# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_TBACl
_database_code_depnum_ccdc_archive 'CCDC 1451578'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-03-28 downloaded from the CCDC.
;

_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          
; 
The structure has a Z' of 2. One of the two TBA cations is positionally 
disordered, this was modeled by having two positions for all atoms of two of 
the butyl chains (s.o.f.: 0.5 each). It was necessary to apply restraints to 
the bond lengths and angles, as well as the thermal and vibrational atoms
of the TBA cations to achieve a sensible refinement.

C-H hydrogen atoms were generally 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 hydrogen atoms 
were visible in the Fourier difference map and were refined with restraints on
bond lengths and angles.
;
_cell_length_a                   11.18176(15)
_cell_length_b                   15.2528(2)
_cell_length_c                   19.3375(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.2091(12)
_cell_angle_gamma                90
_cell_volume                     3298.05(4)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 c 1 '
_symmetry_space_group_name_Hall  'P -2yc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,-y,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 0.0181 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'
Cl 0.3639 0.7018 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'


_cell_formula_units_Z            2

_chemical_formula_sum            'C68 H96 Cl2 N2 O12'
_chemical_formula_moiety         '2(C18 H12 O6), 2(C16 H36 N), 2Cl'
_chemical_compound_source        synthesized
_chemical_formula_weight         1204.42

_cell_measurement_reflns_used    21758
_cell_measurement_theta_min      2.8750
_cell_measurement_theta_max      72.1870
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            'pale brown'
_exptl_crystal_size_min          0.11
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_max          0.30

_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    1.371

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.94
_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       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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      150
_diffrn_reflns_number            42683
_reflns_number_total             11012
_diffrn_reflns_av_R_equivalents  0.025

_diffrn_reflns_theta_min         2.897
_diffrn_reflns_theta_max         72.388
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        72.388
_diffrn_measured_fraction_theta_full 0.998

_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_reflns_limit_h_min              -13
_reflns_limit_h_max              13
_reflns_limit_k_min              0
_reflns_limit_k_max              18
_reflns_limit_l_min              -22
_reflns_limit_l_max              23

_oxford_diffrn_Wilson_B_factor   2.89
_oxford_diffrn_Wilson_scale      0.34

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.25
_refine_diff_density_max         0.37

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         10972
_refine_ls_number_restraints     501
_refine_ls_number_parameters     830
_oxford_refine_ls_R_factor_ref   0.0416
_refine_ls_wR_factor_ref         0.1067
_refine_ls_goodness_of_fit_ref   0.9297
_refine_ls_shift/su_max          0.0088541
_refine_ls_shift/su_mean         0.0003745

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        10972
_refine_ls_R_factor_all          0.0416
_refine_ls_wR_factor_all         0.1067

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                10612
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_gt          0.1055

_refine_ls_abs_structure_Flack   0.011(10)
_refine_ls_abs_structure_details 'Flack (1983), 4484 Friedel-pairs'
_chemical_absolute_configuration ad


_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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 407. 684. 424. 180. 43.2 
;

