25 . C30 . 120.0(12) yes
C25 . C26 . C27 . 121.3(15) yes
C25 . C26 . H261 . 119.4 no
C27 . C26 . H261 . 119.3 no
C26 . C27 . C28 . 118.0(15) yes
C26 . C27 . H271 . 121.1 no
C28 . C27 . H271 . 121.0 no
C27 . C28 . C29 . 124.4(14) yes
C27 . C28 . H281 . 118.0 no
C29 . C28 . H281 . 117.5 no
C28 . C29 . C30 . 116.0(15) yes
C28 . C29 . H291 . 121.9 no
C30 . C29 . H291 . 122.1 no
C29 . C30 . C25 . 120.2(15) yes
C29 . C30 . H301 . 119.5 no
C25 . C30 . H301 . 120.3 no
N1 . C31 . C32 . 109.3(8) yes
N1 . C31 . H312 . 109.3 no
C32 . C31 . H312 . 110.2 no
N1 . C31 . H311 . 108.9 no
C32 . C31 . H311 . 109.5 no
H312 . C31 . H311 . 109.5 no
C31 . C32 . C33 . 120.3(9) yes
C31 . C32 . C34 . 120.3(8) yes
C33 . C32 . C34 . 119.3(10) yes
C32 . C33 . C34 2_766 120.1(9) yes
C32 . C33 . H331 . 119.8 no
C34 2_766 C33 . H331 . 120.0 no
C32 . C34 . C33 2_766 120.5(9) yes
C32 . C34 . H341 . 119.9 no
C33 2_766 C34 . H341 . 119.6 no
S11 . O11 . H111 . 108.9(20) no
O11 . S11 . O14 . 104.8(11) yes
O11 . S11 . O12 . 106.1(10) yes
O14 . S11 . O12 . 111.0(13) yes
O11 . S11 . O13 . 105.2(12) yes
O14 . S11 . O13 . 117.9(14) yes
O12 . S11 . O13 . 110.7(13) yes
C102 . O101 . H1011 . 108.5(20) no
O101 . C102 . H1021 . 109.4 no
O101 . C102 . H1022 . 109.5 no
H1021 . C102 . H1022 . 109.5 no
O101 . C102 . H1023 . 109.5 no
H1021 . C102 . H1023 . 109.5 no
H1022 . C102 . H1023 . 109.5 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C2 . H21 . O13 4_645 153 0.92 2.58 3.429(18) yes
C12 . H121 . O13 3_564 138 0.96 2.26 3.041(18) yes
C15 . H151 . O11 2_565 150 0.93 2.59 3.426(18) yes
C24 . H242 . N9 2_666 139 0.97 2.55 3.337(18) yes
C31 . H311 . O12 4_645 162 0.96 2.58 3.509(18) yes
C33 . H331 . O13 4_645 154 0.93 2.30 3.160(18) yes
O101 . H1011 . O14 . 165(14) 0.82(2) 2.30(5) 3.102(18) yes
O11 . H111 . O101 3_564 160(17) 0.82(2) 1.73(6) 2.515(18) yes




# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-3 3 2 x .


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol/dichloromethane/diethyl ether'
####################################################################### 
# 
# 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_7H_2Cl
_database_code_depnum_ccdc_archive 'CCDC 2130564'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;Australian National University
Australia
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-30 downloaded from the CCDC.
;
_audit_creation_date             2021-09-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
# start Validation Reply Form
_vrf_THETM01_7H_2Cl              
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystals were of poor quality and weakly diffracting, 
even with synchotron radiation the crystals did not diffract past 
1.0 A.
;
_vrf_PLAT340_7H_2Cl              
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.0117 Ang.
RESPONSE:Even with synchotron radiation the quality of data obtained was poor.
Even so the data solved and refined sensibly and can be used to determine 
unambiguously the connectivity of the compound. 
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl), C52 H42 N14, C H4 O'
_chemical_formula_sum            'C53 H46 Cl2 N14 O'
_chemical_formula_weight         965.94
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_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                   6.9910(14)
_cell_length_b                   24.531(5)
_cell_length_c                   30.593(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.77(3)
_cell_angle_gamma                90
_cell_volume                     5240.4(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3443
_cell_measurement_temperature    100
_cell_measurement_theta_max      20.824
_cell_measurement_theta_min      1.064
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2016
_exptl_crystal_preparation       Synthesised
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol/diethyl ether'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1549
_diffrn_reflns_av_unetI/netI     0.0828
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            35769
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        20.824
_diffrn_reflns_theta_max         20.824
_diffrn_reflns_theta_min         1.064
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'MX2 beamline at the Australian Synchrotron'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3443
_reflns_number_total             5426
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         5426
_refine_ls_number_restraints     63
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0814
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1671P)²+1.1610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2245
_refine_ls_wR_factor_ref         0.2577
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C33-C34
 1.39 with sigma of 0.02
 C34-C35
 1.39 with sigma of 0.02
 N11-C43
 1.35 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C21 \\sim C20 \\sim C19 \\sim C22 \\sim C23 \\sim C18: within 1.7A with sigma
of 0.04 and sigma for terminal atoms of 0.08
C34 \\sim C33 \\sim C32 \\sim C31 \\sim C30: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08
4.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C36(H36A,H36B), C46(H46A,H46B), C17(H17A,H17B)
4.b Aromatic/amide H refined with riding coordinates:
 C28(H28), C29(H29), C39(H39), C25(H25), C26(H26), C13(H13), C43(H43),
 C10(H10), C12(H12), C8(H8), C41(H41), C16(H16), C45(H45), C37(H37), C34(H34),
 C5(H5), C51(H51), C1(H1), C3(H3), C2(H2), C50(H50), C52(H52), C4(H4), C33(H33),
  C21(H21), C48(H48), C19(H19), C49(H49), C23(H23), C30(H30), C32(H32),
 C22(H22), C20(H20), C31(H31)
4.c Idealised Me refined as rotating group:
 C53(H53A,H53B,H53C)
4.d Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_atom_sites_solution_hydrogens   geom
_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
Cl2 Cl 0.7384(2) 0.01651(5) 0.73483(6) 0.0629(6) Uani 1 1 d . . . . .
Cl1 Cl 0.2674(2) 0.78076(5) 0.75593(7) 0.0685(6) Uani 1 1 d . . . . .
N11 N 0.7648(6) 0.53534(17) 0.76180(19) 0.0479(13) Uani 1 1 d D . . . .
N4 N 0.7618(6) 0.76394(18) 0.75884(18) 0.0464(13) Uani 1 1 d . . . . .
N3 N 0.9204(7) 0.82977(19) 0.63974(19) 0.0539(14) Uani 1 1 d . . . . .
N1 N 0.9254(7) 0.91192(17) 0.6163(2) 0.0542(14) Uani 1 1 d . . . . .
N10 N 0.5937(7) 0.43795(19) 0.8677(2) 0.0618(16) Uani 1 1 d . . . . .
N2 N 0.9601(7) 0.8599(2) 0.60590(19) 0.0585(15) Uani 1 1 d . . . . .
N12 N 0.8976(8) 0.4650(2) 0.6429(2) 0.0665(16) Uani 1 1 d . . . . .
C28 C 0.9294(9) 0.6213(2) 0.7522(2) 0.0517(17) Uani 1 1 d . . . . .
H28 H 1.039024 0.601633 0.743917 0.062 Uiso 1 1 calc R . . . .
N7 N 0.5970(8) 0.9471(2) 0.8729(2) 0.0667(16) Uani 1 1 d . . . . .
N8 N 0.5817(8) 0.3506(2) 0.8734(2) 0.0671(17) Uani 1 1 d . . . . .
C9 C 0.8629(8) 0.8634(2) 0.6723(2) 0.0486(17) Uani 1 1 d . . . . .
C29 C 0.9279(8) 0.6780(2) 0.7520(2) 0.0485(16) Uani 1 1 d . . . . .
H29 H 1.038706 0.697733 0.744592 0.058 Uiso 1 1 calc R . . . .
C24 C 0.7657(8) 0.7052(2) 0.7626(2) 0.0450(16) Uani 1 1 d . . . . .
C39 C 0.7114(8) 0.5054(2) 0.7963(2) 0.0474(16) Uani 1 1 d . . . . .
H39 H 0.678456 0.522961 0.822518 0.057 Uiso 1 1 calc R . . . .
C44 C 0.8488(8) 0.4329(2) 0.6769(2) 0.0500(17) Uani 1 1 d . . . . .
C27 C 0.7680(8) 0.5944(2) 0.7647(2) 0.0479(16) Uani 1 1 d . . . . .
C25 C 0.6039(9) 0.6780(2) 0.7758(2) 0.0516(17) Uani 1 1 d . . . . .
H25 H 0.494470 0.697691 0.784066 0.062 Uiso 1 1 calc R . . . .
C26 C 0.6057(9) 0.6217(2) 0.7766(2) 0.0499(16) Uani 1 1 d . . . . .
H26 H 0.496713 0.601986 0.785163 0.060 Uiso 1 1 calc R . . . .
N9 N 0.5519(7) 0.3977(2) 0.8946(2) 0.0669(16) Uani 1 1 d . . . . .
C40 C 0.7046(7) 0.4487(2) 0.7933(2) 0.0456(16) Uani 1 1 d . . . . .
N14 N 0.8911(8) 0.38142(19) 0.6220(2) 0.0661(16) Uani 1 1 d . . . . .
N5 N 0.5980(8) 0.8609(2) 0.8632(2) 0.0675(16) Uani 1 1 d . . . . .
C11 C 0.8090(8) 0.8417(2) 0.7145(2) 0.0468(16) Uani 1 1 d . . . . .
C38 C 0.6486(9) 0.4158(2) 0.8295(2) 0.0528(18) Uani 1 1 d . . . . .
C14 C 0.7054(8) 0.8517(2) 0.7880(2) 0.0477(17) Uani 1 1 d . . . . .
C13 C 0.7102(8) 0.7945(2) 0.7919(2) 0.0503(17) Uani 1 1 d . . . . .
H13 H 0.676275 0.777750 0.818439 0.060 Uiso 1 1 calc R . . . .
N6 N 0.5631(8) 0.8991(2) 0.8920(2) 0.0683(16) Uani 1 1 d . . . . .
C43 C 0.8117(8) 0.5125(2) 0.7243(2) 0.0525(17) Uani 1 1 d D . . . .
H43 H 0.850305 0.534873 0.700926 0.063 Uiso 1 1 calc R . . . .
N13 N 0.9244(8) 0.4336(2) 0.6086(2) 0.0748(18) Uani 1 1 d . . . . .
C10 C 0.8106(8) 0.7858(2) 0.7209(2) 0.0506(17) Uani 1 1 d . . . . .
H10 H 0.847140 0.762511 0.697975 0.061 Uiso 1 1 calc R . . . .
C12 C 0.7555(8) 0.8744(2) 0.7488(2) 0.0457(16) Uani 1 1 d . . . . .
H12 H 0.753129 0.912888 0.745266 0.055 Uiso 1 1 calc R . . . .
C8 C 0.8652(9) 0.9159(2) 0.6566(3) 0.0508(17) Uani 1 1 d . . . . .
H8 H 0.830782 0.948169 0.671417 0.061 Uiso 1 1 calc R . . . .
C15 C 0.6535(8) 0.8841(2) 0.8255(2) 0.0513(17) Uani 1 1 d . . . . .
C42 C 0.8047(8) 0.4565(2) 0.7190(2) 0.0496(17) Uani 1 1 d . . . . .
C41 C 0.7519(8) 0.4249(2) 0.7540(2) 0.0555(19) Uani 1 1 d . . . . .
H41 H 0.747985 0.386335 0.751138 0.067 Uiso 1 1 calc R . . . .
C16 C 0.6550(9) 0.9397(2) 0.8320(3) 0.0576(18) Uani 1 1 d . . . . .
H16 H 0.689671 0.967070 0.811881 0.069 Uiso 1 1 calc R . . . .
C45 C 0.8460(9) 0.3792(2) 0.6632(3) 0.0586(18) Uani 1 1 d . . . . .
H45 H 0.817763 0.347716 0.679787 0.070 Uiso 1 1 calc R . . . .
C37 C 0.6403(9) 0.3597(2) 0.8336(3) 0.0568(18) Uani 1 1 d . . . . .
H37 H 0.670282 0.333287 0.812259 0.068 Uiso 1 1 calc R . . . .
C6 C 0.9003(11) 0.9430(2) 0.5395(3) 0.0610(19) Uani 1 1 d . . . . .
O1 O 0.8273(10) 0.0649(2) 0.6465(2) 0.115(2) Uani 1 1 d . . . . .
H1A H 0.826033 0.039326 0.664759 0.172 Uiso 1 1 calc GR . . . .
C7 C 0.9668(10) 0.9558(2) 0.5848(2) 0.068(2) Uani 1 1 d . . . . .
H7A H 0.904290 0.989829 0.594045 0.082 Uiso 1 1 calc R . . . .
H7B H 1.106635 0.962317 0.585644 0.082 Uiso 1 1 calc R . . . .
C34 C 0.7287(13) 0.2958(3) 0.9656(4) 0.110(4) Uani 1 1 d D U . . .
H34 H 0.844348 0.300104 0.950907 0.132 Uiso 1 1 calc R . . . .
C5 C 0.7134(12) 0.9495(3) 0.5256(3) 0.082(2) Uani 1 1 d . . . . .
H5 H 0.621809 0.960373 0.545800 0.099 Uiso 1 1 calc R . . . .
C36 C 0.5487(11) 0.2971(3) 0.8932(3) 0.086(3) Uani 1 1 d . . . . .
H36A H 0.417309 0.285180 0.884232 0.103 Uiso 1 1 calc R . . . .
H36B H 0.638657 0.270714 0.880895 0.103 Uiso 1 1 calc R . . . .
C35 C 0.5698(14) 0.2947(3) 0.9394(3) 0.086(3) Uani 1 1 d D . . . .
C51 C 1.1708(14) 0.2096(3) 0.6114(3) 0.095(3) Uani 1 1 d . . . . .
H51 H 1.292829 0.194910 0.605665 0.114 Uiso 1 1 calc R . . . .
C1 C 1.0295(13) 0.9259(3) 0.5098(3) 0.082(2) Uani 1 1 d . . . . .
H1 H 1.160000 0.921143 0.519113 0.099 Uiso 1 1 calc R . . . .
C3 C 0.786(2) 0.9233(3) 0.4538(3) 0.098(3) Uani 1 1 d . . . . .
H3 H 0.745455 0.916592 0.424256 0.118 Uiso 1 1 calc R . . . .
C18 C 0.5928(14) 1.0483(3) 0.8753(3) 0.085(2) Uani 1 1 d . U . . .
C46 C 0.8856(12) 0.3388(3) 0.5878(3) 0.087(3) Uani 1 1 d . . . . .
H46A H 0.971552 0.349577 0.564532 0.104 Uiso 1 1 calc R . . . .
H46B H 0.753930 0.336421 0.574538 0.104 Uiso 1 1 calc R . . . .
C2 C 0.9718(16) 0.9156(3) 0.4662(4) 0.094(3) Uani 1 1 d . . . . .
H2 H 1.061059 0.903462 0.445893 0.113 Uiso 1 1 calc R . . . .
C47 C 0.9439(14) 0.2845(3) 0.6046(3) 0.086(3) Uani 1 1 d . . . . .
C50 C 1.0353(19) 0.1805(4) 0.6331(3) 0.107(3) Uani 1 1 d . . . . .
H50 H 1.064943 0.144220 0.641987 0.129 Uiso 1 1 calc R . . . .
C17 C 0.5908(13) 0.9964(3) 0.9008(3) 0.092(3) Uani 1 1 d . . . . .
H17A H 0.702352 0.995930 0.921963 0.111 Uiso 1 1 calc R . . . .
H17B H 0.473480 0.995229 0.917589 0.111 Uiso 1 1 calc R . . . .
C52 C 1.1156(14) 0.2616(3) 0.5986(3) 0.107(3) Uani 1 1 d . . . . .
H52 H 1.206918 0.283051 0.584316 0.128 Uiso 1 1 calc R . . . .
C4 C 0.6561(15) 0.9405(3) 0.4825(4) 0.102(3) Uani 1 1 d . . . . .
H4 H 0.526469 0.946206 0.472793 0.122 Uiso 1 1 calc R . . . .
C33 C 0.7511(18) 0.2917(4) 1.0091(4) 0.125(4) Uani 1 1 d D U . . .
H33 H 0.871577 0.288370 1.024643 0.150 Uiso 1 1 calc R . . . .
C21 C 0.604(2) 1.1478(4) 0.8316(4) 0.125(4) Uani 1 1 d . U . . .
H21 H 0.609239 1.180819 0.815417 0.150 Uiso 1 1 calc R . . . .
C48 C 0.8163(16) 0.2534(3) 0.6282(3) 0.107(3) Uani 1 1 d . . . . .
H48 H 0.695670 0.268662 0.634424 0.128 Uiso 1 1 calc R . . . .
C19 C 0.7617(17) 1.0713(3) 0.8626(4) 0.118(3) Uani 1 1 d . U . . .
H19 H 0.878169 1.052046 0.868421 0.141 Uiso 1 1 calc R . . . .
C49 C 0.8601(17) 0.2014(4) 0.6426(3) 0.115(3) Uani 1 1 d . . . . .
H49 H 0.771913 0.180768 0.658468 0.138 Uiso 1 1 calc R . . . .
C53 C 0.6408(14) 0.0681(4) 0.6226(3) 0.115(3) Uani 1 1 d . . . . .
H53A H 0.659844 0.075724 0.591639 0.172 Uiso 1 1 calc GR . . . .
H53B H 0.564523 0.097278 0.634906 0.172 Uiso 1 1 calc GR . . . .
H53C H 0.573372 0.033260 0.625143 0.172 Uiso 1 1 calc GR . . . .
C23 C 0.4248(16) 1.0766(3) 0.8671(4) 0.122(4) Uani 1 1 d . U . . .
H23 H 0.307791 1.062184 0.876590 0.146 Uiso 1 1 calc R . . . .
C30 C 0.3911(19) 0.2964(4) 0.9612(4) 0.120(3) Uani 1 1 d . U . . .
H30 H 0.272850 0.298401 0.944634 0.145 Uiso 1 1 calc R . . . .
C32 C 0.574(2) 0.2930(4) 1.0291(4) 0.141(4) Uani 1 1 d . U . . .
H32 H 0.575331 0.292236 1.060152 0.169 Uiso 1 1 calc R . . . .
C22 C 0.4249(19) 1.1278(4) 0.8443(4) 0.130(4) Uani 1 1 d . U . . .
H22 H 0.309771 1.147499 0.838076 0.156 Uiso 1 1 calc R . . . .
C20 C 0.767(2) 1.1208(5) 0.8420(4) 0.138(4) Uani 1 1 d . U . . .
H20 H 0.886921 1.136141 0.835019 0.166 Uiso 1 1 calc R . . . .
C31 C 0.394(2) 0.2952(4) 1.0064(5) 0.150(4) Uani 1 1 d . U . . .
H31 H 0.278542 0.295863 1.021534 0.180 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
N11 C39 1.353(8) . ?
N11 C27 1.452(7) . ?
N11 C43 1.333(7) . ?
N4 C24 1.445(7) . ?
N4 C13 1.323(8) . ?
N4 C10 1.336(8) . ?
N3 N2 1.313(7) . ?
N3 C9 1.370(8) . ?
N1 N2 1.340(6) . ?
N1 C8 1.324(8) . ?
N1 C7 1.482(8) . ?
N10 N9 1.328(7) . ?
N10 C38 1.362(8) . ?
N12 C44 1.362(8) . ?
N12 N13 1.323(8) . ?
C28 C29 1.392(8) . ?
C28 C27 1.377(8) . ?
N7 N6 1.339(8) . ?
N7 C16 1.345(9) . ?
N7 C17 1.482(9) . ?
N8 N9 1.345(8) . ?
N8 C37 1.324(9) . ?
N8 C36 1.468(9) . ?
C9 C11 1.461(9) . ?
C9 C8 1.374(8) . ?
C29 C24 1.368(8) . ?
C24 C25 1.390(8) . ?
C39 C40 1.393(7) . ?
C44 C42 1.457(9) . ?
C44 C45 1.383(8) . ?
C27 C26 1.381(8) . ?
C25 C26 1.382(8) . ?
C40 C38 1.439(9) . ?
C40 C41 1.391(9) . ?
N14 N13 1.368(7) . ?
N14 C45 1.316(9) . ?
N14 C46 1.477(9) . ?
N5 N6 1.319(8) . ?
N5 C15 1.358(8) . ?
C11 C10 1.385(7) . ?
C11 C12 1.387(9) . ?
C38 C37 1.382(8) . ?
C14 C13 1.408(8) . ?
C14 C12 1.385(9) . ?
C14 C15 1.456(9) . ?
C43 C42 1.383(8) . ?
C15 C16 1.378(8) . ?
C42 C41 1.388(9) . ?
C6 C7 1.475(10) . ?
C6 C5 1.364(10) . ?
C6 C1 1.376(11) . ?
O1 C53 1.467(10) . ?
C34 C35 1.339(10) . ?
C34 C33 1.336(12) . ?
C5 C4 1.377(12) . ?
C36 C35 1.417(12) . ?
C35 C30 1.444(13) . ?
C51 C50 1.381(13) . ?
C51 C52 1.385(11) . ?
C1 C2 1.397(12) . ?
C3 C2 1.346(12) . ?
C3 C4 1.361(13) . ?
C18 C17 1.495(11) . ?
C18 C19 1.380(12) . ?
C18 C23 1.377(12) . ?
C46 C47 1.479(11) . ?
C47 C52 1.346(12) . ?
C47 C48 1.398(13) . ?
C50 C49 1.371(13) . ?
C33 C32 1.410(16) . ?
C21 C22 1.419(16) . ?
C21 C20 1.342(15) . ?
C48 C49 1.380(12) . ?
C19 C20 1.372(14) . ?
C23 C22 1.436(14) . ?
C30 C31 1.381(16) . ?
C32 C31 1.407(15) . ?