# 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 0.50000(16) 0.28188(13) 0.50001(11) 0.0264 1.0000 Uani . . . . . .
C2 C 0.47411(18) 0.27583(13) 0.57080(11) 0.0282 1.0000 Uani . . . . . .
C3 C 0.35808(18) 0.27057(14) 0.59291(11) 0.0290 1.0000 Uani . . . . . .
C4 C 0.26213(17) 0.27230(12) 0.54563(10) 0.0249 1.0000 Uani . . . . . .
C5 C 0.28695(17) 0.28208(11) 0.47451(10) 0.0234 1.0000 Uani . . . . . .
C6 C 0.40824(17) 0.28730(12) 0.45311(10) 0.0245 1.0000 Uani . . . . . .
C7 C -0.00299(17) 0.23060(14) 0.66098(11) 0.0289 1.0000 Uani . . . . . .
C8 C -0.09551(18) 0.22825(14) 0.61171(11) 0.0296 1.0000 Uani . . . . . .
C9 C -0.07225(17) 0.24124(14) 0.54299(10) 0.0269 1.0000 Uani . . . . . .
C10 C 0.04579(17) 0.25762(13) 0.51969(11) 0.0250 1.0000 Uani . . . . . .
C11 C 0.13846(17) 0.25993(12) 0.56876(11) 0.0251 1.0000 Uani . . . . . .
C12 C 0.11268(18) 0.24729(14) 0.63902(11) 0.0286 1.0000 Uani . . . . . .
C13 C 0.00190(17) 0.27928(14) 0.32690(11) 0.0306 1.0000 Uani . . . . . .
C14 C 0.12098(17) 0.29131(14) 0.30530(11) 0.0285 1.0000 Uani . . . . . .
C15 C 0.21131(17) 0.29462(14) 0.35306(11) 0.0282 1.0000 Uani . . . . . .
C16 C 0.18943(17) 0.28420(12) 0.42457(10) 0.0247 1.0000 Uani . . . . . .
C17 C 0.07032(17) 0.27146(12) 0.44640(10) 0.0242 1.0000 Uani . . . . . .
C18 C -0.02244(17) 0.27020(14) 0.39644(11) 0.0293 1.0000 Uani . . . . . .
C51 C 0.00597(17) 0.22212(13) 0.00356(11) 0.0278 1.0000 Uani . . . . . .
C52 C -0.02246(18) 0.21144(13) 0.07420(11) 0.0284 1.0000 Uani . . . . . .
C53 C -0.13969(18) 0.21157(13) 0.09495(11) 0.0273 1.0000 Uani . . . . . .
C54 C -0.23377(17) 0.22365(12) 0.04739(10) 0.0238 1.0000 Uani . . . . . .
C55 C -0.20627(17) 0.23496(12) -0.02296(10) 0.0236 1.0000 Uani . . . . . .
C56 C -0.08496(17) 0.23340(13) -0.04361(11) 0.0266 1.0000 Uani . . . . . .
C57 C -0.50455(18) 0.22601(14) 0.16313(11) 0.0290 1.0000 Uani . . . . . .
C58 C -0.59469(19) 0.23905(17) 0.11395(13) 0.0363 1.0000 Uani . . . . . .
C59 C -0.56924(18) 0.24584(16) 0.04529(11) 0.0338 1.0000 Uani . . . . . .
C60 C -0.45025(18) 0.24056(12) 0.02171(11) 0.0242 1.0000 Uani . . . . . .
C61 C -0.35860(17) 0.22699(11) 0.07051(11) 0.0240 1.0000 Uani . . . . . .
C62 C -0.38744(17) 0.21939(12) 0.14114(11) 0.0253 1.0000 Uani . . . . . .
C63 C -0.48723(18) 0.27348(14) -0.17027(11) 0.0298 1.0000 Uani . . . . . .
C64 C -0.36718(18) 0.27243(14) -0.19133(11) 0.0290 1.0000 Uani . . . . . .
C65 C -0.27700(17) 0.25843(13) -0.14426(11) 0.0268 1.0000 Uani . . . . . .
C66 C -0.30156(17) 0.24761(13) -0.07315(10) 0.0242 1.0000 Uani . . . . . .
C67 C -0.42236(17) 0.25049(12) -0.05166(10) 0.0250 1.0000 Uani . . . . . .
C68 C -0.51322(17) 0.26340(14) -0.10100(11) 0.0286 1.0000 Uani . . . . . .
N100 N 0.4175(2) 0.01634(13) 0.38378(12) 0.0485 1.0000 Uani D U . . . .
C101 C 0.5269(2) 0.06365(15) 0.41171(14) 0.0498 1.0000 Uani D U . . . .
C102 C 0.6260(3) 0.00737(16) 0.44187(16) 0.0565 1.0000 Uani D U . . . .
C103 C 0.7322(3) 0.06373(17) 0.46405(18) 0.0594 1.0000 Uani D U . . . .
C104 C 0.8342(3) 0.0107(2) 0.4941(3) 0.0815 1.0000 Uani D U . . . .
C111 C 0.3570(3) -0.03529(16) 0.44090(15) 0.0528 1.0000 Uani D U . . . .
C112 C 0.3134(3) 0.02081(19) 0.50090(17) 0.0646 1.0000 Uani D U . . . .
C113 C 0.2453(4) -0.0335(2) 0.5531(2) 0.0836 1.0000 Uani D U . . . .
C114 C 0.1945(5) 0.0179(3) 0.6121(2) 0.1003 1.0000 Uani D U . . . .
C121 C 0.3333(3) 0.08596(18) 0.35412(15) 0.0575 1.0000 Uani D U . . . .
C122 C 0.2226(3) 0.0546(2) 0.3153(2) 0.0733 1.0000 Uani D U . . . .
C123 C 0.1091(3) 0.0451(3) 0.3549(2) 0.0819 1.0000 Uani D U . . . .
C124 C 0.0024(4) 0.0307(3) 0.3053(3) 0.1042 1.0000 Uani D U . . . .
C131 C 0.4531(3) -0.04862(16) 0.32741(14) 0.0541 1.0000 Uani D U . . . .
C132 C 0.5055(4) -0.00648(19) 0.26367(17) 0.0672 1.0000 Uani D U . . . .
C133 C 0.5429(5) -0.0741(2) 0.21047(19) 0.0953 1.0000 Uani D U . . . .
C134 C 0.5930(6) -0.0321(3) 0.1456(2) 0.1271 1.0000 Uani D U . . . .
N150 N -0.1599(3) 0.50410(16) 0.64004(19) 0.0932 1.0000 Uani D U . . . .
C151 C -0.2551(10) 0.5720(6) 0.6633(9) 0.1018 0.5000 Uani D U . . 1 .
C253 C -0.4726(8) 0.5656(4) 0.7013(5) 0.0901 0.5000 Uani D U . . 2 .
C154 C -0.5810(12) 0.5167(14) 0.7182(9) 0.1044 0.5000 Uani D U . . 1 .
C161 C -0.1135(4) 0.4444(2) 0.6982(2) 0.0901 1.0000 Uani D U . . . .
C162 C -0.0529(5) 0.4916(2) 0.7586(2) 0.0979 1.0000 Uani D U . . . .
C163 C -0.0108(5) 0.4260(2) 0.8122(3) 0.1127 1.0000 Uani D U . . . .
C164 C 0.0615(6) 0.4669(3) 0.8698(3) 0.1252 1.0000 Uani D U . . . .
C171 C -0.0574(4) 0.55806(19) 0.6131(2) 0.0871 1.0000 Uani D U . . . .
C172 C 0.0496(4) 0.5073(2) 0.5854(2) 0.0968 1.0000 Uani D U . . . .
C173 C 0.1506(5) 0.5684(2) 0.5645(3) 0.1101 1.0000 Uani D U . . . .
C174 C 0.2571(6) 0.5202(3) 0.5344(3) 0.1205 1.0000 Uani D U . . . .
C181 C -0.2279(11) 0.4427(5) 0.5935(5) 0.1035 0.5000 Uani D U . . 1 .
C282 C -0.2282(7) 0.4942(8) 0.5080(5) 0.1041 0.5000 Uani D U . . 2 .
Cl2 Cl 0.66458(7) 0.25841(4) 0.32938(4) 0.0409 1.0000 Uani . . . . . .
Cl1 Cl 0.18113(7) 0.21416(4) 0.82995(4) 0.0419 1.0000 Uani . . . . . .
O7 O -0.03547(13) 0.21748(12) 0.72799(9) 0.0392 1.0000 Uani . . . . . .
O8 O -0.21056(14) 0.21218(12) 0.63175(9) 0.0384 1.0000 Uani . . . . . .
O13 O -0.08218(13) 0.27721(12) 0.27533(9) 0.0393 1.0000 Uani . . . . . .
O14 O 0.14592(13) 0.29912(12) 0.23660(8) 0.0387 1.0000 Uani . . . . . .
O1 O 0.61897(14) 0.28317(11) 0.48361(8) 0.0338 1.0000 Uani . . . . . .
O2 O 0.56482(14) 0.27383(13) 0.61812(9) 0.0403 1.0000 Uani . . . . . .
O57 O -0.53975(13) 0.22203(11) 0.23066(9) 0.0359 1.0000 Uani . . . . . .
O58 O -0.71059(15) 0.24596(17) 0.13482(10) 0.0543 1.0000 Uani . . . . . .
O52 O 0.06429(13) 0.20252(12) 0.12317(9) 0.0383 1.0000 Uani . . . . . .
O51 O 0.12485(13) 0.22136(11) -0.01254(8) 0.0359 1.0000 Uani . . . . . .
O63 O -0.57150(13) 0.28394(11) -0.22119(9) 0.0387 1.0000 Uani . . . . . .
O64 O -0.33750(14) 0.28463(12) -0.25930(8) 0.0383 1.0000 Uani . . . . . .
C184 C -0.3108(10) 0.5046(5) 0.4051(4) 0.0894 0.5000 Uani D U . . 1 .
C182 C -0.2926(8) 0.4886(5) 0.5344(4) 0.0898 0.5000 Uani D U . . 1 .