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
C39 N11 C27 120.0(6) . . ?
C43 N11 C39 122.1(5) . . ?
C43 N11 C27 117.9(5) . . ?
C13 N4 C24 120.6(6) . . ?
C13 N4 C10 121.8(5) . . ?
C10 N4 C24 117.6(5) . . ?
N2 N3 C9 108.4(5) . . ?
N2 N1 C7 119.6(6) . . ?
C8 N1 N2 111.1(5) . . ?
C8 N1 C7 129.2(5) . . ?
N9 N10 C38 108.4(5) . . ?
N3 N2 N1 107.5(5) . . ?
N13 N12 C44 108.7(5) . . ?
C27 C28 C29 118.3(5) . . ?
N6 N7 C16 110.9(5) . . ?
N6 N7 C17 117.0(7) . . ?
C16 N7 C17 131.5(6) . . ?
N9 N8 C36 122.5(7) . . ?
C37 N8 N9 111.2(5) . . ?
C37 N8 C36 126.3(7) . . ?
N3 C9 C11 121.3(5) . . ?
N3 C9 C8 107.5(6) . . ?
C8 C9 C11 131.3(6) . . ?
C24 C29 C28 119.6(5) . . ?
C29 C24 N4 118.7(5) . . ?
C29 C24 C25 122.0(5) . . ?
C25 C24 N4 119.3(5) . . ?
N11 C39 C40 120.1(6) . . ?
N12 C44 C42 121.1(5) . . ?
N12 C44 C45 108.6(6) . . ?
C45 C44 C42 130.3(7) . . ?
C28 C27 N11 118.2(5) . . ?
C28 C27 C26 122.4(5) . . ?
C26 C27 N11 119.3(5) . . ?
C26 C25 C24 118.6(5) . . ?
C25 C26 C27 119.1(5) . . ?
N10 N9 N8 107.2(6) . . ?
C39 C40 C38 121.4(6) . . ?
C41 C40 C39 117.8(6) . . ?
C41 C40 C38 120.8(5) . . ?
N13 N14 C46 116.7(7) . . ?
C45 N14 N13 112.2(6) . . ?
C45 N14 C46 130.5(6) . . ?
N6 N5 C15 109.8(5) . . ?
C10 C11 C9 119.2(6) . . ?
C10 C11 C12 117.7(6) . . ?
C12 C11 C9 123.1(5) . . ?
N10 C38 C40 122.3(5) . . ?
N10 C38 C37 107.7(6) . . ?
C37 C38 C40 130.0(7) . . ?
C13 C14 C15 119.0(6) . . ?
C12 C14 C13 117.9(6) . . ?
C12 C14 C15 123.1(5) . . ?
N4 C13 C14 120.4(6) . . ?
N5 N6 N7 106.8(6) . . ?
N11 C43 C42 120.6(6) . . ?
N12 N13 N14 105.9(6) . . ?
N4 C10 C11 121.4(6) . . ?
C14 C12 C11 120.8(5) . . ?
N1 C8 C9 105.5(6) . . ?
N5 C15 C14 122.0(5) . . ?
N5 C15 C16 107.1(6) . . ?
C16 C15 C14 130.8(7) . . ?
C43 C42 C44 119.3(6) . . ?
C43 C42 C41 118.3(7) . . ?
C41 C42 C44 122.4(5) . . ?
C42 C41 C40 121.0(5) . . ?
N7 C16 C15 105.4(6) . . ?
N14 C45 C44 104.5(6) . . ?
N8 C37 C38 105.5(7) . . ?
C5 C6 C7 121.5(8) . . ?
C5 C6 C1 118.6(8) . . ?
C1 C6 C7 119.8(7) . . ?
C6 C7 N1 113.2(5) . . ?
C33 C34 C35 130.5(11) . . ?
C6 C5 C4 120.6(9) . . ?
C35 C36 N8 116.0(7) . . ?
C34 C35 C36 129.8(11) . . ?
C34 C35 C30 115.8(10) . . ?
C36 C35 C30 114.1(8) . . ?
C50 C51 C52 115.1(9) . . ?
C6 C1 C2 121.1(8) . . ?
C2 C3 C4 121.8(9) . . ?
C19 C18 C17 121.6(8) . . ?
C23 C18 C17 119.7(9) . . ?
C23 C18 C19 118.5(9) . . ?
N14 C46 C47 113.3(7) . . ?
C3 C2 C1 118.2(9) . . ?
C52 C47 C46 124.1(10) . . ?
C52 C47 C48 116.1(9) . . ?
C48 C47 C46 119.8(9) . . ?
C49 C50 C51 123.2(9) . . ?
N7 C17 C18 113.2(7) . . ?
C47 C52 C51 125.7(10) . . ?
C3 C4 C5 119.6(9) . . ?
C34 C33 C32 111.5(11) . . ?
C20 C21 C22 121.1(11) . . ?
C49 C48 C47 122.0(10) . . ?
C20 C19 C18 122.3(10) . . ?
C50 C49 C48 117.8(11) . . ?
C18 C23 C22 120.6(11) . . ?
C31 C30 C35 119.4(11) . . ?
C31 C32 C33 124.8(13) . . ?
C21 C22 C23 117.2(10) . . ?
C21 C20 C19 120.2(12) . . ?
C30 C31 C32 117.7(14) . . ?

_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 -0.113 0.000 0.000 407.8 88.0 ?
2 -0.344 0.500 0.500 407.8 88.0 ?

_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_2H_Hex_2HSO4
_database_code_depnum_ccdc_archive 'CCDC 2130563'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;Australian National University
Australia
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-30 downloaded from the CCDC.
;
#==============================================================================
# start Validation Reply Form
_vrf_THETM01_2H_Hex_2HSO4        
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Crystals were small and very weakly diffracting, and required the use 
of synchrotron radiation. Even using synchrotron radiation, diffraction was 
weak and it was not possible to observe diffraction beyond 1.0 A. While the 
data are of low quality, the structure of the molecule can be unambigously
determined.
;
_vrf_PLAT027_2H_Hex_2HSO4        
;
PROBLEM: _diffrn_reflns_theta_full value (too) Low ......      17.49 Degree
RESPONSE: Crystals were small and very weakly diffracting, and required the use 
of synchrotron radiation. Even using synchrotron radiation, diffraction was 
weak and it was not possible to observe diffraction beyond 1.0 A. While the 
data are of low quality, the structure of the molecule can be unambigously
determined.
;
_vrf_PLAT201_2H_Hex_2HSO4        
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          9 Report
RESPONSE: The hexyl chains of the molecule are very ill-defined. Each of two 
the crystallographically unique was modeled over two sites, with restraints added
to C-C bond lengths and bond angles in order to achieve a chemically sensible 
refinement. Even with these restraints, it was necessary to model the carbon
atoms of these hexyl chains isotropically in order to achieve a sensible 
refinement.
;
_vrf_PLAT213_2H_Hex_2HSO4        
;
PROBLEM: Atom C3              has ADP max/min Ratio .....        4.4 prolat
RESPONSE: ...
;
_vrf_PLAT242_2H_Hex_2HSO4        
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        C13 Check 
RESPONSE: Generally, ellipsoid parameters do not refine particularly well,
and it was necessary to apply restraints to thermal and vibrational ellipsoid
parameters of all atoms, and refine the atoms of the disordered hexyl chains
isotropically in order to achieve a sensible refinement.
;
_vrf_PLAT250_2H_Hex_2HSO4        
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        7.9 Note  
RESPONSE: Generally, ellipsoid parameters do not refine particularly well,
and it was necessary to apply restraints to thermal and vibrational ellipsoid
parameters of all atoms, and refine the atoms of the disordered hexyl chains
isotropically in order to achieve a sensible refinement.
;
_vrf_PLAT340_2H_Hex_2HSO4        
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01369 Ang.  
RESPONSE: Crystals were small and very weakly diffracting, and required the use 
of synchrotron radiation. Even using synchrotron radiation, diffraction was 
weak and it was not possible to observe diffraction beyond 1.0 A. While the 
data are of low quality, the structure of the molecule can be unambigously
determined.
;
_vrf_PLAT990_2H_Hex_2HSO4        
;
PROBLEM: Deprecated .res/.hkl Input Style SQUEEZE Job ...          ! Note  
RESPONSE: PLATON-SQUEEZE was implemented within CRYSTALS.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;

_refine_special_details          
;Crystals were small and very weakly diffracting, and required the use of 
synchrotron radiation. Even using synchrotron radiation, diffraction was weak
and it was not possible to observe diffraction beyond 1.0 A.

The hexyl chains of the molecule are very ill-defined. Each of two the 
crystallographically unique was modeled over two sites, with restraints added
to C-C bond lengths and bond angles in order to achieve a chemically sensible 
refinement. Even with these restraints, it was necessary to model the carbon
atoms of these hexyl chains isotropically in order to achieve a sensible 
refinement. A region of poorly-defined electron density, believed to arise
from solvent molecules was present but could not be modelled. PLATON-SQUEEZE
was used to include this electron density in the refinement.

Generally, ellipsoid parameters do not refine particularly well,
and it was necessary to apply restraints to thermal and vibrational ellipsoid
parameters of all atoms in order to achieve a sensible refinement. All C-H
hydrogen atoms were inserted at geometric positions and ride on the attached 
atom. The O-H hydrogen atom on the HSO4- anion was inserted at an idealised
hydrogen bonding position and rides on the attached atom.

SHELX-style weighting schemes struggled to deal with the data effectively,
which we attribute to a combination of the weak data and the use of 
synchrotron radiation. Therefore, a quasi-unit weighting scheme was 
implemented. Analysis of the Fo/Fc plot showed that this handled the data
better than a SHELX-style weighting scheme.
?Generally this structure is of low quality, due to the weak data and the 
highly disordered hexyl chains. Nonetheless, the overall connectivity and 
anion binding location can be unambiguously determined.,SQUEEZE
;

_cell_length_a                   16.120(3)
_cell_length_b                   13.851(3)
_cell_length_c                   15.928(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.96(3)
_cell_angle_gamma                90
_cell_volume                     3249.8(14)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'

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

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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

_chemical_formula_sum            'C25 H36 N7 O4 S1'
_chemical_formula_moiety         'C25 H35 N7, H O4 S'
_chemical_compound_source        synthesized
_chemical_formula_weight         530.67


_cell_measurement_reflns_used    23755
_cell_measurement_theta_min      2.02
_cell_measurement_theta_max      20.1
_cell_measurement_temperature    100

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_max          0.12

_exptl_crystal_density_diffrn    1.085
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1132.000
_exptl_absorpt_coefficient_mu    0.137

_exptl_absorpt_correction_type   none
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX1 Beamline Australian Synchrotron'
_diffrn_radiation_wavelength     0.71090
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'

_computing_data_collection       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      100
_diffrn_reflns_number            23755
_diffrn_reflns_av_unetI/netI     0.074
_reflns_number_total             3050
_diffrn_reflns_av_R_equivalents  0.064

_diffrn_reflns_theta_min         2.018
_diffrn_reflns_theta_max         20.077
_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        17.492
_diffrn_measured_fraction_theta_full 0.993

_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       -15
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              -16
_reflns_limit_h_max              14
_reflns_limit_k_min              0
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              15

_oxford_diffrn_Wilson_B_factor   2.60
_oxford_diffrn_Wilson_scale      23.74

_atom_sites_solution_primary     other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.57
_refine_diff_density_max         0.69

# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     319
_refine_ls_number_parameters     325
_refine_ls_number_reflns         3045
_refine_ls_R_factor_ref          0.1525
_refine_ls_wR_factor_ref         0.2400
_refine_ls_goodness_of_fit_ref   0.7884
_refine_ls_shift/su_max          0.0002930
_refine_ls_shift/su_mean         0.0000218

# Computed with I/sigma = -10 
_reflns_number_all               3050
_refine_ls_R_factor_all          0.1528
_refine_ls_wR_factor_all         0.2402

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2357
_refine_ls_R_factor_gt           0.1348
_refine_ls_wR_factor_gt          0.2363