C152 C -0.3581(8) 0.5401(6) 0.7107(5) 0.0964 0.5000 Uani D U . . 1 .
C251 C -0.2574(10) 0.5591(6) 0.6731(9) 0.0969 0.5000 Uani D U . . 2 .
C153 C -0.4728(8) 0.5277(6) 0.6701(5) 0.1009 0.5000 Uani D U . . 1 .
C254 C -0.5730(14) 0.5152(15) 0.7367(12) 0.1219 0.5000 Uani D U . . 2 .
C281 C -0.1898(10) 0.4473(6) 0.5752(5) 0.0970 0.5000 Uani D U . . 2 .
C183 C -0.2344(9) 0.4736(7) 0.4660(5) 0.1071 0.5000 Uani D U . . 1 .
C284 C -0.4052(9) 0.5109(5) 0.4260(4) 0.0835 0.5000 Uani D U . . 2 .
C283 C -0.3665(6) 0.5054(5) 0.5014(4) 0.0777 0.5000 Uani D U . . 2 .
C252 C -0.3665(8) 0.5035(4) 0.6889(5) 0.0907 0.5000 Uani D U . . 2 .
H31 H 0.3429 0.2661 0.6401 0.0365 1.0000 Uiso . . . . . .
H61 H 0.4267 0.2964 0.4066 0.0296 1.0000 Uiso . . . . . .
H91 H -0.1352 0.2403 0.5128 0.0331 1.0000 Uiso . . . . . .
H121 H 0.1743 0.2500 0.6723 0.0349 1.0000 Uiso . . . . . .
H151 H 0.2883 0.3030 0.3376 0.0355 1.0000 Uiso . . . . . .
H181 H -0.1022 0.2624 0.4086 0.0347 1.0000 Uiso . . . . . .
H531 H -0.1560 0.2057 0.1433 0.0344 1.0000 Uiso . . . . . .
H561 H -0.0627 0.2408 -0.0904 0.0343 1.0000 Uiso . . . . . .
H591 H -0.6313 0.2550 0.0118 0.0421 1.0000 Uiso . . . . . .
H621 H -0.3281 0.2080 0.1733 0.0316 1.0000 Uiso . . . . . .
H651 H -0.1959 0.2581 -0.1594 0.0347 1.0000 Uiso . . . . . .
H681 H -0.5904 0.2677 -0.0869 0.0347 1.0000 Uiso . . . . . .
H1012 H 0.5606 0.0987 0.3733 0.0617 1.0000 Uiso . . . . . .
H1011 H 0.4990 0.1032 0.4495 0.0615 1.0000 Uiso . . . . . .
H1021 H 0.6530 -0.0338 0.4054 0.0706 1.0000 Uiso . . . . . .
H1022 H 0.5980 -0.0245 0.4824 0.0692 1.0000 Uiso . . . . . .
H1032 H 0.7581 0.0987 0.4252 0.0722 1.0000 Uiso . . . . . .
H1031 H 0.7023 0.1040 0.5008 0.0726 1.0000 Uiso . . . . . .
H1043 H 0.9012 0.0493 0.5071 0.1260 1.0000 Uiso . . . . . .
H1042 H 0.8595 -0.0304 0.4594 0.1255 1.0000 Uiso . . . . . .
H1041 H 0.8101 -0.0204 0.5331 0.1262 1.0000 Uiso . . . . . .
H1111 H 0.2879 -0.0649 0.4206 0.0656 1.0000 Uiso . . . . . .
H1112 H 0.4144 -0.0774 0.4567 0.0649 1.0000 Uiso . . . . . .
H1122 H 0.2539 0.0636 0.4833 0.0799 1.0000 Uiso . . . . . .
H1121 H 0.3836 0.0522 0.5242 0.0799 1.0000 Uiso . . . . . .
H1132 H 0.1772 -0.0661 0.5284 0.1053 1.0000 Uiso . . . . . .
H1131 H 0.2980 -0.0771 0.5704 0.1040 1.0000 Uiso . . . . . .
H1141 H 0.1649 -0.0190 0.6479 0.1534 1.0000 Uiso . . . . . .
H1142 H 0.1308 0.0547 0.5952 0.1540 1.0000 Uiso . . . . . .
H1143 H 0.2582 0.0563 0.6326 0.1545 1.0000 Uiso . . . . . .
H1212 H 0.3826 0.1193 0.3213 0.0696 1.0000 Uiso . . . . . .
H1211 H 0.3095 0.1224 0.3924 0.0688 1.0000 Uiso . . . . . .
H1222 H 0.2393 -0.0027 0.2932 0.0869 1.0000 Uiso . . . . . .
H1221 H 0.2030 0.1022 0.2796 0.0879 1.0000 Uiso . . . . . .
H1231 H 0.1194 -0.0105 0.3848 0.1007 1.0000 Uiso . . . . . .
H1232 H 0.0979 0.0971 0.3852 0.0999 1.0000 Uiso . . . . . .
H1243 H -0.0714 0.0110 0.3288 0.1575 1.0000 Uiso . . . . . .
H1242 H 0.0250 -0.0081 0.2695 0.1578 1.0000 Uiso . . . . . .
H1241 H -0.0124 0.0869 0.2827 0.1584 1.0000 Uiso . . . . . .
H1312 H 0.3819 -0.0787 0.3119 0.0681 1.0000 Uiso . . . . . .