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr

_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Quasi-Unit weights 
 W = 1.0 or 1./4Fsq 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.5078(7) 0.2474(5) 0.4245(5) 0.0744 1.0000 Uani . U . . . .
C2 C 0.4815(8) 0.1825(6) 0.4724(6) 0.0727 1.0000 Uani . U . . . .
C3 C 0.4188(8) 0.1129(6) 0.4280(6) 0.0735 1.0000 Uani . U . . . .
C4 C 0.3810(8) 0.1121(6) 0.3325(6) 0.0737 1.0000 Uani . U . . . .
C5 C 0.4097(8) 0.1805(6) 0.2848(6) 0.0725 1.0000 Uani . U . . . .
C6 C 0.4713(8) 0.2479(6) 0.3312(6) 0.0739 1.0000 Uani . U . . . .
C7 C 0.3931(8) 0.0424(6) 0.4805(6) 0.0751 1.0000 Uani . U . . . .
C8 C 0.4126(8) 0.0414(6) 0.5727(6) 0.0756 1.0000 Uani . U . . . .
N9 N 0.3435(7) -0.0368(5) 0.4423(5) 0.0780 1.0000 Uani . U . . . .
N10 N 0.3288(7) -0.0869(5) 0.5056(5) 0.0835 1.0000 Uani . U . . . .
N11 N 0.3737(7) -0.0388(5) 0.5854(5) 0.0838 1.0000 Uani D U . . . .
C12 C 0.3654(9) -0.0735(6) 0.6709(6) 0.1048 1.0000 Uani D U . . . .
C13 C 0.3176(9) 0.0028(8) 0.7031(7) 0.1331 1.0000 Uani D U . . . .
C14 C 0.2201(12) 0.0183(19) 0.6365(15) 0.226(7) 0.7000 Uiso D U . . 1 .
C15 C 0.1798(15) 0.0914(17) 0.6808(13) 0.227(7) 0.7000 Uiso D U . . 1 .
C16 C 0.0989(11) 0.1416(16) 0.6098(18) 0.229(7) 0.7000 Uiso D U . . 1 .
O105 O 0.3012(6) -0.1997(4) 0.1540(4) 0.0962 1.0000 Uani . U . . . .
C18 C 0.3699(9) 0.1793(6) 0.1832(6) 0.0765 1.0000 Uani . U . . . .
C19 C 0.3205(9) 0.1117(6) 0.1237(6) 0.0862 1.0000 Uani . U . . . .
N20 N 0.3859(7) 0.2537(5) 0.1346(5) 0.0879 1.0000 Uani . U . . . .
N21 N 0.3466(8) 0.2336(6) 0.0484(5) 0.0989 1.0000 Uani . U . . . .
N22 N 0.3059(7) 0.1468(6) 0.0391(5) 0.0900 1.0000 Uani D U . . . .
C23 C 0.2519(12) 0.1033(10) -0.0540(8) 0.1608 1.0000 Uani D U . . . .
C24 C 0.1699(11) 0.1675(16) -0.1067(16) 0.247(9) 0.6000 Uiso D U . . 3 .
C25 C 0.2018(17) 0.2564(19) -0.144(2) 0.246(8) 0.6000 Uiso D U . . 3 .
C26 C 0.135(2) 0.3412(19) -0.1643(19) 0.247(8) 0.6000 Uiso D U . . 3 .
C27 C 0.128(2) 0.394(2) -0.251(2) 0.248(8) 0.6000 Uiso D U . . 3 .
C28 C 0.054(2) 0.469(2) -0.276(2) 0.248(9) 0.6000 Uiso D U . . 3 .
C30 C 0.5814(8) 0.3204(6) 0.4771(6) 0.0793 1.0000 Uani . U . . . .
C31 C 0.5387(8) 0.4141(6) 0.4891(6) 0.0751 1.0000 Uani . U . . . .
C32 C 0.5176(8) 0.4866(6) 0.4230(6) 0.0805 1.0000 Uani . U . . . .
C33 C 0.4784(9) 0.5719(6) 0.4341(6) 0.0838 1.0000 Uani . U . . . .
S101 S 0.3491(3) -0.15697(16) 0.24438(17) 0.0832 1.0000 Uani . U . . . .
O102 O 0.2729(6) -0.1011(4) 0.2632(5) 0.0961 1.0000 Uani . U . . . .
O103 O 0.3883(6) -0.2293(4) 0.3168(4) 0.0914 1.0000 Uani . U . . . .
O104 O 0.4168(6) -0.0867(4) 0.2459(4) 0.0911 1.0000 Uani . U . . . .
C17 C 0.1328(19) 0.2316(19) 0.5797(19) 0.231(7) 0.7000 Uiso D U . . 1 .
C114 C 0.2236(14) 0.022(2) 0.6295(19) 0.260(13) 0.3000 Uiso D U . . 2 .
C115 C 0.165(2) -0.067(3) 0.616(4) 0.261(13) 0.3000 Uiso D U . . 2 .
C116 C 0.0655(17) -0.041(5) 0.563(4) 0.261(13) 0.3000 Uiso D U . . 2 .
C124 C 0.1497(12) 0.108(3) -0.078(2) 0.293(14) 0.4000 Uiso D U . . 4 .
C125 C 0.119(3) 0.212(3) -0.076(2) 0.293(14) 0.4000 Uiso D U . . 4 .
C126 C 0.106(5) 0.266(3) -0.165(3) 0.293(14) 0.4000 Uiso D U . . 4 .
C127 C 0.059(3) 0.362(4) -0.169(4) 0.293(14) 0.4000 Uiso D U . . 4 .
C128 C 0.121(4) 0.445(3) -0.171(5) 0.293(14) 0.4000 Uiso D U . . 4 .
C117 C 0.044(4) 0.052(5) 0.602(5) 0.261(13) 0.3000 Uiso D U . . 2 .
H21 H 0.5070 0.1853 0.5377 0.0873 1.0000 Uiso R . . . . .
H41 H 0.3360 0.0657 0.2997 0.0882 1.0000 Uiso R . . . . .
H61 H 0.4891 0.2956 0.2989 0.0886 1.0000 Uiso R . . . . .
H81 H 0.4464 0.0876 0.6175 0.0907 1.0000 Uiso R . . . . .
H121 H 0.4241 -0.0849 0.7175 0.1243 1.0000 Uiso R . . . . .
H122 H 0.3313 -0.1317 0.6580 0.1243 1.0000 Uiso R . . . . .
H141 H 0.1876 -0.0407 0.6275 0.2698 0.7000 Uiso R . . . 1 .
H142 H 0.2172 0.0411 0.5791 0.2698 0.7000 Uiso R . . . 1 .
H151 H 0.1607 0.0600 0.7230 0.2715 0.7000 Uiso R . . . 1 .
H152 H 0.2251 0.1378 0.7125 0.2715 0.7000 Uiso R . . . 1 .
H161 H 0.0566 0.1589 0.6348 0.2740 0.7000 Uiso R . . . 1 .
H162 H 0.0704 0.1003 0.5584 0.2740 0.7000 Uiso R . . . 1 .
H191 H 0.2999 0.0520 0.1377 0.1035 1.0000 Uiso R . . . . .
H241 H 0.1269 0.1321 -0.1565 0.2964 0.6000 Uiso R . . . 3 .
H242 H 0.1427 0.1880 -0.0669 0.2964 0.6000 Uiso R . . . 3 .
H251 H 0.2074 0.2387 -0.1989 0.2959 0.6000 Uiso R . . . 3 .
H252 H 0.2592 0.2764 -0.0994 0.2959 0.6000 Uiso R . . . 3 .
H261 H 0.1568 0.3853 -0.1143 0.2968 0.6000 Uiso R . . . 3 .
H262 H 0.0775 0.3176 -0.1721 0.2968 0.6000 Uiso R . . . 3 .
H271 H 0.1851 0.4224 -0.2422 0.2976 0.6000 Uiso R . . . 3 .
H272 H 0.1117 0.3489 -0.3007 0.2976 0.6000 Uiso R . . . 3 .
H281 H 0.0488 0.5021 -0.3307 0.2985 0.6000 Uiso R . . . 3 .
H282 H 0.0710 0.5142 -0.2269 0.2985 0.6000 Uiso R . . . 3 .
H283 H -0.0024 0.4407 -0.2854 0.2985 0.6000 Uiso R . . . 3 .
H301 H 0.6184 0.2949 0.5359 0.0950 1.0000 Uiso R . . . . .
H302 H 0.6177 0.3326 0.4439 0.0950 1.0000 Uiso R . . . . .
H321 H 0.5304 0.4776 0.3704 0.0963 1.0000 Uiso R . . . . .
H331 H 0.4632 0.6207 0.3884 0.1005 1.0000 Uiso R . . . . .
H171 H 0.0834 0.2650 0.5343 0.2757 0.7000 Uiso R . . . 1 .
H172 H 0.1615 0.2723 0.6315 0.2757 0.7000 Uiso R . . . 1 .
H173 H 0.1753 0.2137 0.5551 0.2757 0.7000 Uiso R . . . 1 .
H1141 H 0.1990 0.0778 0.6456 0.3180 0.3000 Uiso R . . . 2 .
H1142 H 0.2288 0.0331 0.5730 0.3180 0.3000 Uiso R . . . 2 .
H1151 H 0.1722 -0.0891 0.6752 0.3185 0.3000 Uiso R . . . 2 .
H1152 H 0.1804 -0.1180 0.5848 0.3185 0.3000 Uiso R . . . 2 .
H1161 H 0.0262 -0.0914 0.5644 0.3190 0.3000 Uiso R . . . 2 .
H1162 H 0.0564 -0.0279 0.5017 0.3190 0.3000 Uiso R . . . 2 .
H1241 H 0.1179 0.0823 -0.1379 0.3570 0.4000 Uiso R . . . 4 .
H1242 H 0.1366 0.0712 -0.0349 0.3570 0.4000 Uiso R . . . 4 .
H1251 H 0.1638 0.2454 -0.0260 0.3574 0.4000 Uiso R . . . 4 .
H1252 H 0.0633 0.2119 -0.0694 0.3574 0.4000 Uiso R . . . 4 .
H1261 H 0.1637 0.2758 -0.1674 0.3575 0.4000 Uiso R . . . 4 .
H1262 H 0.0693 0.2275 -0.2163 0.3575 0.4000 Uiso R . . . 4 .
H1271 H 0.0052 0.3659 -0.2239 0.3574 0.4000 Uiso R . . . 4 .
H1272 H 0.0452 0.3683 -0.1174 0.3574 0.4000 Uiso R . . . 4 .
H1281 H 0.0916 0.5050 -0.1735 0.3571 0.4000 Uiso R . . . 4 .
H1282 H 0.1352 0.4393 -0.2234 0.3571 0.4000 Uiso R . . . 4 .
H1283 H 0.1751 0.4418 -0.1169 0.3571 0.4000 Uiso R . . . 4 .
H1171 H -0.0171 0.0704 0.5676 0.3190 0.3000 Uiso R . . . 2 .
H1172 H 0.0531 0.0393 0.6637 0.3190 0.3000 Uiso R . . . 2 .
H1173 H 0.0834 0.1028 0.6010 0.3190 0.3000 Uiso R . . . 2 .
H131 H 0.3187 -0.0167 0.7607 0.1589 0.7000 Uiso . . . . 1 .
H132 H 0.3488 0.0620 0.7097 0.1589 0.7000 Uiso . . . . 1 .
H133 H 0.3108 -0.0202 0.7562 0.1589 0.3000 Uiso . . . . 2 .
H134 H 0.3525 0.0600 0.7174 0.1589 0.3000 Uiso . . . . 2 .
H231 H 0.2895 0.0988 -0.0870 0.1937 0.6000 Uiso . . . . 3 .
H232 H 0.2319 0.0408 -0.0467 0.1937 0.6000 Uiso . . . . 3 .
H233 H 0.2649 0.1379 -0.0988 0.1937 0.4000 Uiso . . . . 4 .
H234 H 0.2695 0.0378 -0.0536 0.1937 0.4000 Uiso . . . . 4 .
H1 H 0.2945 -0.0813 0.3185 0.1147 1.0000 Uiso R . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.2947(7)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.353(11) yes
N1 . C6 . 1.358(11) yes
N1 . C30 . 1.524(13) yes
C2 . C3 . 1.368(14) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.390(12) yes
C3 . C7 . 1.452(12) yes
C4 . C5 . 1.404(12) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.345(14) yes
C5 . C18 . 1.480(12) yes
C6 . H61 . 0.950 no
C7 . C8 . 1.371(11) yes
C7 . N9 . 1.348(12) yes
C8 . N11 . 1.331(12) yes
C8 . H81 . 0.950 no
N9 . N10 . 1.322(9) yes
N10 . N11 . 1.355(11) yes
N11 . C12 . 1.499(10) yes
C12 . C13 . 1.514(8) yes
C12 . H121 . 0.950 no
C12 . H122 . 0.950 no
C14 . C15 . 1.523(9) yes
C14 . H141 . 0.950 no
C14 . H142 . 0.950 no
C15 . C16 . 1.504(9) yes
C15 . H151 . 0.950 no
C15 . H152 . 0.950 no
C16 . C17 . 1.514(9) yes
C16 . H161 . 0.950 no
C16 . H162 . 0.950 no
O105 . S101 . 1.455(7) yes
C18 . C19 . 1.339(13) yes
C18 . N20 . 1.376(11) yes
C19 . N22 . 1.360(11) yes
C19 . H191 . 0.950 no
N20 . N21 . 1.288(10) yes
N21 . N22 . 1.349(11) yes
N22 . C23 . 1.508(14) yes
C24 . C25 . 1.541(9) yes
C24 . H241 . 0.950 no
C24 . H242 . 0.950 no
C25 . C26 . 1.532(9) yes
C25 . H251 . 0.950 no
C25 . H252 . 0.950 no
C26 . C27 . 1.531(9) yes
C26 . H261 . 0.950 no
C26 . H262 . 0.950 no
C27 . C28 . 1.517(9) yes
C27 . H271 . 0.950 no
C27 . H272 . 0.950 no
C28 . H281 . 0.950 no
C28 . H282 . 0.950 no
C28 . H283 . 0.950 no
C30 . C31 . 1.518(13) yes
C30 . H301 . 0.950 no
C30 . H302 . 0.950 no
C31 . C33 2_666 1.373(11) yes
C31 . C32 . 1.393(12) yes
C32 . C33 . 1.384(13) yes
C32 . H321 . 0.950 no
C33 . H331 . 0.950 no
S101 . O102 . 1.580(8) yes
S101 . O103 . 1.463(6) yes
S101 . O104 . 1.454(8) yes
O102 . H1 . 0.850 no
C17 . H171 . 0.950 no
C17 . H172 . 0.950 no
C17 . H173 . 0.950 no
C114 . C115 . 1.517(10) yes
C114 . H1141 . 0.950 no
C114 . H1142 . 0.950 no
C115 . C116 . 1.525(10) yes
C115 . H1151 . 0.950 no
C115 . H1152 . 0.950 no
C116 . C117 . 1.523(10) yes
C116 . H1161 . 0.950 no
C116 . H1162 . 0.950 no
C124 . C125 . 1.529(10) yes
C124 . H1241 . 0.950 no
C124 . H1242 . 0.950 no
C125 . C126 . 1.532(10) yes
C125 . H1251 . 0.950 no
C125 . H1252 . 0.950 no
C126 . C127 . 1.527(10) yes
C126 . H1261 . 0.950 no
C126 . H1262 . 0.950 no
C127 . C128 . 1.521(10) yes
C127 . H1271 . 0.950 no
C127 . H1272 . 0.950 no
C128 . H1281 . 0.950 no
C128 . H1282 . 0.950 no
C128 . H1283 . 0.950 no
C117 . H1171 . 0.950 no
C117 . H1172 . 0.950 no
C117 . H1173 . 0.950 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 121.7(9) yes
C2 . N1 . C30 . 118.9(7) yes
C6 . N1 . C30 . 119.5(7) yes
N1 . C2 . C3 . 120.7(8) yes
N1 . C2 . H21 . 119.7 no
C3 . C2 . H21 . 119.7 no
C2 . C3 . C4 . 118.4(8) yes
C2 . C3 . C7 . 120.0(8) yes
C4 . C3 . C7 . 121.6(9) yes
C3 . C4 . C5 . 119.4(10) yes
C3 . C4 . H41 . 120.2 no
C5 . C4 . H41 . 120.3 no
C4 . C5 . C6 . 120.2(8) yes
C4 . C5 . C18 . 119.5(9) yes
C6 . C5 . C18 . 120.3(8) yes
N1 . C6 . C5 . 119.5(8) yes
N1 . C6 . H61 . 120.3 no
C5 . C6 . H61 . 120.2 no
C3 . C7 . C8 . 129.0(9) yes
C3 . C7 . N9 . 122.9(7) yes
C8 . C7 . N9 . 108.1(8) yes
C7 . C8 . N11 . 104.8(8) yes
C7 . C8 . H81 . 127.6 no
N11 . C8 . H81 . 127.6 no
C7 . N9 . N10 . 109.9(7) yes
N9 . N10 . N11 . 105.4(7) yes
N10 . N11 . C8 . 111.8(7) yes
N10 . N11 . C12 . 118.9(8) yes
C8 . N11 . C12 . 128.9(8) yes
N11 . C12 . C13 . 109.2(6) yes
N11 . C12 . H121 . 109.6 no
C13 . C12 . H121 . 109.5 no
N11 . C12 . H122 . 109.5 no
C13 . C12 . H122 . 109.6 no
H121 . C12 . H122 . 109.5 no
C13 . C14 . C15 . 106.7(8) yes
C13 . C14 . H141 . 109.6 no
C15 . C14 . H141 . 109.2 no
C13 . C14 . H142 . 110.7 no
C15 . C14 . H142 . 111.2 no
H141 . C14 . H142 . 109.5 no
C14 . C15 . C16 . 111.1(9) yes
C14 . C15 . H151 . 110.2 no
C16 . C15 . H151 . 108.3 no
C14 . C15 . H152 . 108.4 no
C16 . C15 . H152 . 109.4 no
H151 . C15 . H152 . 109.5 no
C15 . C16 . C17 . 107.8(9) yes
C15 . C16 . H161 . 110.6 no
C17 . C16 . H161 . 109.7 no
C15 . C16 . H162 . 109.8 no
C17 . C16 . H162 . 109.5 no
H161 . C16 . H162 . 109.5 no
C5 . C18 . C19 . 130.6(8) yes
C5 . C18 . N20 . 120.7(9) yes
C19 . C18 . N20 . 108.6(8) yes
C18 . C19 . N22 . 105.4(8) yes
C18 . C19 . H191 . 127.3 no
N22 . C19 . H191 . 127.3 no
C18 . N20 . N21 . 108.3(8) yes
N20 . N21 . N22 . 108.4(7) yes
C19 . N22 . N21 . 109.3(8) yes
C19 . N22 . C23 . 129.1(10) yes
N21 . N22 . C23 . 121.6(8) yes
C23 . C24 . C25 . 109.1(9) yes
C23 . C24 . H241 . 109.4 no
C25 . C24 . H241 . 109.7 no
C23 . C24 . H242 . 109.7 no
C25 . C24 . H242 . 109.5 no
H241 . C24 . H242 . 109.5 no
C24 . C25 . C26 . 112.5(9) yes
C24 . C25 . H251 . 108.6 no
C26 . C25 . H251 . 108.7 no
C24 . C25 . H252 . 108.9 no
C26 . C25 . H252 . 108.6 no
H251 . C25 . H252 . 109.5 no
C25 . C26 . C27 . 110.3(9) yes
C25 . C26 . H261 . 109.4 no
C27 . C26 . H261 . 108.8 no
C25 . C26 . H262 . 109.1 no
C27 . C26 . H262 . 109.8 no
H261 . C26 . H262 . 109.5 no
C26 . C27 . C28 . 108.9(9) yes
C26 . C27 . H271 . 110.2 no
C28 . C27 . H271 . 111.1 no
C26 . C27 . H272 . 109.1 no
C28 . C27 . H272 . 107.9 no
H271 . C27 . H272 . 109.5 no
C27 . C28 . H281 . 109.7 no
C27 . C28 . H282 . 107.8 no
H281 . C28 . H282 . 109.5 no
C27 . C28 . H283 . 110.9 no
H281 . C28 . H283 . 109.5 no
H282 . C28 . H283 . 109.5 no
N1 . C30 . C31 . 110.2(9) yes
N1 . C30 . H301 . 109.4 no
C31 . C30 . H301 . 109.2 no
N1 . C30 . H302 . 109.3 no
C31 . C30 . H302 . 109.3 no
H301 . C30 . H302 . 109.5 no
C30 . C31 . C33 2_666 119.9(7) yes
C30 . C31 . C32 . 120.4(7) yes
C33 2_666 C31 . C32 . 119.7(8) yes
C31 . C32 . C33 . 120.2(7) yes
C31 . C32 . H321 . 119.9 no
C33 . C32 . H321 . 119.9 no
C32 . C33 . C31 2_666 120.1(8) yes
C32 . C33 . H331 . 119.9 no
C31 2_666 C33 . H331 . 120.0 no
O105 . S101 . O102 . 104.2(5) yes
O105 . S101 . O103 . 112.8(4) yes
O102 . S101 . O103 . 107.7(4) yes
O105 . S101 . O104 . 112.5(4) yes
O102 . S101 . O104 . 107.7(4) yes
O103 . S101 . O104 . 111.4(5) yes
S101 . O102 . H1 . 109.4 no
C16 . C17 . H171 . 110.1 no
C16 . C17 . H172 . 109.1 no
H171 . C17 . H172 . 109.5 no
C16 . C17 . H173 . 109.2 no
H171 . C17 . H173 . 109.5 no
H172 . C17 . H173 . 109.5 no
C13 . C114 . C115 . 109.5(9) yes
C13 . C114 . H1141 . 109.2 no
C115 . C114 . H1141 . 113.4 no
C13 . C114 . H1142 . 108.4 no
C115 . C114 . H1142 . 106.8 no
H1141 . C114 . H1142 . 109.5 no
C114 . C115 . C116 . 109.6(9) yes
C114 . C115 . H1151 . 107.7 no
C116 . C115 . H1151 . 107.3 no
C114 . C115 . H1152 . 113.5 no
C116 . C115 . H1152 . 109.1 no
H1151 . C115 . H1152 . 109.5 no
C115 . C116 . C117 . 109.9(10) yes
C115 . C116 . H1161 . 111.9 no
C117 . C116 . H1161 . 110.8 no
C115 . C116 . H1162 . 107.5 no
C117 . C116 . H1162 . 107.2 no
H1161 . C116 . H1162 . 109.5 no
C23 . C124 . C125 . 111.1(9) yes
C23 . C124 . H1241 . 108.8 no
C125 . C124 . H1241 . 109.2 no
C23 . C124 . H1242 . 109.1 no
C125 . C124 . H1242 . 109.2 no
H1241 . C124 . H1242 . 109.5 no
C124 . C125 . C126 . 111.1(9) yes
C124 . C125 . H1251 . 109.2 no
C126 . C125 . H1251 . 108.7 no
C124 . C125 . H1252 . 108.8 no
C126 . C125 . H1252 . 109.5 no
H1251 . C125 . H1252 . 109.5 no
C125 . C126 . C127 . 110.0(9) yes
C125 . C126 . H1261 . 109.9 no
C127 . C126 . H1261 . 109.8 no
C125 . C126 . H1262 . 109.0 no
C127 . C126 . H1262 . 108.7 no
H1261 . C126 . H1262 . 109.5 no
C126 . C127 . C128 . 110.3(10) yes
C126 . C127 . H1271 . 109.9 no
C128 . C127 . H1271 . 108.0 no
C126 . C127 . H1272 . 109.1 no
C128 . C127 . H1272 . 110.1 no
H1271 . C127 . H1272 . 109.5 no
C127 . C128 . H1281 . 109.9 no
C127 . C128 . H1282 . 110.3 no
H1281 . C128 . H1282 . 109.5 no
C127 . C128 . H1283 . 108.2 no
H1281 . C128 . H1283 . 109.5 no
H1282 . C128 . H1283 . 109.5 no
C116 . C117 . H1171 . 110.2 no
C116 . C117 . H1172 . 107.3 no
H1171 . C117 . H1172 . 109.5 no
C116 . C117 . H1173 . 110.9 no
H1171 . C117 . H1173 . 109.5 no
H1172 . C117 . H1173 . 109.5 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C2 . H21 . O103 2_656 156 0.95 2.33 3.22(4) yes
C4 . H41 . O102 . 154 0.95 2.50 3.38(4) yes
C6 . H61 . O104 4_655 162 0.95 2.52 3.44(4) yes
C8 . H81 . N20 3_555 124 0.95 2.46 3.09(4) yes
C8 . H81 . O104 2_656 136 0.95 2.39 3.14(4) yes
C12 . H122 . O105 3_545 159 0.95 2.38 3.28(4) yes
C16 . H162 . C116 . 125 0.95 1.96 2.62(4) yes
C16 . H162 . C116 2_556 150 0.95 2.41 3.26(4) yes
C117 . H162 . C17 . 134 1.16 2.04 2.96(4) yes
C25 . H252 . N21 . 135 0.95 2.28 3.02(4) yes
C128 . H261 . C25 . 122 1.19 2.05 2.87(4) yes
C126 . H262 . C128 . 128 0.84 1.90 2.50(4) yes
C30 . H301 . O103 2_656 142 0.95 2.56 3.36(4) yes
C30 . H302 . O105 4_655 159 0.95 2.45 3.35(4) yes
C32 . H321 . O104 4_655 165 0.95 2.50 3.42(4) yes
C33 . H331 . O103 1_565 153 0.95 2.44 3.31(4) yes
C15 . H1141 . C14 . 128 0.77 0.93 1.52(4) yes
C14 . H1141 . C16 . 139 0.93 1.72 2.50(4) yes
C14 . H1141 . C17 . 147 0.93 2.42 3.24(4) yes
C15 . H1141 . C114 . 137 0.77 0.95 1.60(4) yes
C114 . H1141 . C16 . 140 0.95 1.72 2.52(4) yes
C114 . H1141 . C17 . 139 0.95 2.42 3.20(4) yes
C116 . H1162 . C117 2_556 128 0.95 1.82 2.51(4) yes
C26 . H1261 . C24 . 131 1.02 1.77 2.55(4) yes
C127 . H1272 . C116 4_555 141 0.95 2.60 3.39(4) yes
C27 . H1282 . C128 . 124 0.75 0.95 1.51(4) yes
C117 . H1173 . C17 . 164 0.95 2.04 2.96(4) yes
O102 . H1 . N9 . 180 0.85 1.90 2.75(4) yes



# end of ARCHIVE-HKL.CIF 
# looking for PLATON_SQD.SQF 

# SQUEEZE RESULTS (Version = 170121) 
# Note: Data are Listed for all Voids in the P1 Unit Cell 
# i.e. Centre of Gravity, Solvent Accessible Volume, 
# Recovered number of Electrons in the Void and 
# Details about the Squeezed Material 
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 -0.005 -0.009 786 146 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
# end of PLATON_SQD.SQF 
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol/chloroform/diethyl ether'
####################################################################### 
# 
# 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_2I_Bn_2HSO4
_database_code_depnum_ccdc_archive 'CCDC 2130561'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;Australian National University
Australia
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-30 downloaded from the CCDC.
;
#==============================================================================
# start Validation Reply Form
_vrf_PLAT029_2I_Bn_2HSO4         
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.920 Why?  
RESPONSE: Low data completion ratio is due to the limitations of the instrument 
available at the Australian Synchrotron operating under rotation data collection 
with a fixed detector and affects some high angle data.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;

_refine_special_details          
; 
Crystals were small and weakly-diffracting and required the use of synchrotron
radiation. 

Refinement proceeded smoothly and no restraints were necessary. The 
hydrogensulfate and methanol O-H proton were not visible in the Fourier
difference map and so were inserted at idealised hydrogen bonding positions.
All hydrogen atoms ride on the relevant non-H atom.

The hydrogensulfate anion and methanol solvent form 1D hydrogen bonded chains
with O...O separations of 2.59 and 2.91 A. The hydrogensulfate proton was 
assigned to the shorter O...O group due to its greater acidity.
;

_cell_length_a                   13.546(3)
_cell_length_b                   18.552(2)
_cell_length_c                   12.799(2)
_cell_angle_alpha                90
_cell_angle_beta                 114.375(10)
_cell_angle_gamma                90
_cell_volume                     2929.8(2)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  '-P 2ybc'

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

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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.4742 1.8119 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

_chemical_formula_sum            'C28 H26 I2 N7 O5 S1'
_chemical_formula_moiety         '0.5 (C54 H42 I4 N14), H S O4, C H4 O'
_chemical_compound_source        synthesized
_chemical_formula_weight         826.43


_cell_measurement_reflns_used    55158
_cell_measurement_theta_min      2.06
_cell_measurement_theta_max      27.5
_cell_measurement_temperature    100

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_max          0.15

_exptl_crystal_density_diffrn    1.874
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1620
_exptl_absorpt_coefficient_mu    2.270

_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX1 Beamline Australian Synchrotron'
_diffrn_radiation_wavelength     0.71090
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'

_computing_data_collection       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      100
_diffrn_reflns_number            45444
_diffrn_reflns_av_unetI/netI     0.040
_reflns_number_total             6161
_diffrn_reflns_av_R_equivalents  0.028

_diffrn_reflns_theta_min         2.063
_diffrn_reflns_theta_max         27.486
_diffrn_measured_fraction_theta_max 0.915

_diffrn_reflns_theta_full        25.012
_diffrn_measured_fraction_theta_full 0.920

_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              -17
_reflns_limit_h_max              16
_reflns_limit_k_min              0
_reflns_limit_k_max              21
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -2.91
_refine_diff_density_max         3.83

# The values actually used during refinement 
_oxford_refine_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     388
_refine_ls_number_reflns         6161
_oxford_refine_ls_R_factor_ref   0.0687
_refine_ls_wR_factor_ref         0.1661
_refine_ls_goodness_of_fit_ref   1.0018
_refine_ls_shift/su_max          0.0003269
_refine_ls_shift/su_mean         0.0000091

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6161
_refine_ls_R_factor_all          0.0687
_refine_ls_wR_factor_all         0.1661

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5555
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_gt          0.1619


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.08P)² +31.34P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.7311(4) 0.5491(3) 0.4661(4) 0.0323 1.0000 Uani . . . . . .
C2 C 0.7182(5) 0.5049(4) 0.5424(5) 0.0337 1.0000 Uani . . . . . .
C3 C 0.6300(5) 0.4588(4) 0.5091(5) 0.0316 1.0000 Uani . . . . . .
C4 C 0.5547(5) 0.4604(4) 0.3949(6) 0.0343 1.0000 Uani . . . . . .
C5 C 0.5690(5) 0.5073(4) 0.3168(5) 0.0321 1.0000 Uani . . . . . .
C6 C 0.6588(5) 0.5524(4) 0.3558(5) 0.0327 1.0000 Uani . . . . . .
C7 C 0.6240(5) 0.4121(4) 0.5995(6) 0.0324 1.0000 Uani . . . . . .
C8 C 0.5560(5) 0.3565(4) 0.5997(6) 0.0360 1.0000 Uani . . . . . .
N9 N 0.6990(5) 0.4214(4) 0.7095(5) 0.0390 1.0000 Uani . . . . . .
N2 N 0.6810(5) 0.3756(4) 0.7770(5) 0.0444 1.0000 Uani . . . . . .
N11 N 0.5943(5) 0.3353(4) 0.7096(5) 0.0390 1.0000 Uani . . . . . .
C12 C 0.5544(6) 0.2792(5) 0.7639(7) 0.0450 1.0000 Uani . . . . . .
C13 C 0.6458(5) 0.2298(4) 0.8346(6) 0.0394 1.0000 Uani . . . . . .
C14 C 0.6958(7) 0.2393(5) 0.9519(7) 0.0510 1.0000 Uani . . . . . .
C15 C 0.7861(8) 0.1954(6) 1.0149(9) 0.0723 1.0000 Uani . . . . . .
C16 C 0.8198(7) 0.1450(5) 0.9562(10) 0.0619 1.0000 Uani . . . . . .
C17 C 0.7669(8) 0.1346(6) 0.8425(11) 0.0659 1.0000 Uani . . . . . .
C18 C 0.6794(7) 0.1777(5) 0.7804(9) 0.0575 1.0000 Uani . . . . . .
C19 C 0.4932(5) 0.5142(4) 0.1953(6) 0.0358 1.0000 Uani . . . . . .
C20 C 0.4066(5) 0.4735(4) 0.1243(6) 0.0344 1.0000 Uani . . . . . .
N21 N 0.5053(4) 0.5711(4) 0.1333(5) 0.0427 1.0000 Uani . . . . . .
N3 N 0.4300(5) 0.5669(4) 0.0279(5) 0.0465 1.0000 Uani . . . . . .
N23 N 0.3700(4) 0.5075(4) 0.0224(5) 0.0387 1.0000 Uani . . . . . .
C24 C 0.2804(5) 0.4881(5) -0.0867(6) 0.0415 1.0000 Uani . . . . . .
C25 C 0.1712(5) 0.5161(5) -0.0976(5) 0.0406 1.0000 Uani . . . . . .
C26 C 0.0887(6) 0.4679(5) -0.1121(6) 0.0446 1.0000 Uani . . . . . .
C27 C -0.0150(6) 0.4947(6) -0.1306(6) 0.0543 1.0000 Uani . . . . . .
C28 C -0.0323(7) 0.5679(6) -0.1345(7) 0.0618 1.0000 Uani . . . . . .
C29 C 0.0508(8) 0.6145(6) -0.1177(8) 0.0624 1.0000 Uani . . . . . .
C30 C 0.1523(7) 0.5895(5) -0.0994(7) 0.0548 1.0000 Uani . . . . . .
C31 C 0.8310(5) 0.5941(4) 0.5043(6) 0.0374 1.0000 Uani . . . . . .
C32 C 0.9211(5) 0.5470(4) 0.5028(5) 0.0350 1.0000 Uani . . . . . .
C33 C 0.9282(5) 0.5314(5) 0.3997(5) 0.0403 1.0000 Uani . . . . . .
C34 C 0.9942(5) 0.5154(5) 0.6028(5) 0.0383 1.0000 Uani . . . . . .
S51 S 0.20375(17) 0.22549(11) 0.23611(17) 0.0456 1.0000 Uani . . . . . .
O52 O 0.2011(6) 0.2768(5) 0.3140(7) 0.0836 1.0000 Uani . . . . . .
O53 O 0.2758(6) 0.2400(5) 0.1886(8) 0.0856 1.0000 Uani . . . . . .
O54 O 0.0850(5) 0.2261(4) 0.1322(6) 0.0664 1.0000 Uani . . . . . .
O55 O 0.2144(7) 0.1524(5) 0.2733(7) 0.0841 1.0000 Uani . . . . . .
O101 O 0.0771(7) 0.2260(5) 0.4390(6) 0.0857 1.0000 Uani . . . . . .
C102 C -0.0280(10) 0.2211(8) 0.3508(10) 0.0851 1.0000 Uani . . . . . .
I1 I 0.42005(4) 0.31085(3) 0.47293(4) 0.0421 1.0000 Uani . . . . . .
I2 I 0.33877(4) 0.37837(3) 0.14657(4) 0.0421 1.0000 Uani . . . . . .
H21 H 0.7691 0.5050 0.6178 0.0389 1.0000 Uiso R . . . . .
H41 H 0.4955 0.4305 0.3710 0.0410 1.0000 Uiso R . . . . .
H61 H 0.6700 0.5846 0.3051 0.0377 1.0000 Uiso R . . . . .
H122 H 0.5250 0.3023 0.8136 0.0562 1.0000 Uiso R . . . . .
H121 H 0.4978 0.2513 0.7047 0.0561 1.0000 Uiso R . . . . .
H141 H 0.6706 0.2739 0.9878 0.0633 1.0000 Uiso R . . . . .
H151 H 0.8226 0.2004 1.0943 0.0871 1.0000 Uiso R . . . . .
H161 H 0.8802 0.1167 0.9973 0.0762 1.0000 Uiso R . . . . .
H171 H 0.7901 0.0990 0.8057 0.0822 1.0000 Uiso R . . . . .
H181 H 0.6424 0.1719 0.7012 0.0692 1.0000 Uiso R . . . . .
H241 H 0.2968 0.5062 -0.1483 0.0543 1.0000 Uiso R . . . . .
H242 H 0.2753 0.4357 -0.0898 0.0536 1.0000 Uiso R . . . . .
H261 H 0.1013 0.4179 -0.1105 0.0561 1.0000 Uiso R . . . . .
H271 H -0.0713 0.4628 -0.1406 0.0671 1.0000 Uiso R . . . . .
H281 H -0.1008 0.5853 -0.1471 0.0743 1.0000 Uiso R . . . . .
H291 H 0.0385 0.6640 -0.1198 0.0775 1.0000 Uiso R . . . . .
H301 H 0.2100 0.6211 -0.0880 0.0681 1.0000 Uiso R . . . . .
H311 H 0.8480 0.6116 0.5816 0.0452 1.0000 Uiso R . . . . .
H312 H 0.8188 0.6343 0.4516 0.0449 1.0000 Uiso R . . . . .
H331 H 0.8797 0.5533 0.3329 0.0471 1.0000 Uiso R . . . . .
H341 H 0.9901 0.5256 0.6721 0.0450 1.0000 Uiso R . . . . .
H1021 H -0.0254 0.2034 0.2824 0.1081 1.0000 Uiso R . . . . .
H1022 H -0.0700 0.1893 0.3744 0.1081 1.0000 Uiso R . . . . .
H1023 H -0.0601 0.2676 0.3372 0.1081 1.0000 Uiso R . . . . .
H541 H 0.0826 0.2417 0.0688 0.0872 1.0000 Uiso R . . . . .
H1011 H 0.1131 0.2406 0.4022 0.1016 1.0000 Uiso R . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.3283(5)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.341(9) yes
N1 . C6 . 1.348(8) yes
N1 . C31 . 1.490(8) yes
C2 . C3 . 1.387(9) yes
C2 . H21 . 0.926 no
C3 . C4 . 1.396(9) yes
C3 . C7 . 1.474(9) yes
C4 . C5 . 1.399(9) yes
C4 . H41 . 0.917 no
C5 . C6 . 1.388(9) yes
C5 . C19 . 1.473(9) yes
C6 . H61 . 0.938 no
C7 . C8 . 1.384(9) yes
C7 . N9 . 1.365(8) yes
C8 . N11 . 1.341(9) yes
C8 . I1 . 2.067(7) yes
N9 . N2 . 1.304(8) yes
N2 . N11 . 1.360(8) yes
N11 . C12 . 1.472(9) yes
C12 . C13 . 1.506(10) yes
C12 . H122 . 0.978 no
C12 . H121 . 0.975 no
C13 . C14 . 1.380(11) yes
C13 . C18 . 1.373(12) yes
C14 . C15 . 1.412(13) yes
C14 . H141 . 0.933 no
C15 . C16 . 1.391(16) yes
C15 . H151 . 0.933 no
C16 . C17 . 1.344(16) yes
C16 . H161 . 0.931 no
C17 . C18 . 1.377(14) yes
C17 . H171 . 0.938 no
C18 . H181 . 0.934 no
C19 . C20 . 1.376(9) yes
C19 . N21 . 1.372(10) yes
C20 . N23 . 1.346(9) yes
C20 . I2 . 2.063(7) yes
N21 . N3 . 1.315(8) yes
N3 . N23 . 1.353(9) yes
N23 . C24 . 1.467(8) yes
C24 . C25 . 1.518(9) yes
C24 . H241 . 0.963 no
C24 . H242 . 0.975 no
C25 . C26 . 1.384(11) yes
C25 . C30 . 1.384(13) yes
C26 . C27 . 1.414(11) yes
C26 . H261 . 0.940 no
C27 . C28 . 1.376(15) yes
C27 . H271 . 0.932 no
C28 . C29 . 1.365(16) yes
C28 . H281 . 0.932 no
C29 . C30 . 1.377(12) yes
C29 . H291 . 0.932 no
C30 . H301 . 0.939 no
C31 . C32 . 1.508(10) yes
C31 . H311 . 0.974 no
C31 . H312 . 0.972 no
C32 . C33 . 1.392(9) yes
C32 . C34 . 1.385(9) yes
C33 . C34 2_766 1.373(11) yes
C33 . H331 . 0.930 no
C34 . H341 . 0.932 no
S51 . O52 . 1.390(8) yes
S51 . O53 . 1.373(9) yes
S51 . O54 . 1.610(7) yes
S51 . O55 . 1.425(9) yes
O54 . H541 . 0.850 no
O101 . C102 . 1.408(13) yes
O101 . H1011 . 0.850 no
C102 . H1021 . 0.950 no
C102 . H1022 . 0.950 no
C102 . H1023 . 0.950 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 122.2(6) yes
C2 . N1 . C31 . 118.6(5) yes
C6 . N1 . C31 . 119.2(5) yes
N1 . C2 . C3 . 120.6(6) yes
N1 . C2 . H21 . 119.5 no
C3 . C2 . H21 . 119.8 no
C2 . C3 . C4 . 118.3(6) yes
C2 . C3 . C7 . 116.2(6) yes
C4 . C3 . C7 . 125.5(6) yes
C3 . C4 . C5 . 120.3(6) yes
C3 . C4 . H41 . 119.8 no
C5 . C4 . H41 . 119.9 no
C4 . C5 . C6 . 118.6(6) yes
C4 . C5 . C19 . 124.4(6) yes
C6 . C5 . C19 . 117.0(6) yes
C5 . C6 . N1 . 120.0(6) yes
C5 . C6 . H61 . 120.2 no
N1 . C6 . H61 . 119.8 no
C3 . C7 . C8 . 133.8(6) yes
C3 . C7 . N9 . 118.5(6) yes
C8 . C7 . N9 . 107.8(6) yes
C7 . C8 . N11 . 104.5(6) yes
C7 . C8 . I1 . 133.0(5) yes
N11 . C8 . I1 . 122.5(5) yes
C7 . N9 . N2 . 109.8(6) yes
N9 . N2 . N11 . 106.6(6) yes
N2 . N11 . C8 . 111.3(6) yes
N2 . N11 . C12 . 118.6(6) yes
C8 . N11 . C12 . 130.1(6) yes
N11 . C12 . C13 . 110.1(6) yes
N11 . C12 . H122 . 109.0 no
C13 . C12 . H122 . 109.3 no
N11 . C12 . H121 . 109.4 no
C13 . C12 . H121 . 109.3 no
H122 . C12 . H121 . 109.7 no
C12 . C13 . C14 . 119.3(8) yes
C12 . C13 . C18 . 119.2(8) yes
C14 . C13 . C18 . 121.5(8) yes
C13 . C14 . C15 . 118.0(9) yes
C13 . C14 . H141 . 120.6 no
C15 . C14 . H141 . 121.4 no
C14 . C15 . C16 . 118.6(9) yes
C14 . C15 . H151 . 120.7 no
C16 . C15 . H151 . 120.7 no
C15 . C16 . C17 . 122.3(9) yes
C15 . C16 . H161 . 118.9 no
C17 . C16 . H161 . 118.9 no
C16 . C17 . C18 . 119.3(10) yes
C16 . C17 . H171 . 120.4 no
C18 . C17 . H171 . 120.3 no
C17 . C18 . C13 . 120.2(10) yes
C17 . C18 . H181 . 120.5 no
C13 . C18 . H181 . 119.2 no
C5 . C19 . C20 . 133.1(7) yes
C5 . C19 . N21 . 118.6(6) yes
C20 . C19 . N21 . 108.2(6) yes
C19 . C20 . N23 . 104.8(6) yes
C19 . C20 . I2 . 133.2(5) yes
N23 . C20 . I2 . 121.9(5) yes
C19 . N21 . N3 . 108.7(6) yes
N21 . N3 . N23 . 107.3(6) yes
N3 . N23 . C20 . 111.0(6) yes
N3 . N23 . C24 . 119.5(6) yes
C20 . N23 . C24 . 129.5(7) yes
N23 . C24 . C25 . 113.3(6) yes
N23 . C24 . H241 . 108.3 no
C25 . C24 . H241 . 110.5 no
N23 . C24 . H242 . 107.5 no
C25 . C24 . H242 . 106.7 no
H241 . C24 . H242 . 110.5 no
C24 . C25 . C26 . 119.6(8) yes
C24 . C25 . C30 . 120.3(7) yes
C26 . C25 . C30 . 120.0(7) yes
C25 . C26 . C27 . 119.1(9) yes
C25 . C26 . H261 . 120.3 no
C27 . C26 . H261 . 120.7 no
C26 . C27 . C28 . 119.8(9) yes
C26 . C27 . H271 . 119.9 no
C28 . C27 . H271 . 120.3 no
C27 . C28 . C29 . 120.1(8) yes
C27 . C28 . H281 . 119.5 no
C29 . C28 . H281 . 120.4 no
C28 . C29 . C30 . 120.9(10) yes
C28 . C29 . H291 . 119.6 no
C30 . C29 . H291 . 119.4 no
C25 . C30 . C29 . 120.0(9) yes
C25 . C30 . H301 . 118.4 no
C29 . C30 . H301 . 121.6 no
N1 . C31 . C32 . 107.5(6) yes
N1 . C31 . H311 . 108.7 no
C32 . C31 . H311 . 110.7 no
N1 . C31 . H312 . 109.3 no
C32 . C31 . H312 . 110.1 no
H311 . C31 . H312 . 110.5 no
C31 . C32 . C33 . 120.4(6) yes
C31 . C32 . C34 . 120.5(6) yes
C33 . C32 . C34 . 119.0(7) yes
C32 . C33 . C34 2_766 120.4(6) yes
C32 . C33 . H331 . 118.8 no
C34 2_766 C33 . H331 . 120.7 no
C32 . C34 . C33 2_766 120.6(6) yes
C32 . C34 . H341 . 119.5 no
C33 2_766 C34 . H341 . 119.9 no
O52 . S51 . O53 . 114.7(5) yes
O52 . S51 . O54 . 105.9(4) yes
O53 . S51 . O54 . 106.5(4) yes
O52 . S51 . O55 . 116.2(5) yes
O53 . S51 . O55 . 110.0(5) yes
O54 . S51 . O55 . 102.2(5) yes
S51 . O54 . H541 . 114.9 no
C102 . O101 . H1011 . 101.5 no
O101 . C102 . H1021 . 110.5 no
O101 . C102 . H1022 . 109.0 no
H1021 . C102 . H1022 . 109.5 no
O101 . C102 . H1023 . 108.8 no
H1021 . C102 . H1023 . 109.5 no
H1022 . C102 . H1023 . 109.5 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C6 . H61 . O55 3_655 154 0.94 2.52 3.386(12) yes
C12 . H122 . N21 2_666 138 0.98 2.52 3.312(12) yes
C24 . H242 . O55 4_554 138 0.98 2.29 3.080(12) yes
C29 . H291 . O54 2_565 151 0.93 2.60 3.446(12) yes
C33 . H331 . O55 3_655 153 0.93 2.33 3.185(12) yes
O54 . H541 . O101 4_554 180 0.85 1.74 2.589(12) yes
O101 . H1011 . O52 . 179 0.85 2.06 2.913(12) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 04/03/19 at 14:35:29
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (  12,X'S) H   ( 122,X'S) H   ( 121,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) H   ( 242,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE O   (  54,X'S) H   ( 541,X'S) 
RIDE O   ( 101,X'S) H   (1011,X'S) 
RIDE C   ( 102,X'S) H   (1021,X'S) H   (1022,X'S) H   (1023,X'S) 
END                
;

_iucr_refine_instructions_details_restraints 
;                                                            
#
# Punched on 04/03/19 at 14:35:29
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol/chloroform/diethyl ether'
####################################################################### 
# 
# 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_2I_Bn_2Cl
_database_code_depnum_ccdc_archive 'CCDC 2130565'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;Australian National University
Australia
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-30 downloaded from the CCDC.
;
#==============================================================================
# start Validation Reply Form
_vrf_PLAT420_2I_Bn_2Cl           
;
PROBLEM: D-H Bond Without Acceptor  O101     --H1012    .     Please Check 
RESPONSE: This is a hydrogen atom on the half-occupancy water molecule. It 
appears that one of the hydrogen atoms points at the same water molecule 
(generated by symmetry), but the position of the second hydrogen atom is 
unclear. It was pointed towards a triazole nitrogen atom that gave a sensible
H-O-H angle with the first hydrogen atom, but this is relatively arbitrary.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;

_refine_special_details          
; 
Crystals were small and weakly diffracting and required the use of synchrotron
radiation.

C-H hydrogen atoms were  visible in the Fourier difference 
map and were initially refined with restraints on bond lengths and angles, 
after which the positions were used as the basis for a riding model. O-H
positions on a half-occupancy water molecule were inserted at idealised
hydrogen bonding positions and ride on the attached oxygen atom. These hydrogen
atom positions are relatively arbitrary.