H1311 H 0.5107 -0.0927 0.3457 0.0670 1.0000 Uiso . . . . . .
H1321 H 0.4442 0.0326 0.2428 0.0839 1.0000 Uiso . . . . . .
H1322 H 0.5770 0.0291 0.2780 0.0849 1.0000 Uiso . . . . . .
H1332 H 0.4693 -0.1073 0.1992 0.1137 1.0000 Uiso . . . . . .
H1331 H 0.6059 -0.1145 0.2299 0.1134 1.0000 Uiso . . . . . .
H1341 H 0.6053 -0.0770 0.1103 0.1859 1.0000 Uiso . . . . . .
H1343 H 0.5381 0.0123 0.1290 0.1853 1.0000 Uiso . . . . . .
H1342 H 0.6685 -0.0067 0.1586 0.1861 1.0000 Uiso . . . . . .
H1511 H -0.2887 0.5975 0.6222 0.1250 0.5000 Uiso . . . . 1 .
H1512 H -0.2097 0.6177 0.6891 0.1250 0.5000 Uiso . . . . 1 .
H2532 H -0.5019 0.5876 0.6569 0.1101 0.5000 Uiso . . . . 2 .
H2531 H -0.4490 0.6110 0.7306 0.1101 0.5000 Uiso . . . . 2 .
H1541 H -0.6499 0.5046 0.6887 0.1559 0.5000 Uiso . . . . 1 .
H1543 H -0.5896 0.5730 0.7403 0.1563 0.5000 Uiso . . . . 1 .
H1542 H -0.5631 0.4706 0.7475 0.1559 0.5000 Uiso . . . . 1 .
H1611 H -0.0519 0.4064 0.6756 0.1116 1.0000 Uiso . . . . . .
H1612 H -0.1801 0.4086 0.7136 0.1114 1.0000 Uiso . . . . . .
H1621 H 0.0186 0.5227 0.7420 0.1326 1.0000 Uiso . . . . . .
H1622 H -0.1106 0.5340 0.7770 0.1320 1.0000 Uiso . . . . . .
H1632 H 0.0362 0.3820 0.7885 0.1366 1.0000 Uiso . . . . . .
H1631 H -0.0836 0.3978 0.8338 0.1367 1.0000 Uiso . . . . . .
H1643 H 0.0942 0.4218 0.8995 0.1899 1.0000 Uiso . . . . . .
H1642 H 0.1258 0.5002 0.8495 0.1900 1.0000 Uiso . . . . . .
H1641 H 0.0110 0.5051 0.8966 0.1899 1.0000 Uiso . . . . . .
H1711 H -0.0890 0.5968 0.5773 0.1043 1.0000 Uiso . . . . . .
H1712 H -0.0281 0.5934 0.6513 0.1044 1.0000 Uiso . . . . . .
H1722 H 0.0261 0.4746 0.5435 0.1145 1.0000 Uiso . . . . . .
H1721 H 0.0778 0.4640 0.6206 0.1145 1.0000 Uiso . . . . . .
H1732 H 0.1199 0.6071 0.5279 0.1303 1.0000 Uiso . . . . . .
H1731 H 0.1782 0.6036 0.6047 0.1307 1.0000 Uiso . . . . . .
H1741 H 0.3244 0.5623 0.5216 0.1726 1.0000 Uiso . . . . . .
H1742 H 0.2338 0.4898 0.4940 0.1721 1.0000 Uiso . . . . . .
H1743 H 0.2878 0.4785 0.5696 0.1718 1.0000 Uiso . . . . . .
H1812 H -0.1752 0.4005 0.5753 0.1249 0.5000 Uiso . . . . 1 .
H1811 H -0.2907 0.4119 0.6233 0.1249 0.5000 Uiso . . . . 1 .
H2822 H -0.2037 0.4588 0.4715 0.1292 0.5000 Uiso . . . . 2 .
H2821 H -0.1905 0.5517 0.5076 0.1286 0.5000 Uiso . . . . 2 .
H1841 H -0.2637 0.5360 0.3730 0.1412 0.5000 Uiso . . . . 1 .
H1843 H -0.3745 0.5440 0.4226 0.1410 0.5000 Uiso . . . . 1 .
H1842 H -0.3480 0.4567 0.3845 0.1410 0.5000 Uiso . . . . 1 .
H1821 H -0.2896 0.5549 0.5446 0.1112 0.5000 Uiso . . . . 1 .
H1822 H -0.3756 0.4690 0.5325 0.1115 0.5000 Uiso . . . . 1 .
H1522 H -0.3728 0.5781 0.7453 0.1201 0.5000 Uiso . . . . 1 .
H1521 H -0.3316 0.4813 0.7279 0.1201 0.5000 Uiso . . . . 1 .
H2511 H -0.2843 0.6021 0.6380 0.1153 0.5000 Uiso . . . . 2 .
H2512 H -0.2306 0.5874 0.7128 0.1149 0.5000 Uiso . . . . 2 .
H1532 H -0.4813 0.5783 0.6372 0.1170 0.5000 Uiso . . . . 1 .
H1531 H -0.4655 0.4743 0.6378 0.1173 0.5000 Uiso . . . . 1 .
H2541 H -0.6301 0.5565 0.7575 0.1661 0.5000 Uiso . . . . 2 .