It was necessary to apply restraints to the C-C bond lengths and thermal and
vibrational ellipsoid parameters of one of the phenyl rings in order to 
achieve a chemically sensible refinement.
;

_cell_length_a                   16.037(3)
_cell_length_b                   20.726(4)
_cell_length_c                   8.5250(17)
_cell_angle_alpha                90
_cell_angle_beta                 101.95(3)
_cell_angle_gamma                90
_cell_volume                     2772.2(10)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c '
_symmetry_space_group_name_Hall  '-P 2ybc'

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

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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.4742 1.8119 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'

_cell_formula_units_Z            4

_chemical_formula_sum            'C27 H22 Cl1 I2 N7 O0.50'
_chemical_formula_moiety         'C27 H21 Cl1 I2 N7, 0.5(H2 O)'
_chemical_compound_source        synthesized
_chemical_formula_weight         741.78

_cell_measurement_reflns_used    34758
_cell_measurement_theta_min      1.63
_cell_measurement_theta_max      26.4
_cell_measurement_temperature    100

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.01
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_max          0.12

_exptl_crystal_density_diffrn    1.777
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1440
_exptl_absorpt_coefficient_mu    2.397

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_T_max  1.00

_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_radiation_wavelength     0.710751
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Omega Scan'

_computing_data_collection       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      100
_diffrn_reflns_number            34758
_diffrn_reflns_av_unetI/netI     0.060
_reflns_number_total             5603
_diffrn_reflns_av_R_equivalents  0.044

_diffrn_reflns_theta_min         1.628
_diffrn_reflns_theta_max         26.378
_diffrn_measured_fraction_theta_max 0.989

_diffrn_reflns_theta_full        25.850
_diffrn_measured_fraction_theta_full 0.989

_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_reflns_limit_h_min              -20
_reflns_limit_h_max              19
_reflns_limit_k_min              0
_reflns_limit_k_max              25
_reflns_limit_l_min              0
_reflns_limit_l_max              10

_oxford_diffrn_Wilson_B_factor   3.39
_oxford_diffrn_Wilson_scale      69.55

_atom_sites_solution_primary     other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.16
_refine_diff_density_max         1.45

_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     72
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5600
_refine_ls_R_factor_ref          0.0407
_refine_ls_wR_factor_ref         0.1215
_refine_ls_goodness_of_fit_ref   1.0079
_refine_ls_shift/su_max          0.0021727
_refine_ls_shift/su_mean         0.0000538

# Computed with I/sigma = -10 
_reflns_number_all               5600
_refine_ls_R_factor_all          0.0407
_refine_ls_wR_factor_all         0.1215

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5314
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_gt          0.1206


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.07P)² + 5.78P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.3214(2) 0.60432(16) 0.0612(4) 0.0445 1.0000 Uani . . . . . .
C2 C 0.2529(3) 0.6364(2) -0.0186(6) 0.0482 1.0000 Uani . . . . . .
C3 C 0.2411(3) 0.70075(19) 0.0127(6) 0.0476 1.0000 Uani . . . . . .
C4 C 0.3034(3) 0.73171(19) 0.1261(5) 0.0451 1.0000 Uani . . . . . .
C5 C 0.3751(2) 0.69835(19) 0.2063(5) 0.0431 1.0000 Uani . . . . . .
C6 C 0.3810(3) 0.63361(19) 0.1714(5) 0.0447 1.0000 Uani . . . . . .
C7 C 0.1637(3) 0.7327(2) -0.0730(6) 0.0514 1.0000 Uani . . . . . .
C8 C 0.1461(3) 0.7963(2) -0.1125(6) 0.0495 1.0000 Uani . U . . . .
N9 N 0.0929(3) 0.6967(2) -0.1351(6) 0.0679 1.0000 Uani . . . . . .
N10 N 0.0330(3) 0.7361(2) -0.2102(7) 0.0748 1.0000 Uani . U . . . .
N11 N 0.0653(2) 0.79597(19) -0.1966(6) 0.0622 1.0000 Uani . U . . . .
C12 C 0.0122(3) 0.8494(3) -0.2736(8) 0.0689 1.0000 Uani . U . . . .
C13 C -0.0403(3) 0.8788(2) -0.1639(8) 0.0712 1.0000 Uani D U . . . .
C14 C -0.1253(4) 0.8921(4) -0.2203(10) 0.0945 1.0000 Uani D U . . . .
C15 C -0.1727(4) 0.9241(4) -0.1274(9) 0.1013 1.0000 Uani D U . . . .
C16 C -0.1376(5) 0.9380(4) 0.0309(10) 0.1102 1.0000 Uani D U . . . .
C17 C -0.0547(5) 0.9195(6) 0.0999(10) 0.1300 1.0000 Uani D U . . . .
C18 C -0.0079(5) 0.8881(5) 0.0019(8) 0.1097 1.0000 Uani D U . . . .
C19 C 0.4399(3) 0.73214(18) 0.3212(5) 0.0422 1.0000 Uani . . . . . .
C20 C 0.5144(3) 0.71215(18) 0.4220(5) 0.0441 1.0000 Uani . . . . . .
N21 N 0.4322(2) 0.79733(16) 0.3412(4) 0.0464 1.0000 Uani . . . . . .
N22 N 0.4980(2) 0.81805(16) 0.4458(4) 0.0487 1.0000 Uani . . . . . .
N23 N 0.5481(2) 0.76681(16) 0.4952(4) 0.0472 1.0000 Uani . . . . . .
C24 C 0.6311(3) 0.7778(2) 0.6031(5) 0.0532 1.0000 Uani . . . . . .
C25 C 0.6991(3) 0.7952(2) 0.5139(5) 0.0481 1.0000 Uani . . . . . .
C26 C 0.6967(3) 0.8542(2) 0.4353(6) 0.0521 1.0000 Uani . . . . . .
C27 C 0.7605(3) 0.8712(2) 0.3570(7) 0.0588 1.0000 Uani . . . . . .
C28 C 0.8284(3) 0.8293(3) 0.3570(6) 0.0618 1.0000 Uani . . . . . .
C29 C 0.8296(3) 0.7703(3) 0.4304(7) 0.0666 1.0000 Uani . . . . . .
C30 C 0.7660(3) 0.7528(2) 0.5079(6) 0.0594 1.0000 Uani . . . . . .
C31 C 0.3297(3) 0.53362(19) 0.0323(6) 0.0502 1.0000 Uani . . . . . .
C32 C 0.4182(3) 0.51576(18) 0.0139(5) 0.0456 1.0000 Uani . . . . . .
C33 C 0.4426(3) 0.5244(2) -0.1307(5) 0.0488 1.0000 Uani . . . . . .
C34 C 0.4764(3) 0.49108(19) 0.1452(5) 0.0491 1.0000 Uani . . . . . .
I2 I 0.573247(18) 0.622215(11) 0.47349(3) 0.0450 1.0000 Uani . . . . . .
I1 I 0.222097(17) 0.879429(11) -0.07505(4) 0.0456 1.0000 Uani . . . . . .
Cl1 Cl 0.34068(7) 0.99164(5) -0.05596(13) 0.0509 1.0000 Uani . . . . . .
H21 H 0.2133 0.6151 -0.0957 0.0582 1.0000 Uiso R . . . . .
H41 H 0.2976 0.7745 0.1521 0.0549 1.0000 Uiso R . . . . .
H61 H 0.4276 0.6097 0.2263 0.0538 1.0000 Uiso R . . . . .
H122 H 0.0492 0.8826 -0.3036 0.0826 1.0000 Uiso R . . . . .
H121 H -0.0243 0.8333 -0.3729 0.0830 1.0000 Uiso R . . . . .
H141 H -0.1516 0.8794 -0.3267 0.1134 1.0000 Uiso R . . . . .
H151 H -0.2281 0.9358 -0.1721 0.1222 1.0000 Uiso R . . . . .
H161 H -0.1702 0.9597 0.0957 0.1303 1.0000 Uiso R . . . . .
H171 H -0.0298 0.9284 0.2095 0.1530 1.0000 Uiso R . . . . .
H181 H 0.0471 0.8719 0.0466 0.1301 1.0000 Uiso R . . . . .
H241 H 0.6243 0.8130 0.6729 0.0637 1.0000 Uiso R . . . . .
H242 H 0.6467 0.7391 0.6656 0.0641 1.0000 Uiso R . . . . .
H261 H 0.6510 0.8810 0.4347 0.0617 1.0000 Uiso R . . . . .
H271 H 0.7588 0.9105 0.3011 0.0699 1.0000 Uiso R . . . . .
H281 H 0.8730 0.8411 0.3085 0.0752 1.0000 Uiso R . . . . .
H291 H 0.8737 0.7426 0.4279 0.0804 1.0000 Uiso R . . . . .
H301 H 0.7669 0.7130 0.5567 0.0720 1.0000 Uiso R . . . . .
H312 H 0.2910 0.5240 -0.0648 0.0609 1.0000 Uiso R . . . . .
H311 H 0.3135 0.5121 0.1223 0.0607 1.0000 Uiso R . . . . .
H331 H 0.4047 0.5412 -0.2179 0.0589 1.0000 Uiso R . . . . .
H341 H 0.4600 0.4850 0.2408 0.0592 1.0000 Uiso R . . . . .
O101 O 0.0981(6) 0.5088(4) 0.0336(10) 0.0884 0.5000 Uani . . . . . .
H1011 H 0.0444 0.5038 0.0156 0.1072 0.5000 Uiso R . . . . .
H1012 H 0.0972 0.5474 -0.0010 0.1072 0.5000 Uiso R . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.12475(6)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.342(5) yes
N1 . C6 . 1.339(6) yes
N1 . C31 . 1.497(5) yes
C2 . C3 . 1.381(6) yes
C2 . H21 . 0.925 no
C3 . C4 . 1.394(6) yes
C3 . C7 . 1.462(6) yes
C4 . C5 . 1.394(6) yes
C4 . H41 . 0.923 no
C5 . C6 . 1.382(6) yes
C5 . C19 . 1.452(6) yes
C6 . H61 . 0.938 no
C7 . C8 . 1.376(6) yes
C7 . N9 . 1.371(6) yes
C8 . N11 . 1.345(6) yes
C8 . I1 . 2.096(4) yes
N9 . N10 . 1.321(6) yes
N10 . N11 . 1.340(6) yes
N11 . C12 . 1.467(6) yes
C12 . C13 . 1.510(9) yes
C12 . H122 . 0.977 no
C12 . H121 . 0.982 no
C13 . C14 . 1.376(6) yes
C13 . C18 . 1.414(7) yes
C14 . C15 . 1.377(7) yes
C14 . H141 . 0.955 no
C15 . C16 . 1.381(8) yes
C15 . H151 . 0.923 no
C16 . C17 . 1.391(7) yes
C16 . H161 . 0.950 no
C17 . C18 . 1.394(8) yes
C17 . H171 . 0.955 no
C18 . H181 . 0.948 no
C19 . C20 . 1.383(6) yes
C19 . N21 . 1.371(5) yes
C20 . N23 . 1.351(5) yes
C20 . I2 . 2.094(4) yes
N21 . N22 . 1.305(5) yes
N22 . N23 . 1.345(5) yes
N23 . C24 . 1.470(6) yes
C24 . C25 . 1.497(7) yes
C24 . H241 . 0.962 no
C24 . H242 . 0.967 no
C25 . C26 . 1.391(6) yes
C25 . C30 . 1.397(6) yes
C26 . C27 . 1.378(7) yes
C26 . H261 . 0.920 no
C27 . C28 . 1.392(7) yes
C27 . H271 . 0.941 no
C28 . C29 . 1.371(8) yes
C28 . H281 . 0.930 no
C29 . C30 . 1.374(8) yes
C29 . H291 . 0.915 no
C30 . H301 . 0.921 no
C31 . C32 . 1.506(6) yes
C31 . H312 . 0.947 no
C31 . H311 . 0.969 no
C32 . C33 . 1.380(6) yes
C32 . C34 . 1.397(6) yes
C33 . C34 2_665 1.369(6) yes
C33 . H331 . 0.924 no
C34 . H341 . 0.915 no
I2 . Cl1 4_645 3.0531(11) yes
I1 . Cl1 . 2.9873(11) yes
O101 . H1011 . 0.850 no
O101 . H1012 . 0.850 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C6 . 121.4(4) yes
C2 . N1 . C31 . 119.5(4) yes
C6 . N1 . C31 . 119.0(3) yes
N1 . C2 . C3 . 120.7(4) yes
N1 . C2 . H21 . 119.5 no
C3 . C2 . H21 . 119.8 no
C2 . C3 . C4 . 118.2(4) yes
C2 . C3 . C7 . 118.5(4) yes
C4 . C3 . C7 . 123.4(4) yes
C3 . C4 . C5 . 120.8(4) yes
C3 . C4 . H41 . 121.0 no
C5 . C4 . H41 . 118.2 no
C4 . C5 . C6 . 117.5(4) yes
C4 . C5 . C19 . 119.6(4) yes
C6 . C5 . C19 . 122.9(4) yes
C5 . C6 . N1 . 121.4(4) yes
C5 . C6 . H61 . 119.3 no
N1 . C6 . H61 . 119.3 no
C3 . C7 . C8 . 131.8(4) yes
C3 . C7 . N9 . 119.8(4) yes
C8 . C7 . N9 . 108.4(4) yes
C7 . C8 . N11 . 104.6(4) yes
C7 . C8 . I1 . 131.8(3) yes
N11 . C8 . I1 . 123.4(3) yes
C7 . N9 . N10 . 108.1(4) yes
N9 . N10 . N11 . 107.5(4) yes
C8 . N11 . N10 . 111.3(4) yes
C8 . N11 . C12 . 129.9(4) yes
N10 . N11 . C12 . 118.8(4) yes
N11 . C12 . C13 . 112.0(5) yes
N11 . C12 . H122 . 108.7 no
C13 . C12 . H122 . 108.9 no
N11 . C12 . H121 . 108.5 no
C13 . C12 . H121 . 111.2 no
H122 . C12 . H121 . 107.4 no
C12 . C13 . C14 . 120.2(6) yes
C12 . C13 . C18 . 122.5(5) yes
C14 . C13 . C18 . 117.0(6) yes
C13 . C14 . C15 . 121.4(7) yes
C13 . C14 . H141 . 119.2 no
C15 . C14 . H141 . 119.4 no
C14 . C15 . C16 . 120.0(6) yes
C14 . C15 . H151 . 119.2 no
C16 . C15 . H151 . 120.8 no
C15 . C16 . C17 . 121.2(7) yes
C15 . C16 . H161 . 120.3 no
C17 . C16 . H161 . 118.5 no
C16 . C17 . C18 . 117.4(8) yes
C16 . C17 . H171 . 122.0 no
C18 . C17 . H171 . 120.6 no
C13 . C18 . C17 . 122.1(7) yes
C13 . C18 . H181 . 118.1 no
C17 . C18 . H181 . 119.8 no
C5 . C19 . C20 . 132.9(4) yes
C5 . C19 . N21 . 119.3(3) yes
C20 . C19 . N21 . 107.9(4) yes
C19 . C20 . N23 . 104.3(3) yes
C19 . C20 . I2 . 133.7(3) yes
N23 . C20 . I2 . 122.0(3) yes
C19 . N21 . N22 . 109.2(3) yes
N21 . N22 . N23 . 107.4(3) yes
C20 . N23 . N22 . 111.2(3) yes
C20 . N23 . C24 . 130.0(4) yes
N22 . N23 . C24 . 118.5(3) yes
N23 . C24 . C25 . 112.3(4) yes
N23 . C24 . H241 . 107.6 no
C25 . C24 . H241 . 108.6 no
N23 . C24 . H242 . 108.3 no
C25 . C24 . H242 . 110.2 no
H241 . C24 . H242 . 109.8 no
C24 . C25 . C26 . 120.4(4) yes
C24 . C25 . C30 . 120.9(4) yes
C26 . C25 . C30 . 118.7(4) yes
C25 . C26 . C27 . 120.6(4) yes
C25 . C26 . H261 . 118.4 no
C27 . C26 . H261 . 120.9 no
C26 . C27 . C28 . 119.9(5) yes
C26 . C27 . H271 . 121.2 no
C28 . C27 . H271 . 118.8 no
C27 . C28 . C29 . 119.6(5) yes
C27 . C28 . H281 . 120.5 no
C29 . C28 . H281 . 119.9 no
C28 . C29 . C30 . 120.9(5) yes
C28 . C29 . H291 . 119.1 no
C30 . C29 . H291 . 120.0 no
C25 . C30 . C29 . 120.2(5) yes
C25 . C30 . H301 . 119.1 no
C29 . C30 . H301 . 120.7 no
N1 . C31 . C32 . 112.1(3) yes
N1 . C31 . H312 . 106.6 no
C32 . C31 . H312 . 108.6 no
N1 . C31 . H311 . 105.8 no
C32 . C31 . H311 . 112.5 no
H312 . C31 . H311 . 111.1 no
C31 . C32 . C33 . 120.5(4) yes
C31 . C32 . C34 . 119.6(4) yes
C33 . C32 . C34 . 119.9(4) yes
C32 . C33 . C34 2_665 120.0(4) yes
C32 . C33 . H331 . 120.4 no
C34 2_665 C33 . H331 . 119.6 no
C32 . C34 . C33 2_665 120.2(4) yes
C32 . C34 . H341 . 119.8 no
C33 2_665 C34 . H341 . 120.0 no
C20 . I2 . Cl1 4_645 178.81(11) yes
C8 . I1 . Cl1 . 172.58(13) yes
I1 . Cl1 . I2 4_655 162.74(4) yes
H1011 . O101 . H1012 . 96.3 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O101 . H1011 . O101 2_565 179 0.85 2.25 3.102(7) yes


loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
1 2 0 x .
2 1 1 x .
1 1 1 x .
# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol/acetonitrile/dichloromethane'
####################################################################### 
# 
# 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_8H_2SO4
_database_code_depnum_ccdc_archive 'CCDC 2130566'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;Australian National University
Australia
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-30 downloaded from the CCDC.
;
#==============================================================================
# start Validation Reply Form
_vrf_THETM01_8H_2SO4             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Crystals were very small and weakly-diffracting. Even using 
microfocus synchrotron radiation at the MX2 beamline of the Australian 
Synchrotron, it was not possible to obtain diffraction data beyond 1.0 A.
;
_vrf_RINTA01_8H_2SO4             
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Despite using synchrotron radiation, diffraction data and not of
particularly high quality. Nevertheless, the structure solves and refines well
and the molecular architecture can be determined unambiguously.
;
_vrf_PLAT027_8H_2SO4             
;
PROBLEM: _diffrn_reflns_theta_full value (too) Low ......      15.61 Degree
RESPONSE: Crystals were very small and weakly-diffracting. Even using 
microfocus synchrotron radiation at the MX2 beamline of the Australian 
Synchrotron, it was not possible to obtain diffraction data beyond 1.0 A.
;
_vrf_PLAT020_8H_2SO4             
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.246 Report
RESPONSE: Despite using synchrotron radiation, diffraction data and not of
particularly high quality. Nevertheless, the structure solves and refines well
and the molecular architecture can be determined unambiguously.
;
_vrf_PLAT084_8H_2SO4             
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.36 Report
RESPONSE: Despite using synchrotron radiation, diffraction data and not of
particularly high quality. Nevertheless, the structure solves and refines well
and the molecular architecture can be determined unambiguously.
;
_vrf_PLAT088_8H_2SO4             
;
PROBLEM: Poor Data / Parameter Ratio ....................       7.59 Note  
RESPONSE: Crystals were very small and weakly-diffracting. Even using 
microfocus synchrotron radiation at the MX2 beamline of the Australian 
Synchrotron, it was not possible to obtain diffraction data beyond 1.0 A.
;
_vrf_PLAT340_8H_2SO4             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02015 Ang.  
RESPONSE: Despite using synchrotron radiation, diffraction data and not of
particularly high quality. Nevertheless, the structure solves and refines well
and the molecular architecture can be determined unambiguously.
;
_vrf_PLAT990_8H_2SO4             
;
PROBLEM: Deprecated .res/.hkl Input Style SQUEEZE Job ...          ! Note  
RESPONSE: PLATON-SQUEEZE was implemented within the CRYSTALS suite.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;

_refine_special_details          
;Crystals were tiny and very weakly diffracting and required the use of 
synchrotron radiation. Even using microfocus synchrotron radiation at the MX2 
beamline of the Australian Synchrotron, no diffraction was obtained beyond 
1.0 A. Despite the very weak diffraction, the overall molecular architecture
can be determined unambiguously.

Regions of diffuse electron density were present, presumably arising from 
disordered solvent molecules. It was not possible to model this electron 
density and so PLATON-SQUEEZE was used to included it in the refinement,

One of the sulfate anions is positionally disordered. This was modelled by 
having two positions for the four oxygen atoms (occupancies: 0.6:0.4). It was
necessary to add restraints to the S-O bond lengths and O-S-O angles of this
disordered anion as well as to the C-C bond lengths of some of the terminal
phenyl groups in order to achieve a sensible refinement. Without the restraints
on C-C bond lengths, the refinement was stable, but the phenyl ring bond 
lengths were not chemically sensible (they ranged from 1.3 to 1.5 A). Due to the
low quality of the data, it was necessary to apply soft similarity restraints
to thermal and vibrational ellipsoid parameters of all atoms.

C-H hydrogen atoms were inserted at calculated positions and ride on the 
attached non-H atom. 