H2543 H -0.6183 0.4790 0.7037 0.1658 0.5000 Uiso . . . . 2 .
H2542 H -0.5422 0.4775 0.7721 0.1660 0.5000 Uiso . . . . 2 .
H2811 H -0.1217 0.4113 0.5668 0.1171 0.5000 Uiso . . . . 2 .
H2812 H -0.2578 0.4080 0.5897 0.1174 0.5000 Uiso . . . . 2 .
H1832 H -0.1582 0.5079 0.4679 0.1292 0.5000 Uiso . . . . 1 .
H1831 H -0.2181 0.4129 0.4625 0.1288 0.5000 Uiso . . . . 1 .
H2841 H -0.4819 0.5365 0.4233 0.1300 0.5000 Uiso . . . . 2 .
H2843 H -0.3505 0.5435 0.3999 0.1300 0.5000 Uiso . . . . 2 .
H2842 H -0.4074 0.4514 0.4080 0.1298 0.5000 Uiso . . . . 2 .
H2831 H -0.3929 0.5591 0.5257 0.1029 0.5000 Uiso . . . . 2 .
H2832 H -0.4044 0.4540 0.5230 0.1033 0.5000 Uiso . . . . 2 .
H2522 H -0.3827 0.4606 0.6514 0.1130 0.5000 Uiso . . . . 2 .
H2521 H -0.3495 0.4693 0.7315 0.1132 0.5000 Uiso . . . . 2 .
H11 H 0.6320 0.2710 0.4424 0.0517 1.0000 Uiso . . . . . .
H571 H -0.4852 0.2346 0.2583 0.0541 1.0000 Uiso . . . . . .
H81 H -0.2166 0.2215 0.6738 0.0583 1.0000 Uiso . . . . . .
H521 H 0.1329 0.1993 0.1057 0.0578 1.0000 Uiso . . . . . .
H511 H 0.1317 0.2270 -0.0544 0.0549 1.0000 Uiso . . . . . .
H71 H 0.0255 0.2176 0.7504 0.0591 1.0000 Uiso . . . . . .
H131 H -0.1490 0.2598 0.2895 0.0581 1.0000 Uiso . . . . . .
H141 H 0.0920 0.2791 0.2122 0.0592 1.0000 Uiso . . . . . .
H631 H -0.6401 0.2709 -0.2083 0.0595 1.0000 Uiso . . . . . .
H21 H 0.6285 0.2598 0.5982 0.0606 1.0000 Uiso . . . . . .
H581 H -0.7082 0.2546 0.1767 0.0812 1.0000 Uiso . . . . . .
H641 H -0.3987 0.2767 -0.2844 0.0590 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.758(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
C1 . C2 . 1.403(3) yes
C1 . C6 . 1.369(3) yes
C1 . O1 . 1.369(2) yes
C2 . C3 . 1.370(3) yes
C2 . O2 . 1.364(2) yes
C3 . C4 . 1.407(3) yes
C3 . H31 . 0.931 no
C4 . C5 . 1.412(3) yes
C4 . C11 . 1.467(3) yes
C5 . C6 . 1.422(3) yes
C5 . C16 . 1.454(3) yes
C6 . H61 . 0.933 no
C7 . C8 . 1.404(3) yes
C7 . C12 . 1.386(3) yes
C7 . O7 . 1.362(3) yes
C8 . C9 . 1.369(3) yes
C8 . O8 . 1.367(2) yes
C9 . C10 . 1.418(3) yes
C9 . H91 . 0.913 no
C10 . C11 . 1.403(3) yes
C10 . C17 . 1.460(3) yes
C11 . C12 . 1.403(3) yes
C12 . H121 . 0.942 no
C13 . C14 . 1.409(3) yes
C13 . C18 . 1.380(3) yes
C13 . O13 . 1.368(2) yes
C14 . C15 . 1.367(3) yes
C14 . O14 . 1.364(2) yes
C15 . C16 . 1.414(3) yes
C15 . H151 . 0.921 no
C16 . C17 . 1.412(3) yes
C17 . C18 . 1.415(3) yes
C18 . H181 . 0.931 no
C51 . C52 . 1.413(3) yes
C51 . C56 . 1.374(3) yes
C51 . O51 . 1.366(2) yes
C52 . C53 . 1.372(3) yes
C52 . O52 . 1.360(2) yes
C53 . C54 . 1.407(3) yes
C53 . H531 . 0.957 no
C54 . C55 . 1.406(3) yes
C54 . C61 . 1.468(2) yes
C55 . C56 . 1.416(2) yes
C55 . C66 . 1.452(3) yes
C56 . H561 . 0.946 no
C57 . C58 . 1.397(3) yes
C57 . C62 . 1.382(3) yes
C57 . O57 . 1.367(3) yes
C58 . C59 . 1.363(3) yes
C58 . O58 . 1.363(3) yes
C59 . C60 . 1.410(3) yes
C59 . H591 . 0.958 no
C60 . C61 . 1.406(3) yes
C60 . C67 . 1.462(3) yes
C61 . C62 . 1.409(3) yes
C62 . H621 . 0.925 no
C63 . C64 . 1.404(3) yes
C63 . C68 . 1.380(3) yes
C63 . O63 . 1.370(2) yes
C64 . C65 . 1.373(3) yes