Reflections are selected by the following conditions :-
Minimum value of SQRTW        is   0.00
Minimum value of SINTH/L**2   is  0.100E-01
Minimum value of RATIO        is  -3.00
Maximum value of SINTH/L**2   is    0.23460,SQUEEZE
;

_cell_length_a                   18.483(4)
_cell_length_b                   18.604(4)
_cell_length_c                   18.986(4)
_cell_angle_alpha                87.77(3)
_cell_angle_beta                 61.09(3)
_cell_angle_gamma                87.55(3)
_cell_volume                     5708(3)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

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_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

_chemical_formula_sum            'C117 H92 N28 O8 S2'
_chemical_formula_moiety         'C117 H92 N28, 2(O4 S)'
_chemical_compound_source        synthesized
_chemical_formula_weight         2082.34


_cell_measurement_reflns_used    41245
_cell_measurement_theta_min      1.096
_cell_measurement_theta_max      20.136
_cell_measurement_temperature    100

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.005
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_max          0.10

_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2172
_exptl_absorpt_coefficient_mu    0.115

_exptl_absorpt_correction_type   None

_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_radiation_wavelength     0.710751
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Omega Scan'

_computing_data_collection       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      100
_diffrn_reflns_number            41245
_diffrn_reflns_av_unetI/netI     0.365
_reflns_number_total             10392
_diffrn_reflns_av_R_equivalents  0.246

_diffrn_reflns_theta_min         1.096
_diffrn_reflns_theta_max         20.136
_diffrn_measured_fraction_theta_max 0.956

_diffrn_reflns_theta_full        15.611
_diffrn_measured_fraction_theta_full 0.964

_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_reflns_limit_h_min              -16
_reflns_limit_h_max              18
_reflns_limit_k_min              -17
_reflns_limit_k_max              18
_reflns_limit_l_min              0
_reflns_limit_l_max              18

_oxford_diffrn_Wilson_B_factor   4.67
_oxford_diffrn_Wilson_scale      59.35

_atom_sites_solution_primary     other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.80
_refine_diff_density_max         1.08

_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_number_restraints     1572
_refine_ls_number_parameters     1432
_refine_ls_number_reflns         10318
_refine_ls_R_factor_ref          0.1963
_refine_ls_wR_factor_ref         0.3629
_refine_ls_goodness_of_fit_ref   0.9944
_refine_ls_shift/su_max          0.0018111
_refine_ls_shift/su_mean         0.0000536

# Computed with I/sigma = -10 
_reflns_number_all               10320
_refine_ls_R_factor_all          0.1964
_refine_ls_wR_factor_all         0.3633

# Computed with I/sigma = +2 a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4461
_refine_ls_R_factor_gt           0.1098
_refine_ls_wR_factor_gt          0.2669


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.17P)² + 4.12P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C -0.3264(10) -0.1774(10) 1.2536(10) 0.1518 1.0000 Uani D U . . . .
C2 C -0.3323(10) -0.2200(11) 1.1976(12) 0.1739 1.0000 Uani D U . . . .
C3 C -0.3432(13) -0.2942(12) 1.2118(14) 0.1937 1.0000 Uani D U . . . .
C4 C -0.3504(11) -0.3226(12) 1.2838(12) 0.1769 1.0000 Uani D U . . . .
C5 C -0.3457(9) -0.2809(8) 1.3409(12) 0.1488 1.0000 Uani D U . . . .
C6 C -0.3320(8) -0.2072(8) 1.3247(10) 0.1216 1.0000 Uani D U . . . .
C7 C -0.3231(8) -0.1658(7) 1.3854(9) 0.1068 1.0000 Uani . U . . . .
N8 N -0.3509(6) -0.0912(6) 1.3864(7) 0.1007 1.0000 Uani . U . . . .
N9 N -0.4325(6) -0.0742(6) 1.4214(8) 0.1100 1.0000 Uani . U . . . .
N10 N -0.4385(6) -0.0045(6) 1.4088(7) 0.1028 1.0000 Uani . U . . . .
C11 C -0.3053(8) -0.0331(7) 1.3549(9) 0.0988 1.0000 Uani . U . . . .
C12 C -0.3616(8) 0.0228(7) 1.3665(8) 0.0903 1.0000 Uani . U . . . .
C13 C -0.6758(8) 0.3284(7) 1.2704(10) 0.1213 1.0000 Uani D U . . . .
C14 C -0.6921(10) 0.3049(9) 1.2106(10) 0.1371 1.0000 Uani D U . . . .
C15 C -0.6526(10) 0.3355(9) 1.1336(11) 0.1439 1.0000 Uani D U . . . .
C16 C -0.5983(10) 0.3911(8) 1.1180(10) 0.1285 1.0000 Uani D U . . . .
C17 C -0.5795(9) 0.4138(8) 1.1763(8) 0.1148 1.0000 Uani D U . . . .
C18 C -0.6175(7) 0.3813(6) 1.2526(9) 0.0982 1.0000 Uani D U . . . .
C19 C -0.6004(8) 0.4048(7) 1.3175(9) 0.1071 1.0000 Uani . U . . . .
N20 N -0.5576(6) 0.3456(5) 1.3413(7) 0.0893 1.0000 Uani . U . . . .
N21 N -0.6033(6) 0.3033(6) 1.4042(8) 0.1065 1.0000 Uani . U . . . .
N22 N -0.5513(6) 0.2521(5) 1.4064(7) 0.0964 1.0000 Uani . U . . . .
C23 C -0.4786(7) 0.3226(7) 1.3015(8) 0.0822 1.0000 Uani . U . . . .
C24 C -0.4749(7) 0.2643(7) 1.3440(8) 0.0887 1.0000 Uani . U . . . .
C25 C -0.2722(8) 0.1221(7) 1.2886(8) 0.0895 1.0000 Uani . U . . . .
C26 C -0.3496(8) 0.0977(7) 1.3411(8) 0.0871 1.0000 Uani . U . . . .
C27 C -0.4184(7) 0.1466(7) 1.3629(8) 0.0899 1.0000 Uani . U . . . .
C28 C -0.4059(7) 0.2153(7) 1.3289(8) 0.0851 1.0000 Uani . U . . . .
C29 C -0.3259(7) 0.2365(7) 1.2767(7) 0.0826 1.0000 Uani . U . . . .
N30 N -0.2616(6) 0.1891(5) 1.2594(6) 0.0854 1.0000 Uani . U . . . .
C31 C -0.1760(7) 0.2126(7) 1.2058(8) 0.0859 1.0000 Uani . U . . . .
C32 C -0.1576(7) 0.2506(7) 1.1392(8) 0.0908 1.0000 Uani . U . . . .
C33 C -0.0753(7) 0.2677(6) 1.0860(8) 0.0896 1.0000 Uani . U . . . .
C34 C -0.0140(7) 0.2440(6) 1.1037(8) 0.0749 1.0000 Uani . U . . . .
C35 C -0.0348(7) 0.2072(7) 1.1747(8) 0.0860 1.0000 Uani . U . . . .
C36 C -0.1166(7) 0.1902(6) 1.2292(8) 0.0857 1.0000 Uani . U . . . .
C37 C 0.0798(7) 0.2573(6) 1.0445(7) 0.0748 1.0000 Uani . U . . . .
C51 C 0.6224(8) 0.0219(7) 0.6734(8) 0.1067 1.0000 Uani D U . . . .
C52 C 0.6088(8) 0.0031(8) 0.6102(8) 0.1152 1.0000 Uani D U . . . .
C53 C 0.6266(9) -0.0655(7) 0.5788(9) 0.1236 1.0000 Uani D U . . . .
C54 C 0.6661(8) -0.1157(8) 0.6064(8) 0.1075 1.0000 Uani D U . . . .
C55 C 0.6816(7) -0.0965(7) 0.6682(7) 0.0955 1.0000 Uani D U . . . .
C56 C 0.6601(6) -0.0290(6) 0.7027(8) 0.0851 1.0000 Uani D U . . . .
C57 C 0.6749(7) -0.0137(7) 0.7703(8) 0.0929 1.0000 Uani . U . . . .
N58 N 0.6042(6) -0.0379(5) 0.8447(6) 0.0824 1.0000 Uani . U . . . .
N59 N 0.6104(6) -0.0959(6) 0.8880(7) 0.0924 1.0000 Uani . U . . . .
N60 N 0.5377(6) -0.1071(5) 0.9483(7) 0.0898 1.0000 Uani . U . . . .
C61 C 0.5275(7) -0.0118(7) 0.8790(8) 0.0826 1.0000 Uani . U . . . .
C62 C 0.4833(7) -0.0547(6) 0.9475(8) 0.0803 1.0000 Uani . U . . . .
C63 C 0.0827(7) -0.3419(6) 1.2355(9) 0.0822 1.0000 Uani . U . . . .
C64 C 0.0525(7) -0.3967(7) 1.2124(9) 0.0929 1.0000 Uani . U . . . .
C65 C -0.0010(8) -0.4440(7) 1.2683(10) 0.0951 1.0000 Uani . U . . . .
C66 C -0.0225(9) -0.4350(7) 1.3482(11) 0.1056 1.0000 Uani . U . . . .
C67 C 0.0062(7) -0.3786(7) 1.3710(9) 0.0926 1.0000 Uani . U . . . .
C68 C 0.0610(8) -0.3302(7) 1.3134(9) 0.0861 1.0000 Uani . U . . . .
C69 C 0.0876(8) -0.2656(7) 1.3431(8) 0.0916 1.0000 Uani . U . . . .
N70 N 0.1555(6) -0.2274(5) 1.2811(7) 0.0868 1.0000 Uani . U . . . .
N71 N 0.2323(6) -0.2421(6) 1.2703(7) 0.0969 1.0000 Uani . U . . . .
N72 N 0.2831(6) -0.2001(6) 1.2103(7) 0.0952 1.0000 Uani . U . . . .
C73 C 0.1565(7) -0.1771(6) 1.2288(8) 0.0809 1.0000 Uani . U . . . .
C74 C 0.2376(7) -0.1589(6) 1.1811(8) 0.0792 1.0000 Uani . U . . . .
C75 C 0.3454(7) -0.0012(6) 0.9987(8) 0.0739 1.0000 Uani . U . . . .
C76 C 0.3963(7) -0.0554(6) 1.0037(8) 0.0796 1.0000 Uani . U . . . .
C77 C 0.3600(7) -0.1073(6) 1.0637(8) 0.0791 1.0000 Uani . U . . . .
C78 C 0.2748(7) -0.1063(6) 1.1186(8) 0.0782 1.0000 Uani . U . . . .
C79 C 0.2268(7) -0.0498(6) 1.1084(8) 0.0802 1.0000 Uani . U . . . .
N80 N 0.2647(5) -0.0004(5) 1.0524(6) 0.0754 1.0000 Uani . U . . . .
C81 C 0.2165(6) 0.0635(5) 1.0481(8) 0.0873 1.0000 Uani D U . . . .
C82 C 0.2451(7) 0.1296(5) 1.0523(8) 0.0912 1.0000 Uani D U . . . .
C83 C 0.2011(6) 0.1922(5) 1.0530(8) 0.0923 1.0000 Uani D U . . . .
C84 C 0.1291(6) 0.1872(5) 1.0474(7) 0.0738 1.0000 Uani D U . . . .
C85 C 0.1010(6) 0.1202(5) 1.0429(8) 0.0852 1.0000 Uani D U . . . .
C86 C 0.1433(6) 0.0575(5) 1.0450(8) 0.0857 1.0000 Uani D U . . . .
C101 C -0.0329(7) 0.1340(7) 0.4877(9) 0.1084 1.0000 Uani D U . . . .
C102 C -0.1190(8) 0.1365(8) 0.5279(9) 0.1240 1.0000 Uani D U . . . .
C103 C -0.1620(10) 0.0993(8) 0.6006(9) 0.1281 1.0000 Uani D U . . . .
C104 C -0.1206(8) 0.0587(7) 0.6341(10) 0.1257 1.0000 Uani D U . . . .
C105 C -0.0345(8) 0.0574(7) 0.5940(8) 0.1090 1.0000 Uani D U . . . .
C106 C 0.0088(8) 0.0938(6) 0.5214(8) 0.0917 1.0000 Uani D U . . . .
C107 C 0.1023(8) 0.0930(7) 0.4795(8) 0.0979 1.0000 Uani . U . . . .
N108 N 0.1310(6) 0.1617(5) 0.4943(7) 0.0827 1.0000 Uani . U . . . .
N109 N 0.1590(6) 0.2131(6) 0.4359(7) 0.0907 1.0000 Uani . U . . . .
N110 N 0.1759(6) 0.2663(5) 0.4668(7) 0.0872 1.0000 Uani . U . . . .
C111 C 0.1288(7) 0.1822(6) 0.5606(8) 0.0809 1.0000 Uani . U . . . .
C112 C 0.1589(7) 0.2515(6) 0.5446(8) 0.0785 1.0000 Uani . U . . . .
C113 C 0.3102(8) 0.7075(7) 0.5739(9) 0.1109 1.0000 Uani D U . . . .
C114 C 0.2841(9) 0.7730(7) 0.5549(9) 0.1194 1.0000 Uani D U . . . .
C115 C 0.3364(10) 0.8151(9) 0.4892(9) 0.1419 1.0000 Uani D U . . . .
C116 C 0.4168(10) 0.7885(10) 0.4430(13) 0.1852 1.0000 Uani D U . . . .
C117 C 0.4442(11) 0.7234(9) 0.4622(11) 0.1687 1.0000 Uani D U . . . .
C118 C 0.3909(8) 0.6813(8) 0.5277(9) 0.1245 1.0000 Uani D U . . . .
C119 C 0.4204(10) 0.6119(7) 0.5494(11) 0.1405 1.0000 Uani . U . . . .
N120 N 0.3743(8) 0.5504(6) 0.5497(9) 0.1240 1.0000 Uani . U . . . .
N121 N 0.3843(9) 0.5305(7) 0.4756(9) 0.1439 1.0000 Uani . U . . . .
N122 N 0.3357(8) 0.4754(6) 0.4926(8) 0.1288 1.0000 Uani . U . . . .
C123 C 0.3185(8) 0.5107(7) 0.6096(10) 0.1099 1.0000 Uani . U . . . .
C124 C 0.2939(8) 0.4624(7) 0.5744(10) 0.0993 1.0000 Uani . U . . . .
C125 C 0.1376(7) 0.2881(6) 0.6752(8) 0.0768 1.0000 Uani . U . . . .
C126 C 0.1727(7) 0.2988(6) 0.5936(8) 0.0760 1.0000 Uani . U . . . .
C127 C 0.2237(7) 0.3588(6) 0.5589(8) 0.0829 1.0000 Uani . U . . . .
C128 C 0.2368(7) 0.4029(7) 0.6075(9) 0.0872 1.0000 Uani . U . . . .
C129 C 0.2010(7) 0.3888(7) 0.6876(8) 0.0841 1.0000 Uani . U . . . .
N130 N 0.1517(6) 0.3304(5) 0.7234(7) 0.0800 1.0000 Uani . U . . . .
C131 C 0.1250(7) 0.3116(7) 0.8063(8) 0.0823 1.0000 Uani . U . . . .
C132 C 0.1307(7) 0.2400(6) 0.8253(8) 0.0759 1.0000 Uani . U . . . .
C133 C 0.1154(7) 0.2235(6) 0.9029(8) 0.0761 1.0000 Uani . U . . . .
C134 C 0.0920(6) 0.2747(6) 0.9612(7) 0.0690 1.0000 Uani . U . . . .
C135 C 0.0814(6) 0.3450(6) 0.9379(8) 0.0758 1.0000 Uani . U . . . .
C136 C 0.0972(7) 0.3635(6) 0.8613(8) 0.0781 1.0000 Uani . U . . . .
C137 C 0.3257(7) 0.8169(6) 0.9178(8) 0.0797 1.0000 Uani . U . . . .
C138 C 0.2816(8) 0.8780(7) 0.9077(8) 0.0910 1.0000 Uani . U . . . .
C139 C 0.3238(8) 0.9300(7) 0.8508(8) 0.0923 1.0000 Uani . U . . . .
C140 C 0.4093(8) 0.9216(7) 0.8013(8) 0.0892 1.0000 Uani . U . . . .
C141 C 0.4503(8) 0.8617(6) 0.8125(8) 0.0837 1.0000 Uani . U . . . .
C142 C 0.4111(7) 0.8110(6) 0.8685(8) 0.0819 1.0000 Uani . U . . . .
C143 C 0.4599(8) 0.7461(6) 0.8758(8) 0.0931 1.0000 Uani . U . . . .
N144 N 0.4208(6) 0.7075(5) 0.9524(7) 0.0911 1.0000 Uani . U . . . .
N145 N 0.4358(7) 0.7260(5) 1.0121(8) 0.0969 1.0000 Uani . U . . . .
N146 N 0.3938(7) 0.6848(6) 1.0743(8) 0.1036 1.0000 Uani . U . . . .
C147 C 0.3685(8) 0.6521(6) 0.9757(9) 0.0934 1.0000 Uani . U . . . .
C148 C 0.3516(8) 0.6386(7) 1.0525(9) 0.0913 1.0000 Uani . U . . . .
C149 C 0.0832(10) 0.6894(8) 1.6149(10) 0.1105 1.0000 Uani . U . . . .
C150 C 0.0076(10) 0.7235(8) 1.6569(9) 0.1125 1.0000 Uani . U . . . .
C151 C -0.0582(9) 0.7036(8) 1.6474(9) 0.1123 1.0000 Uani . U . . . .
C152 C -0.0472(10) 0.6483(8) 1.5963(10) 0.1120 1.0000 Uani . U . . . .
C153 C 0.0282(10) 0.6123(7) 1.5570(10) 0.1132 1.0000 Uani . U . . . .
C154 C 0.0983(9) 0.6337(7) 1.5635(9) 0.0972 1.0000 Uani . U . . . .
C155 C 0.1796(9) 0.5957(7) 1.5217(9) 0.1072 1.0000 Uani . U . . . .
N156 N 0.1957(8) 0.5615(6) 1.4489(8) 0.1059 1.0000 Uani . U . . . .
N157 N 0.1710(8) 0.4931(6) 1.4538(8) 0.1066 1.0000 Uani . U . . . .
N158 N 0.1848(7) 0.4769(6) 1.3820(8) 0.1012 1.0000 Uani . U . . . .
C159 C 0.2248(9) 0.5878(7) 1.3742(9) 0.1005 1.0000 Uani . U . . . .
C160 C 0.2185(8) 0.5349(7) 1.3315(9) 0.0873 1.0000 Uani . U . . . .
C161 C 0.2626(7) 0.5324(6) 1.0908(9) 0.0851 1.0000 Uani . U . . . .
C162 C 0.2992(8) 0.5842(6) 1.1116(9) 0.0861 1.0000 Uani . U . . . .
C163 C 0.2832(8) 0.5841(6) 1.1910(9) 0.0891 1.0000 Uani . U . . . .
C164 C 0.2360(8) 0.5338(6) 1.2481(9) 0.0883 1.0000 Uani . U . . . .
C165 C 0.2039(8) 0.4827(6) 1.2208(9) 0.0886 1.0000 Uani . U . . . .
N166 N 0.2155(6) 0.4825(5) 1.1453(7) 0.0866 1.0000 Uani . U . . . .
C167 C 0.1787(8) 0.4265(6) 1.1216(9) 0.0842 1.0000 Uani . U . . . .
C168 C 0.2211(8) 0.4017(6) 1.0427(9) 0.0864 1.0000 Uani . U . . . .
C169 C 0.1875(7) 0.3494(6) 1.0187(8) 0.0821 1.0000 Uani . U . . . .
C170 C 0.1096(7) 0.3213(6) 1.0749(8) 0.0745 1.0000 Uani . U . . . .
C171 C 0.0717(8) 0.3465(6) 1.1489(8) 0.0831 1.0000 Uani . U . . . .
C172 C 0.1039(8) 0.3998(6) 1.1742(8) 0.0848 1.0000 Uani . U . . . .
S201 S 0.0383(2) 0.08766(18) 0.7706(2) 0.0908 1.0000 Uani . U . . . .
O202 O -0.0309(5) 0.0420(4) 0.7850(6) 0.1005 1.0000 Uani . U . . . .
O203 O 0.0552(6) 0.0786(4) 0.8394(6) 0.1204 1.0000 Uani . U . . . .
O204 O 0.0148(5) 0.1648(4) 0.7661(6) 0.0954 1.0000 Uani . U . . . .
O205 O 0.1118(5) 0.0681(4) 0.6953(6) 0.1074 1.0000 Uani . U . . . .
S211 S 0.3035(2) 0.5538(2) 0.8246(3) 0.1193 1.0000 Uani D U . . . .
O212 O 0.2949(13) 0.5120(8) 0.8965(8) 0.1836 0.6000 Uani D U . . 1 .
O213 O 0.2368(11) 0.5315(11) 0.8092(14) 0.2094 0.6000 Uani D U . . 1 .
O214 O 0.3859(8) 0.5371(11) 0.7546(9) 0.1593 0.6000 Uani D U . . 1 .
O215 O 0.2965(13) 0.6307(5) 0.8425(10) 0.1080 0.6000 Uani D U . . 1 .
O222 O 0.2404(14) 0.4983(13) 0.8664(16) 0.2121 0.4000 Uani D U . . 2 .
O224 O 0.3885(9) 0.5220(15) 0.7919(15) 0.1639 0.4000 Uani D U . . 2 .
O225 O 0.2910(19) 0.6123(9) 0.8801(13) 0.1268 0.4000 Uani D U . . 2 .
O223 O 0.2929(13) 0.5861(10) 0.7568(9) 0.1127 0.4000 Uani D U . . 2 .
H11 H -0.3198 -0.1270 1.2437 0.1707 1.0000 Uiso R . . . . .
H21 H -0.3268 -0.1994 1.1488 0.1828 1.0000 Uiso R . . . . .
H31 H -0.3478 -0.3235 1.1744 0.1886 1.0000 Uiso R . . . . .
H41 H -0.3579 -0.3728 1.2942 0.1826 1.0000 Uiso R . . . . .
H51 H -0.3510 -0.3017 1.3897 0.1707 1.0000 Uiso R . . . . .
H71 H -0.3562 -0.1868 1.4371 0.1292 1.0000 Uiso R . . . . .
H72 H -0.2669 -0.1674 1.3735 0.1292 1.0000 Uiso R . . . . .
H111 H -0.2468 -0.0313 1.3299 0.1135 1.0000 Uiso R . . . . .
H131 H -0.7044 0.3084 1.3234 0.1433 1.0000 Uiso R . . . . .
H141 H -0.7293 0.2669 1.2225 0.1574 1.0000 Uiso R . . . . .
H151 H -0.6631 0.3190 1.0927 0.1657 1.0000 Uiso R . . . . .
H161 H -0.5742 0.4148 1.0668 0.1494 1.0000 Uiso R . . . . .
H171 H -0.5407 0.4505 1.1639 0.1373 1.0000 Uiso R . . . . .
H191 H -0.6510 0.4184 1.3632 0.1250 1.0000 Uiso R . . . . .
H192 H -0.5653 0.4449 1.2981 0.1250 1.0000 Uiso R . . . . .
H231 H -0.4351 0.3436 1.2545 0.0951 1.0000 Uiso R . . . . .
H251 H -0.2252 0.0909 1.2730 0.1101 1.0000 Uiso R . . . . .
H271 H -0.4725 0.1325 1.4012 0.1065 1.0000 Uiso R . . . . .
H291 H -0.3163 0.2839 1.2543 0.1033 1.0000 Uiso R . . . . .
H321 H -0.2005 0.2652 1.1274 0.1055 1.0000 Uiso R . . . . .
H331 H -0.0615 0.2964 1.0390 0.0984 1.0000 Uiso R . . . . .
H351 H 0.0077 0.1925 1.1870 0.1006 1.0000 Uiso R . . . . .
H361 H -0.1317 0.1656 1.2790 0.0971 1.0000 Uiso R . . . . .
H511 H 0.6075 0.0686 0.6954 0.1271 1.0000 Uiso R . . . . .
H521 H 0.5870 0.0382 0.5874 0.1335 1.0000 Uiso R . . . . .
H531 H 0.6111 -0.0785 0.5401 0.1405 1.0000 Uiso R . . . . .
H541 H 0.6817 -0.1621 0.5837 0.1221 1.0000 Uiso R . . . . .
H551 H 0.7085 -0.1304 0.6873 0.1117 1.0000 Uiso R . . . . .
H571 H 0.7241 -0.0377 0.7637 0.1070 1.0000 Uiso R . . . . .
H572 H 0.6798 0.0367 0.7722 0.1070 1.0000 Uiso R . . . . .
H611 H 0.5066 0.0279 0.8606 0.0924 1.0000 Uiso R . . . . .
H631 H 0.1205 -0.3098 1.1960 0.0999 1.0000 Uiso R . . . . .
H641 H 0.0678 -0.4012 1.1572 0.1072 1.0000 Uiso R . . . . .
H651 H -0.0219 -0.4824 1.2524 0.1159 1.0000 Uiso R . . . . .
H661 H -0.0581 -0.4687 1.3873 0.1254 1.0000 Uiso R . . . . .
H671 H -0.0106 -0.3728 1.4263 0.1132 1.0000 Uiso R . . . . .
H691 H 0.1034 -0.2825 1.3817 0.1064 1.0000 Uiso R . . . . .
H692 H 0.0417 -0.2329 1.3676 0.1064 1.0000 Uiso R . . . . .
H731 H 0.1097 -0.1584 1.2253 0.0929 1.0000 Uiso R . . . . .
H751 H 0.3683 0.0355 0.9583 0.0884 1.0000 Uiso R . . . . .
H771 H 0.3937 -0.1446 1.0693 0.0918 1.0000 Uiso R . . . . .
H791 H 0.1686 -0.0470 1.1419 0.0963 1.0000 Uiso R . . . . .
H821 H 0.2953 0.1316 1.0544 0.0968 1.0000 Uiso R . . . . .
H831 H 0.2198 0.2379 1.0571 0.1065 1.0000 Uiso R . . . . .
H851 H 0.0521 0.1178 1.0385 0.0988 1.0000 Uiso R . . . . .
H861 H 0.1231 0.0114 1.0448 0.0963 1.0000 Uiso R . . . . .
H1011 H -0.0034 0.1603 0.4385 0.1288 1.0000 Uiso R . . . . .
H1021 H -0.1485 0.1621 0.5050 0.1451 1.0000 Uiso R . . . . .
H1031 H -0.2208 0.1015 0.6281 0.1520 1.0000 Uiso R . . . . .
H1041 H -0.1499 0.0319 0.6829 0.1477 1.0000 Uiso R . . . . .
H1051 H -0.0050 0.0323 0.6172 0.1298 1.0000 Uiso R . . . . .
H1071 H 0.1217 0.0536 0.4998 0.1196 1.0000 Uiso R . . . . .
H1072 H 0.1231 0.0879 0.4234 0.1196 1.0000 Uiso R . . . . .
H1111 H 0.1098 0.1558 0.6100 0.0942 1.0000 Uiso R . . . . .
H1131 H 0.2728 0.6794 0.6188 0.1374 1.0000 Uiso R . . . . .
H1141 H 0.2286 0.7885 0.5892 0.1411 1.0000 Uiso R . . . . .
H1151 H 0.3176 0.8596 0.4768 0.1706 1.0000 Uiso R . . . . .
H1161 H 0.4546 0.8163 0.3981 0.2124 1.0000 Uiso R . . . . .
H1171 H 0.4998 0.7070 0.4301 0.1912 1.0000 Uiso R . . . . .
H1191 H 0.4140 0.6164 0.6018 0.1610 1.0000 Uiso R . . . . .
H1192 H 0.4771 0.6035 0.5121 0.1610 1.0000 Uiso R . . . . .
H1231 H 0.3015 0.5142 0.6653 0.1274 1.0000 Uiso R . . . . .
H1251 H 0.1018 0.2489 0.6993 0.0918 1.0000 Uiso R . . . . .
H1271 H 0.2492 0.3684 0.5026 0.1001 1.0000 Uiso R . . . . .
H1291 H 0.2104 0.4205 0.7203 0.1000 1.0000 Uiso R . . . . .
H1321 H 0.1444 0.2038 0.7867 0.0910 1.0000 Uiso R . . . . .
H1331 H 0.1207 0.1748 0.9171 0.0904 1.0000 Uiso R . . . . .
H1351 H 0.0615 0.3811 0.9776 0.0887 1.0000 Uiso R . . . . .
H1361 H 0.0895 0.4118 0.8476 0.0904 1.0000 Uiso R . . . . .
H1371 H 0.2971 0.7810 0.9576 0.0919 1.0000 Uiso R . . . . .
H1381 H 0.2231 0.8820 0.9390 0.1010 1.0000 Uiso R . . . . .
H1391 H 0.2954 0.9721 0.8462 0.1102 1.0000 Uiso R . . . . .
H1401 H 0.4387 0.9564 0.7603 0.1077 1.0000 Uiso R . . . . .
H1411 H 0.5084 0.8561 0.7790 0.1004 1.0000 Uiso R . . . . .
H1431 H 0.5114 0.7624 0.8677 0.1115 1.0000 Uiso R . . . . .
H1432 H 0.4692 0.7135 0.8347 0.1115 1.0000 Uiso R . . . . .
H1471 H 0.3500 0.6280 0.9444 0.1057 1.0000 Uiso R . . . . .
H1491 H 0.1279 0.7044 1.6216 0.1282 1.0000 Uiso R . . . . .
H1501 H 0.0003 0.7606 1.6930 0.1286 1.0000 Uiso R . . . . .
H1511 H -0.1102 0.7284 1.6744 0.1294 1.0000 Uiso R . . . . .
H1521 H -0.0924 0.6339 1.5899 0.1265 1.0000 Uiso R . . . . .
H1531 H 0.0348 0.5730 1.5238 0.1338 1.0000 Uiso R . . . . .
H1551 H 0.2212 0.6297 1.5095 0.1260 1.0000 Uiso R . . . . .
H1552 H 0.1820 0.5595 1.5572 0.1260 1.0000 Uiso R . . . . .
H1591 H 0.2451 0.6347 1.3554 0.1167 1.0000 Uiso R . . . . .
H1611 H 0.2705 0.5318 1.0375 0.0996 1.0000 Uiso R . . . . .
H1631 H 0.3063 0.6211 1.2064 0.1064 1.0000 Uiso R . . . . .
H1651 H 0.1731 0.4453 1.2572 0.1082 1.0000 Uiso R . . . . .
H1681 H 0.2736 0.4205 1.0063 0.1044 1.0000 Uiso R . . . . .
H1691 H 0.2154 0.3325 0.9652 0.0973 1.0000 Uiso R . . . . .
H1711 H 0.0198 0.3270 1.1858 0.0968 1.0000 Uiso R . . . . .
H1721 H 0.0745 0.4167 1.2277 0.1014 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.1713(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.399(9) yes
C1 . C6 . 1.398(9) yes
C1 . H11 . 0.950 no
C2 . C3 . 1.399(9) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.394(9) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.395(9) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.399(8) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.487(19) yes
C7 . N8 . 1.458(15) yes
C7 . H71 . 0.950 no
C7 . H72 . 0.950 no
N8 . N9 . 1.350(13) yes
N8 . C11 . 1.332(14) yes
N9 . N10 . 1.319(12) yes
N10 . C12 . 1.361(14) yes
C11 . C12 . 1.384(16) yes
C11 . H111 . 0.950 no
C12 . C26 . 1.447(16) yes
C13 . C14 . 1.397(8) yes
C13 . C18 . 1.399(8) yes
C13 . H131 . 0.950 no
C14 . C15 . 1.391(9) yes
C14 . H141 . 0.950 no
C15 . C16 . 1.396(9) yes
C15 . H151 . 0.950 no
C16 . C17 . 1.393(8) yes
C16 . H161 . 0.950 no
C17 . C18 . 1.393(8) yes
C17 . H171 . 0.950 no
C18 . C19 . 1.497(17) yes
C19 . N20 . 1.508(15) yes
C19 . H191 . 0.950 no
C19 . H192 . 0.950 no
N20 . N21 . 1.329(13) yes
N20 . C23 . 1.338(14) yes
N21 . N22 . 1.337(13) yes
N22 . C24 . 1.356(15) yes
C23 . C24 . 1.345(15) yes
C23 . H231 . 0.950 no
C24 . C28 . 1.453(16) yes
C25 . C26 . 1.374(16) yes
C25 . N30 . 1.327(13) yes
C25 . H251 . 0.950 no
C26 . C27 . 1.428(16) yes
C27 . C28 . 1.385(15) yes
C27 . H271 . 0.950 no
C28 . C29 . 1.387(15) yes
C29 . N30 . 1.362(13) yes
C29 . H291 . 0.950 no
N30 . C31 . 1.483(14) yes
C31 . C32 . 1.322(15) yes
C31 . C36 . 1.412(15) yes
C32 . C33 . 1.401(15) yes
C32 . H321 . 0.950 no
C33 . C34 . 1.381(14) yes
C33 . H331 . 0.950 no
C34 . C35 . 1.372(15) yes
C34 . C37 . 1.569(15) yes
C35 . C36 . 1.399(15) yes
C35 . H351 . 0.950 no
C36 . H361 . 0.950 no
C37 . C84 . 1.574(14) yes
C37 . C134 . 1.509(15) yes
C37 . C170 . 1.571(15) yes
C51 . C52 . 1.399(8) yes
C51 . C56 . 1.403(8) yes
C51 . H511 . 0.950 no
C52 . C53 . 1.388(8) yes
C52 . H521 . 0.950 no
C53 . C54 . 1.397(8) yes
C53 . H531 . 0.950 no
C54 . C55 . 1.399(8) yes
C54 . H541 . 0.950 no
C55 . C56 . 1.391(8) yes
C55 . H551 . 0.950 no
C56 . C57 . 1.475(16) yes
C57 . N58 . 1.456(14) yes
C57 . H571 . 0.950 no
C57 . H572 . 0.950 no
N58 . N59 . 1.365(13) yes
N58 . C61 . 1.320(13) yes
N59 . N60 . 1.294(13) yes
N60 . C62 . 1.376(13) yes
C61 . C62 . 1.394(15) yes
C61 . H611 . 0.950 no
C62 . C76 . 1.437(16) yes
C63 . C64 . 1.365(15) yes
C63 . C68 . 1.356(16) yes
C63 . H631 . 0.950 no
C64 . C65 . 1.366(17) yes
C64 . H641 . 0.950 no
C65 . C66 . 1.384(18) yes
C65 . H651 . 0.950 no
C66 . C67 . 1.368(17) yes
C66 . H661 . 0.950 no
C67 . C68 . 1.402(16) yes
C67 . H671 . 0.950 no
C68 . C69 . 1.541(16) yes
C69 . N70 . 1.431(14) yes
C69 . H691 . 0.950 no
C69 . H692 . 0.950 no
N70 . N71 . 1.350(12) yes
N70 . C73 . 1.331(13) yes
N71 . N72 . 1.322(13) yes
N72 . C74 . 1.402(13) yes
C73 . C74 . 1.374(15) yes
C73 . H731 . 0.950 no
C74 . C78 . 1.421(15) yes
C75 . C76 . 1.382(14) yes
C75 . N80 . 1.338(13) yes
C75 . H751 . 0.950 no
C76 . C77 . 1.382(15) yes
C77 . C78 . 1.407(15) yes
C77 . H771 . 0.950 no
C78 . C79 . 1.413(14) yes
C79 . N80 . 1.313(13) yes
C79 . H791 . 0.950 no
N80 . C81 . 1.478(13) yes
C81 . C82 . 1.379(8) yes
C81 . C86 . 1.392(8) yes
C82 . C83 . 1.390(8) yes
C82 . H821 . 0.950 no
C83 . C84 . 1.392(8) yes
C83 . H831 . 0.950 no
C84 . C85 . 1.391(8) yes
C85 . C86 . 1.387(8) yes
C85 . H851 . 0.950 no
C86 . H861 . 0.950 no
C101 . C102 . 1.394(8) yes
C101 . C106 . 1.398(8) yes
C101 . H1011 . 0.950 no
C102 . C103 . 1.389(8) yes
C102 . H1021 . 0.950 no
C103 . C104 . 1.395(8) yes
C103 . H1031 . 0.950 no
C104 . C105 . 1.392(8) yes
C104 . H1041 . 0.950 no
C105 . C106 . 1.382(8) yes
C105 . H1051 . 0.950 no
C106 . C107 . 1.512(16) yes
C107 . N108 . 1.492(14) yes
C107 . H1071 . 0.950 no
C107 . H1072 . 0.950 no
N108 . N109 . 1.348(12) yes
N108 . C111 . 1.312(14) yes
N109 . N110 . 1.292(12) yes
N110 . C112 . 1.373(15) yes
C111 . C112 . 1.390(15) yes
C111 . H1111 . 0.950 no
C112 . C126 . 1.420(16) yes
C113 . C114 . 1.390(8) yes
C113 . C118 . 1.392(8) yes
C113 . H1131 . 0.950 no
C114 . C115 . 1.388(8) yes
C114 . H1141 . 0.950 no
C115 . C116 . 1.390(9) yes
C115 . H1151 . 0.950 no
C116 . C117 . 1.397(9) yes
C116 . H1161 . 0.950 no
C117 . C118 . 1.390(9) yes
C117 . H1171 . 0.950 no
C118 . C119 . 1.50(2) yes
C119 . N120 . 1.455(16) yes
C119 . H1191 . 0.950 no
C119 . H1192 . 0.950 no
N120 . N121 . 1.390(17) yes
N120 . C123 . 1.329(17) yes
N121 . N122 . 1.316(14) yes
N122 . C124 . 1.376(17) yes
C123 . C124 . 1.356(17) yes
C123 . H1231 . 0.950 no
C124 . C128 . 1.461(16) yes
C125 . C126 . 1.370(15) yes
C125 . N130 . 1.351(14) yes
C125 . H1251 . 0.950 no
C126 . C127 . 1.414(15) yes
C127 . C128 . 1.369(16) yes
C127 . H1271 . 0.950 no
C128 . C129 . 1.353(16) yes
C129 . N130 . 1.380(13) yes
C129 . H1291 . 0.950 no
N130 . C131 . 1.437(15) yes
C131 . C132 . 1.379(15) yes
C131 . C136 . 1.342(15) yes
C132 . C133 . 1.383(15) yes
C132 . H1321 . 0.950 no
C133 . C134 . 1.379(14) yes
C133 . H1331 . 0.950 no
C134 . C135 . 1.402(14) yes
C135 . C136 . 1.370(15) yes
C135 . H1351 . 0.950 no
C136 . H1361 . 0.950 no
C137 . C138 . 1.431(15) yes
C137 . C142 . 1.394(15) yes
C137 . H1371 . 0.950 no
C138 . C139 . 1.371(15) yes
C138 . H1381 . 0.950 no
C139 . C140 . 1.399(17) yes
C139 . H1391 . 0.950 no
C140 . C141 . 1.389(16) yes
C140 . H1401 . 0.950 no
C141 . C142 . 1.334(15) yes
C141 . H1411 . 0.950 no
C142 . C143 . 1.517(15) yes
C143 . N144 . 1.450(15) yes
C143 . H1431 . 0.950 no
C143 . H1432 . 0.950 no
N144 . N145 . 1.350(14) yes
N144 . C147 . 1.351(14) yes
N145 . N146 . 1.297(13) yes
N146 . C148 . 1.385(14) yes
C147 . C148 . 1.350(17) yes
C147 . H1471 . 0.950 no
C148 . C162 . 1.471(17) yes
C149 . C150 . 1.370(18) yes
C149 . C154 . 1.376(18) yes
C149 . H1491 . 0.950 no
C150 . C151 . 1.380(18) yes
C150 . H1501 . 0.950 no
C151 . C152 . 1.383(19) yes
C151 . H1511 . 0.950 no
C152 . C153 . 1.380(19) yes
C152 . H1521 . 0.950 no
C153 . C154 . 1.433(17) yes
C153 . H1531 . 0.950 no
C154 . C155 . 1.479(18) yes
C155 . N156 . 1.435(16) yes
C155 . H1551 . 0.950 no
C155 . H1552 . 0.950 no
N156 . N157 . 1.355(13) yes
N156 . C159 . 1.330(16) yes
N157 . N158 . 1.305(14) yes
N158 . C160 . 1.367(15) yes
C159 . C160 . 1.343(16) yes
C159 . H1591 . 0.950 no
C160 . C164 . 1.455(18) yes
C161 . C162 . 1.373(15) yes
C161 . N166 . 1.346(14) yes
C161 . H1611 . 0.950 no
C162 . C163 . 1.390(17) yes
C163 . C164 . 1.375(16) yes
C163 . H1631 . 0.950 no
C164 . C165 . 1.381(15) yes
C165 . N166 . 1.344(15) yes
C165 . H1651 . 0.950 no
N166 . C167 . 1.464(14) yes
C167 . C168 . 1.399(17) yes
C167 . C172 . 1.356(16) yes
C168 . C169 . 1.378(15) yes
C168 . H1681 . 0.950 no
C169 . C170 . 1.422(15) yes
C169 . H1691 . 0.950 no
C170 . C171 . 1.325(15) yes
C171 . C172 . 1.391(15) yes
C171 . H1711 . 0.950 no
C172 . H1721 . 0.950 no
S201 . O202 . 1.473(8) yes
S201 . O203 . 1.485(9) yes
S201 . O204 . 1.493(8) yes
S201 . O205 . 1.462(10) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 121.2(19) yes
C2 . C1 . H11 . 119.4 no
C6 . C1 . H11 . 119.4 no
C1 . C2 . C3 . 120(2) yes
C1 . C2 . H21 . 120.5 no
C3 . C2 . H21 . 119.3 no
C2 . C3 . C4 . 118(3) yes
C2 . C3 . H31 . 120.7 no
C4 . C3 . H31 . 121.6 no
C3 . C4 . C5 . 123(2) yes
C3 . C4 . H41 . 118.5 no
C5 . C4 . H41 . 118.3 no
C4 . C5 . C6 . 118.5(19) yes
C4 . C5 . H51 . 121.3 no
C6 . C5 . H51 . 120.2 no
C5 . C6 . C1 . 119.3(18) yes
C5 . C6 . C7 . 116.5(15) yes
C1 . C6 . C7 . 124.2(14) yes
C6 . C7 . N8 . 111.0(11) yes
C6 . C7 . H71 . 108.8 no
N8 . C7 . H71 . 108.3 no
C6 . C7 . H72 . 109.7 no
N8 . C7 . H72 . 109.5 no
H71 . C7 . H72 . 109.5 no
C7 . N8 . N9 . 120.1(11) yes
C7 . N8 . C11 . 128.4(11) yes
N9 . N8 . C11 . 111.5(10) yes
N8 . N9 . N10 . 106.4(10) yes
N9 . N10 . C12 . 109.6(10) yes
N8 . C11 . C12 . 105.1(11) yes
N8 . C11 . H111 . 126.8 no
C12 . C11 . H111 . 128.2 no
C11 . C12 . N10 . 107.3(12) yes
C11 . C12 . C26 . 131.2(12) yes
N10 . C12 . C26 . 121.5(11) yes
C14 . C13 . C18 . 120.2(15) yes
C14 . C13 . H131 . 119.9 no
C18 . C13 . H131 . 119.9 no
C13 . C14 . C15 . 120.4(18) yes
C13 . C14 . H141 . 119.6 no
C15 . C14 . H141 . 120.0 no
C14 . C15 . C16 . 118.7(19) yes
C14 . C15 . H151 . 120.4 no
C16 . C15 . H151 . 120.9 no
C15 . C16 . C17 . 121.6(18) yes
C15 . C16 . H161 . 119.3 no
C17 . C16 . H161 . 119.1 no
C16 . C17 . C18 . 119.2(16) yes
C16 . C17 . H171 . 120.4 no
C18 . C17 . H171 . 120.4 no
C13 . C18 . C17 . 119.7(15) yes
C13 . C18 . C19 . 119.1(13) yes
C17 . C18 . C19 . 121.1(12) yes
C18 . C19 . N20 . 111.3(10) yes
C18 . C19 . H191 . 109.4 no
N20 . C19 . H191 . 109.5 no
C18 . C19 . H192 . 108.8 no
N20 . C19 . H192 . 108.2 no
H191 . C19 . H192 . 109.5 no
C19 . N20 . N21 . 118.6(10) yes
C19 . N20 . C23 . 128.5(12) yes
N21 . N20 . C23 . 112.3(10) yes
N20 . N21 . N22 . 105.8(10) yes
N21 . N22 . C24 . 108.1(11) yes
N20 . C23 . C24 . 104.4(12) yes
N20 . C23 . H231 . 127.4 no
C24 . C23 . H231 . 128.2 no
N22 . C24 . C23 . 109.3(11) yes
N22 . C24 . C28 . 120.6(12) yes
C23 . C24 . C28 . 130.0(13) yes
C26 . C25 . N30 . 121.2(12) yes
C26 . C25 . H251 . 119.8 no
N30 . C25 . H251 . 119.0 no
C12 . C26 . C25 . 120.8(12) yes
C12 . C26 . C27 . 121.1(12) yes
C25 . C26 . C27 . 117.8(12) yes
C26 . C27 . C28 . 119.8(12) yes
C26 . C27 . H271 . 120.2 no
C28 . C27 . H271 . 120.0 no
C24 . C28 . C27 . 121.3(11) yes
C24 . C28 . C29 . 119.4(12) yes
C27 . C28 . C29 . 119.2(11) yes
C28 . C29 . N30 . 119.3(12) yes
C28 . C29 . H291 . 120.1 no
N30 . C29 . H291 . 120.7 no
C29 . N30 . C25 . 122.6(11) yes
C29 . N30 . C31 . 119.2(10) yes
C25 . N30 . C31 . 118.2(10) yes
N30 . C31 . C32 . 120.8(10) yes
N30 . C31 . C36 . 116.0(11) yes
C32 . C31 . C36 . 123.2(12) yes
C31 . C32 . C33 . 120.1(11) yes
C31 . C32 . H321 . 119.2 no
C33 . C32 . H321 . 120.6 no
C32 . C33 . C34 . 119.3(12) yes
C32 . C33 . H331 . 121.0 no
C34 . C33 . H331 . 119.7 no
C33 . C34 . C35 . 119.6(11) yes
C33 . C34 . C37 . 122.0(11) yes
C35 . C34 . C37 . 118.5(10) yes
C34 . C35 . C36 . 122.2(11) yes
C34 . C35 . H351 . 118.8 no
C36 . C35 . H351 . 119.0 no
C31 . C36 . C35 . 115.5(11) yes
C31 . C36 . H361 . 121.7 no
C35 . C36 . H361 . 122.8 no
C34 . C37 . C84 . 106.8(9) yes
C34 . C37 . C134 . 109.7(9) yes
C84 . C37 . C134 . 112.6(10) yes
C34 . C37 . C170 . 109.7(10) yes
C84 . C37 . C170 . 108.0(8) yes
C134 . C37 . C170 . 110.0(9) yes
C52 . C51 . C56 . 118.9(13) yes
C52 . C51 . H511 . 120.7 no
C56 . C51 . H511 . 120.4 no
C51 . C52 . C53 . 122.3(14) yes
C51 . C52 . H521 . 119.4 no
C53 . C52 . H521 . 118.2 no
C52 . C53 . C54 . 118.7(15) yes
C52 . C53 . H531 . 120.7 no
C54 . C53 . H531 . 120.6 no
C53 . C54 . C55 . 118.9(14) yes
C53 . C54 . H541 . 120.5 no
C55 . C54 . H541 . 120.6 no
C54 . C55 . C56 . 122.4(13) yes
C54 . C55 . H551 . 119.3 no
C56 . C55 . H551 . 118.2 no
C51 . C56 . C55 . 118.5(12) yes
C51 . C56 . C57 . 122.1(11) yes
C55 . C56 . C57 . 119.4(11) yes
C56 . C57 . N58 . 108.4(8) yes
C56 . C57 . H571 . 110.5 no
N58 . C57 . H571 . 110.3 no
C56 . C57 . H572 . 109.1 no
N58 . C57 . H572 . 109.1 no
H571 . C57 . H572 . 109.5 no
C57 . N58 . N59 . 121.6(10) yes
C57 . N58 . C61 . 128.2(11) yes
N59 . N58 . C61 . 110.2(11) yes
N58 . N59 . N60 . 108.1(9) yes
N59 . N60 . C62 . 109.0(11) yes
N58 . C61 . C62 . 105.9(11) yes
N58 . C61 . H611 . 127.1 no
C62 . C61 . H611 . 127.0 no
C61 . C62 . N60 . 106.7(11) yes
C61 . C62 . C76 . 130.5(11) yes
N60 . C62 . C76 . 122.3(12) yes
C64 . C63 . C68 . 123.2(13) yes
C64 . C63 . H631 . 119.6 no
C68 . C63 . H631 . 117.3 no
C63 . C64 . C65 . 120.4(15) yes
C63 . C64 . H641 . 119.7 no
C65 . C64 . H641 . 119.9 no
C64 . C65 . C66 . 118.1(14) yes
C64 . C65 . H651 . 120.5 no
C66 . C65 . H651 . 121.4 no
C65 . C66 . C67 . 121.1(15) yes
C65 . C66 . H661 . 118.7 no
C67 . C66 . H661 . 120.2 no
C66 . C67 . C68 . 120.7(15) yes
C66 . C67 . H671 . 119.5 no
C68 . C67 . H671 . 119.8 no
C67 . C68 . C63 . 116.6(13) yes
C67 . C68 . C69 . 118.2(13) yes
C63 . C68 . C69 . 125.0(12) yes
C68 . C69 . N70 . 114.3(11) yes
C68 . C69 . H691 . 108.7 no
N70 . C69 . H691 . 107.8 no
C68 . C69 . H692 . 108.3 no
N70 . C69 . H692 . 108.1 no
H691 . C69 . H692 . 109.5 no
C69 . N70 . N71 . 118.8(10) yes
C69 . N70 . C73 . 130.0(10) yes
N71 . N70 . C73 . 111.2(10) yes
N70 . N71 . N72 . 106.9(9) yes
N71 . N72 . C74 . 109.0(9) yes
N70 . C73 . C74 . 106.8(10) yes
N70 . C73 . H731 . 125.9 no
C74 . C73 . H731 . 127.3 no
N72 . C74 . C73 . 106.0(11) yes
N72 . C74 . C78 . 122.1(10) yes
C73 . C74 . C78 . 131.7(11) yes
C76 . C75 . N80 . 119.2(11) yes
C76 . C75 . H751 . 119.7 no
N80 . C75 . H751 . 121.1 no
C62 . C76 . C75 . 118.9(12) yes
C62 . C76 . C77 . 123.7(11) yes
C75 . C76 . C77 . 117.4(11) yes
C76 . C77 . C78 . 122.6(11) yes
C76 . C77 . H771 . 119.2 no
C78 . C77 . H771 . 118.2 no
C74 . C78 . C77 . 122.7(11) yes
C74 . C78 . C79 . 120.9(11) yes
C77 . C78 . C79 . 116.4(11) yes
C78 . C79 . N80 . 118.6(11) yes
C78 . C79 . H791 . 120.9 no
N80 . C79 . H791 . 120.6 no
C75 . N80 . C79 . 125.7(10) yes
C75 . N80 . C81 . 115.5(9) yes
C79 . N80 . C81 . 118.8(10) yes
N80 . C81 . C82 . 116.4(8) yes
N80 . C81 . C86 . 122.0(8) yes
C82 . C81 . C86 . 121.4(10) yes
C81 . C82 . C83 . 120.2(10) yes
C81 . C82 . H821 . 119.1 no
C83 . C82 . H821 . 120.7 no
C82 . C83 . C84 . 119.0(9) yes
C82 . C83 . H831 . 120.7 no
C84 . C83 . H831 . 120.4 no
C37 . C84 . C83 . 120.2(8) yes
C37 . C84 . C85 . 119.5(8) yes
C83 . C84 . C85 . 120.3(9) yes
C84 . C85 . C86 . 120.8(9) yes
C84 . C85 . H851 . 119.2 no
C86 . C85 . H851 . 120.0 no
C81 . C86 . C85 . 118.2(10) yes
C81 . C86 . H861 . 120.3 no
C85 . C86 . H861 . 121.5 no
C102 . C101 . C106 . 119.2(13) yes
C102 . C101 . H1011 . 119.7 no
C106 . C101 . H1011 . 121.1 no
C101 . C102 . C103 . 119.7(14) yes
C101 . C102 . H1021 . 120.5 no
C103 . C102 . H1021 . 119.8 no
C102 . C103 . C104 . 121.3(16) yes
C102 . C103 . H1031 . 119.4 no
C104 . C103 . H1031 . 119.3 no
C103 . C104 . C105 . 118.6(15) yes
C103 . C104 . H1041 . 121.4 no
C105 . C104 . H1041 . 120.0 no
C104 . C105 . C106 . 120.6(14) yes
C104 . C105 . H1051 . 120.1 no
C106 . C105 . H1051 . 119.3 no
C101 . C106 . C105 . 120.7(13) yes
C101 . C106 . C107 . 119.4(11) yes
C105 . C106 . C107 . 119.8(11) yes
C106 . C107 . N108 . 109.6(10) yes
C106 . C107 . H1071 . 109.4 no
N108 . C107 . H1071 . 109.6 no
C106 . C107 . H1072 . 109.2 no
N108 . C107 . H1072 . 109.5 no
H1071 . C107 . H1072 . 109.5 no
C107 . N108 . N109 . 119.1(11) yes
C107 . N108 . C111 . 128.2(11) yes
N109 . N108 . C111 . 112.5(11) yes
N108 . N109 . N110 . 105.0(11) yes
N109 . N110 . C112 . 112.0(11) yes
N108 . C111 . C112 . 105.9(12) yes
N108 . C111 . H1111 . 127.5 no
C112 . C111 . H1111 . 126.6 no
C111 . C112 . N110 . 104.6(12) yes
C111 . C112 . C126 . 130.4(13) yes
N110 . C112 . C126 . 125.0(12) yes
C114 . C113 . C118 . 121.1(15) yes
C114 . C113 . H1131 . 120.3 no
C118 . C113 . H1131 . 118.6 no
C113 . C114 . C115 . 122.1(16) yes
C113 . C114 . H1141 . 117.3 no
C115 . C114 . H1141 . 120.6 no
C114 . C115 . C116 . 116.6(17) yes
C114 . C115 . H1151 . 121.0 no
C116 . C115 . H1151 . 122.3 no
C115 . C116 . C117 . 121.9(18) yes
C115 . C116 . H1161 . 119.0 no
C117 . C116 . H1161 . 119.1 no
C116 . C117 . C118 . 120.9(18) yes
C116 . C117 . H1171 . 120.0 no
C118 . C117 . H1171 . 119.1 no
C113 . C118 . C117 . 117.4(16) yes
C113 . C118 . C119 . 121.4(14) yes
C117 . C118 . C119 . 121.1(14) yes
C118 . C119 . N120 . 112.9(13) yes
C118 . C119 . H1191 . 107.9 no
N120 . C119 . H1191 . 108.7 no
C118 . C119 . H1192 . 109.4 no
N120 . C119 . H1192 . 108.5 no
H1191 . C119 . H1192 . 109.5 no
C119 . N120 . N121 . 116.6(14) yes
C119 . N120 . C123 . 131.6(16) yes
N121 . N120 . C123 . 111.6(12) yes
N120 . N121 . N122 . 104.5(13) yes
N121 . N122 . C124 . 110.2(13) yes
N120 . C123 . C124 . 105.7(15) yes
N120 . C123 . H1231 . 126.9 no
C124 . C123 . H1231 . 127.3 no
N122 . C124 . C123 . 107.9(13) yes
N122 . C124 . C128 . 120.1(13) yes
C123 . C124 . C128 . 132.0(15) yes
C126 . C125 . N130 . 123.3(12) yes
C126 . C125 . H1251 . 118.5 no
N130 . C125 . H1251 . 118.2 no
C112 . C126 . C125 . 121.6(12) yes
C112 . C126 . C127 . 120.5(13) yes
C125 . C126 . C127 . 118.0(12) yes
C126 . C127 . C128 . 119.1(13) yes
C126 . C127 . H1271 . 120.9 no
C128 . C127 . H1271 . 120.0 no
C124 . C128 . C127 . 121.6(13) yes
C124 . C128 . C129 . 118.3(13) yes
C127 . C128 . C129 . 119.9(13) yes
C128 . C129 . N130 . 122.5(13) yes
C128 . C129 . H1291 . 118.5 no
N130 . C129 . H1291 . 118.9 no
C129 . N130 . C125 . 117.0(12) yes
C129 . N130 . C131 . 120.5(11) yes
C125 . N130 . C131 . 122.2(11) yes
N130 . C131 . C132 . 117.5(12) yes
N130 . C131 . C136 . 119.6(12) yes
C132 . C131 . C136 . 122.9(13) yes
C131 . C132 . C133 . 117.1(12) yes
C131 . C132 . H1321 . 121.2 no
C133 . C132 . H1321 . 121.7 no
C132 . C133 . C134 . 122.9(11) yes
C132 . C133 . H1331 . 118.9 no
C134 . C133 . H1331 . 118.2 no
C37 . C134 . C133 . 122.9(10) yes
C37 . C134 . C135 . 121.5(11) yes
C133 . C134 . C135 . 115.6(11) yes
C134 . C135 . C136 . 123.0(12) yes
C134 . C135 . H1351 . 118.0 no
C136 . C135 . H1351 . 119.1 no
C135 . C136 . C131 . 118.0(12) yes
C135 . C136 . H1361 . 120.7 no
C131 . C136 . H1361 . 121.3 no
C138 . C137 . C142 . 119.1(11) yes
C138 . C137 . H1371 . 120.3 no
C142 . C137 . H1371 . 120.6 no
C137 . C138 . C139 . 119.7(12) yes
C137 . C138 . H1381 . 120.5 no
C139 . C138 . H1381 . 119.8 no
C138 . C139 . C140 . 119.7(12) yes
C138 . C139 . H1391 . 120.1 no
C140 . C139 . H1391 . 120.2 no
C139 . C140 . C141 . 119.2(12) yes
C139 . C140 . H1401 . 120.2 no
C141 . C140 . H1401 . 120.5 no
C140 . C141 . C142 . 122.4(12) yes
C140 . C141 . H1411 . 119.2 no
C142 . C141 . H1411 . 118.3 no
C137 . C142 . C141 . 119.8(12) yes
C137 . C142 . C143 . 120.8(11) yes
C141 . C142 . C143 . 119.4(12) yes
C142 . C143 . N144 . 115.3(11) yes
C142 . C143 . H1431 . 107.7 no
N144 . C143 . H1431 . 107.8 no
C142 . C143 . H1432 . 108.3 no
N144 . C143 . H1432 . 108.1 no
H1431 . C143 . H1432 . 109.5 no
C143 . N144 . N145 . 119.6(11) yes
C143 . N144 . C147 . 129.2(12) yes
N145 . N144 . C147 . 111.2(12) yes
N144 . N145 . N146 . 108.4(10) yes
N145 . N146 . C148 . 106.6(12) yes
N144 . C147 . C148 . 103.3(13) yes
N144 . C147 . H1471 . 127.7 no
C148 . C147 . H1471 . 129.0 no
N146 . C148 . C147 . 110.5(13) yes
N146 . C148 . C162 . 118.7(13) yes
C147 . C148 . C162 . 130.8(13) yes
C150 . C149 . C154 . 123.8(14) yes
C150 . C149 . H1491 . 118.8 no
C154 . C149 . H1491 . 117.5 no
C149 . C150 . C151 . 120.0(15) yes
C149 . C150 . H1501 . 120.0 no
C151 . C150 . H1501 . 120.0 no
C150 . C151 . C152 . 119.3(16) yes
C150 . C151 . H1511 . 120.6 no
C152 . C151 . H1511 . 120.1 no
C151 . C152 . C153 . 120.0(15) yes
C151 . C152 . H1521 . 119.9 no
C153 . C152 . H1521 . 120.1 no
C152 . C153 . C154 . 121.6(14) yes
C152 . C153 . H1531 . 119.7 no
C154 . C153 . H1531 . 118.7 no
C153 . C154 . C149 . 115.1(15) yes
C153 . C154 . C155 . 122.2(14) yes
C149 . C154 . C155 . 122.6(13) yes
C154 . C155 . N156 . 114.6(12) yes
C154 . C155 . H1551 . 108.0 no
N156 . C155 . H1551 . 108.9 no
C154 . C155 . H1552 . 108.2 no
N156 . C155 . H1552 . 107.7 no
H1551 . C155 . H1552 . 109.5 no
C155 . N156 . N157 . 118.4(13) yes
C155 . N156 . C159 . 130.7(13) yes
N157 . N156 . C159 . 110.5(13) yes
N156 . N157 . N158 . 106.7(12) yes
N157 . N158 . C160 . 108.6(11) yes
N156 . C159 . C160 . 105.8(13) yes
N156 . C159 . H1591 . 126.8 no
C160 . C159 . H1591 . 127.3 no
N158 . C160 . C159 . 108.3(14) yes
N158 . C160 . C164 . 120.8(12) yes
C159 . C160 . C164 . 130.8(13) yes
C162 . C161 . N166 . 120.7(13) yes
C162 . C161 . H1611 . 119.7 no
N166 . C161 . H1611 . 119.7 no
C148 . C162 . C161 . 121.3(13) yes
C148 . C162 . C163 . 121.4(12) yes
C161 . C162 . C163 . 117.3(13) yes
C162 . C163 . C164 . 123.7(13) yes
C162 . C163 . H1631 . 117.8 no
C164 . C163 . H1631 . 118.5 no
C160 . C164 . C163 . 123.3(12) yes
C160 . C164 . C165 . 122.1(13) yes
C163 . C164 . C165 . 114.6(14) yes
C164 . C165 . N166 . 123.5(13) yes
C164 . C165 . H1651 . 117.9 no
N166 . C165 . H1651 . 118.6 no
C161 . N166 . C165 . 120.2(11) yes
C161 . N166 . C167 . 119.9(12) yes
C165 . N166 . C167 . 119.8(11) yes
N166 . C167 . C168 . 119.0(12) yes
N166 . C167 . C172 . 121.0(13) yes
C168 . C167 . C172 . 120.0(12) yes
C167 . C168 . C169 . 120.1(13) yes
C167 . C168 . H1681 . 119.5 no
C169 . C168 . H1681 . 120.5 no
C168 . C169 . C170 . 119.3(13) yes
C168 . C169 . H1691 . 120.9 no
C170 . C169 . H1691 . 119.9 no
C37 . C170 . C169 . 115.6(11) yes
C37 . C170 . C171 . 125.7(11) yes
C169 . C170 . C171 . 118.5(12) yes
C170 . C171 . C172 . 123.3(13) yes
C170 . C171 . H1711 . 117.6 no
C172 . C171 . H1711 . 119.1 no
C171 . C172 . C167 . 118.9(14) yes
C171 . C172 . H1721 . 120.6 no
C167 . C172 . H1721 . 120.5 no
O202 . S201 . O203 . 109.0(6) yes
O202 . S201 . O204 . 109.6(4) yes
O203 . S201 . O204 . 107.9(5) yes
O202 . S201 . O205 . 110.1(6) yes
O203 . S201 . O205 . 110.6(6) yes
O204 . S201 . O205 . 109.7(5) yes