C64 . O64 . 1.369(3) yes
C65 . C66 . 1.413(3) yes
C65 . H651 . 0.954 no
C66 . C67 . 1.415(2) yes
C67 . C68 . 1.405(3) yes
C68 . H681 . 0.908 no
N100 . C101 . 1.518(3) yes
N100 . C111 . 1.517(3) yes
N100 . C121 . 1.529(3) yes
N100 . C131 . 1.527(3) yes
C101 . C102 . 1.517(4) yes
C101 . H1012 . 0.992 no
C101 . H1011 . 0.998 no
C102 . C103 . 1.526(4) yes
C102 . H1021 . 0.992 no
C102 . H1022 . 0.975 no
C103 . C104 . 1.512(4) yes
C103 . H1032 . 0.967 no
C103 . H1031 . 0.999 no
C104 . H1043 . 0.984 no
C104 . H1042 . 0.962 no
C104 . H1041 . 0.932 no
C111 . C112 . 1.523(3) yes
C111 . H1111 . 0.977 no
C111 . H1112 . 0.958 no
C112 . C113 . 1.513(4) yes
C112 . H1122 . 0.991 no
C112 . H1121 . 1.023 no
C113 . C114 . 1.498(4) yes
C113 . H1132 . 1.026 no
C113 . H1131 . 0.950 no
C114 . H1141 . 0.951 no
C114 . H1142 . 0.963 no
C114 . H1143 . 1.004 no
C121 . C122 . 1.522(4) yes
C121 . H1212 . 0.985 no
C121 . H1211 . 0.964 no
C122 . C123 . 1.493(5) yes
C122 . H1222 . 0.991 no
C122 . H1221 . 1.024 no
C123 . C124 . 1.544(6) yes
C123 . H1231 . 1.032 no
C123 . H1232 . 0.995 no
C124 . H1243 . 0.990 no
C124 . H1242 . 0.945 no
C124 . H1241 . 0.977 no
C131 . C132 . 1.510(4) yes
C131 . H1312 . 0.966 no
C131 . H1311 . 0.995 no
C132 . C133 . 1.516(4) yes
C132 . H1321 . 0.993 no
C132 . H1322 . 1.005 no
C133 . C134 . 1.517(5) yes
C133 . H1332 . 0.990 no
C133 . H1331 . 1.008 no
C134 . H1341 . 0.977 no
C134 . H1343 . 0.967 no
C134 . H1342 . 0.961 no
N150 . C151 . 1.553(8) yes
N150 . C161 . 1.535(4) yes
N150 . C171 . 1.505(5) yes
N150 . C181 . 1.503(7) yes
C151 . C152 . 1.552(9) yes
C151 . H1511 . 0.961 no
C151 . H1512 . 0.995 no
C253 . C254 . 1.524(9) yes
C253 . C252 . 1.537(8) yes
C253 . H2532 . 0.979 no
C253 . H2531 . 0.933 no
C154 . C153 . 1.539(9) yes
C154 . H1541 . 0.975 no
C154 . H1543 . 0.964 no
C154 . H1542 . 0.925 no
C161 . C162 . 1.529(5) yes
C161 . H1611 . 1.002 no
C161 . H1612 . 0.972 no
C162 . C163 . 1.514(4) yes
C162 . H1621 . 0.984 no
C162 . H1622 . 0.981 no
C163 . C164 . 1.509(6) yes
C163 . H1632 . 0.969 no
C163 . H1631 . 1.012 no
C164 . H1643 . 0.967 no
C164 . H1642 . 0.965 no
C164 . H1641 . 0.963 no
C171 . C172 . 1.524(6) yes
C171 . H1711 . 0.975 no
C171 . H1712 . 0.970 no
C172 . C173 . 1.520(6) yes
C172 . H1722 . 0.986 no
C172 . H1721 . 0.999 no
C173 . C174 . 1.518(6) yes
C173 . H1732 . 0.982 no
C173 . H1731 . 0.993 no
C174 . H1741 . 1.020 no
C174 . H1742 . 0.943 no
C174 . H1743 . 0.991 no
C181 . C182 . 1.520(8) yes
C181 . H1812 . 0.942 no
C181 . H1811 . 1.024 no
C282 . C281 . 1.543(8) yes
C282 . C283 . 1.561(8) yes
C282 . H2822 . 0.932 no
C282 . H2821 . 0.972 no
O7 . H71 . 0.806 no
O8 . H81 . 0.828 no
O13 . H131 . 0.840 no
O14 . H141 . 0.823 no
O1 . H11 . 0.831 no
O2 . H21 . 0.839 no
O57 . H571 . 0.832 no
O58 . H581 . 0.820 no
O52 . H521 . 0.841 no
O51 . H511 . 0.817 no
O63 . H631 . 0.831 no
O64 . H641 . 0.847 no
C184 . C183 . 1.527(8) yes
C184 . H1841 . 0.945 no
C184 . H1843 . 0.993 no
C184 . H1842 . 0.930 no
C182 . C183 . 1.494(8) yes
C182 . H1821 . 1.031 no
C182 . H1822 . 0.975 no