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C11 . H111 . O205 2_557 156 0.95 2.38 3.27(2) yes
C23 . H231 . O214 2_567 125 0.95 2.40 3.05(2) yes
C23 . H231 . O215 2_567 157 0.95 2.38 3.28(2) yes
C29 . H291 . O215 2_567 154 0.95 2.28 3.16(2) yes
C29 . H291 . O223 2_567 159 0.95 2.46 3.36(2) yes
C32 . H321 . O215 2_567 136 0.95 2.46 3.21(2) yes
C33 . H331 . C135 . 128 0.95 2.58 3.25(2) yes
C73 . H731 . O204 2_557 154 0.95 2.23 3.12(2) yes
C79 . H791 . O202 2_557 177 0.95 2.23 3.18(2) yes
C82 . H821 . N59 2_657 153 0.95 2.52 3.40(2) yes
C83 . H831 . C169 . 128 0.95 2.32 3.00(2) yes
C111 . H1111 . O205 . 157 0.95 2.27 3.16(2) yes
C117 . H1171 . C5 1_664 156 0.95 2.53 3.43(2) yes
C123 . H1231 . O213 . 170 0.95 2.42 3.37(2) yes
C123 . H1231 . O223 . 144 0.95 2.17 2.99(2) yes
C125 . H1251 . O204 . 174 0.95 2.18 3.12(2) yes
C133 . H1331 . C85 . 131 0.95 2.42 3.13(2) yes
C147 . H1471 . O215 . 151 0.95 2.56 3.42(2) yes
C147 . H1471 . O225 . 159 0.95 2.03 2.93(2) yes
C161 . H1611 . O212 . 172 0.95 2.53 3.47(2) yes
C168 . H1681 . O212 . 123 0.95 2.53 3.15(2) yes
C171 . H1711 . C35 . 126 0.95 2.54 3.20(2) yes


# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-2 -3 1 x .

# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 
# looking for PLATON_SQD.SQF 

# SQUEEZE RESULTS (Version = 170121) 
# Note: Data are Listed for all Voids in the P1 Unit Cell 
# i.e. Centre of Gravity, Solvent Accessible Volume, 
# Recovered number of Electrons in the Void and 
# Details about the Squeezed Material 
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 0.035 0.000 348 129 ' '
2 -0.010 0.090 0.327 88 28 ' '
3 0.010 0.910 0.673 90 28 ' '
4 0.487 0.703 0.195 210 60 ' '
5 0.513 0.297 0.805 210 61 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
# end of PLATON_SQD.SQF 
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol/DMSO/diethyl ether'