C152 . C153 . 1.513(8) yes
C152 . H1522 . 0.901 no
C152 . H1521 . 1.002 no
C251 . C252 . 1.518(9) yes
C251 . H2511 . 0.990 no
C251 . H2512 . 0.929 no
C153 . H1532 . 1.004 no
C153 . H1531 . 1.031 no
C254 . H2541 . 0.985 no
C254 . H2543 . 0.984 no
C254 . H2542 . 0.957 no
C281 . H2811 . 0.954 no
C281 . H2812 . 1.008 no
C183 . H1832 . 1.001 no
C183 . H1831 . 0.947 no
C284 . C283 . 1.523(8) yes
C284 . H2841 . 0.944 no
C284 . H2843 . 0.937 no
C284 . H2842 . 0.971 no
C283 . H2831 . 0.988 no
C283 . H2832 . 0.984 no
C252 . H2522 . 0.994 no
C252 . H2521 . 0.992 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 . C1 . C6 . 119.56(16) yes
C2 . C1 . O1 . 115.53(17) yes
C6 . C1 . O1 . 124.90(17) yes
C1 . C2 . C3 . 120.49(18) yes
C1 . C2 . O2 . 120.03(17) yes
C3 . C2 . O2 . 119.48(18) yes
C2 . C3 . C4 . 121.12(18) yes
C2 . C3 . H31 . 119.1 no
C4 . C3 . H31 . 119.8 no
C3 . C4 . C5 . 118.86(17) yes
C3 . C4 . C11 . 121.10(17) yes
C5 . C4 . C11 . 119.97(17) yes
C4 . C5 . C6 . 118.72(17) yes
C4 . C5 . C16 . 119.97(16) yes
C6 . C5 . C16 . 121.28(17) yes
C5 . C6 . C1 . 121.14(17) yes
C5 . C6 . H61 . 120.2 no
C1 . C6 . H61 . 118.6 no
C8 . C7 . C12 . 118.86(18) yes
C8 . C7 . O7 . 116.32(17) yes
C12 . C7 . O7 . 124.81(18) yes
C7 . C8 . C9 . 120.84(17) yes
C7 . C8 . O8 . 120.27(18) yes
C9 . C8 . O8 . 118.89(18) yes
C8 . C9 . C10 . 120.93(17) yes
C8 . C9 . H91 . 118.0 no
C10 . C9 . H91 . 121.1 no
C9 . C10 . C11 . 118.38(17) yes
C9 . C10 . C17 . 120.81(18) yes
C11 . C10 . C17 . 120.80(17) yes
C4 . C11 . C10 . 119.44(17) yes
C4 . C11 . C12 . 120.67(18) yes
C10 . C11 . C12 . 119.84(17) yes
C11 . C12 . C7 . 121.13(19) yes
C11 . C12 . H121 . 120.2 no
C7 . C12 . H121 . 118.7 no
C14 . C13 . C18 . 119.47(18) yes
C14 . C13 . O13 . 115.75(18) yes
C18 . C13 . O13 . 124.78(17) yes
C13 . C14 . C15 . 120.08(17) yes
C13 . C14 . O14 . 119.81(18) yes
C15 . C14 . O14 . 120.11(17) yes
C14 . C15 . C16 . 121.76(17) yes
C14 . C15 . H151 . 118.3 no
C16 . C15 . H151 . 119.9 no
C5 . C16 . C15 . 121.32(16) yes
C5 . C16 . C17 . 120.28(17) yes
C15 . C16 . C17 . 118.33(18) yes
C10 . C17 . C16 . 119.40(18) yes
C10 . C17 . C18 . 121.40(17) yes
C16 . C17 . C18 . 119.18(17) yes
C17 . C18 . C13 . 121.15(17) yes
C17 . C18 . H181 . 122.0 no
C13 . C18 . H181 . 116.8 no
C52 . C51 . C56 . 119.18(16) yes
C52 . C51 . O51 . 116.21(17) yes
C56 . C51 . O51 . 124.60(17) yes
C51 . C52 . C53 . 120.06(18) yes
C51 . C52 . O52 . 121.49(17) yes
C53 . C52 . O52 . 118.44(18) yes
C52 . C53 . C54 . 121.46(18) yes
C52 . C53 . H531 . 118.1 no
C54 . C53 . H531 . 120.4 no
C53 . C54 . C55 . 118.87(16) yes
C53 . C54 . C61 . 120.99(17) yes
C55 . C54 . C61 . 120.12(17) yes
C54 . C55 . C56 . 118.94(17) yes
C54 . C55 . C66 . 120.04(16) yes
C56 . C55 . C66 . 121.03(17) yes
C55 . C56 . C51 . 121.48(17) yes
C55 . C56 . H561 . 121.6 no
C51 . C56 . H561 . 116.9 no
C58 . C57 . C62 . 118.88(18) yes
C58 . C57 . O57 . 116.56(17) yes
C62 . C57 . O57 . 124.56(18) yes
C57 . C58 . C59 . 121.41(18) yes
C57 . C58 . O58 . 119.6(2) yes
C59 . C58 . O58 . 119.0(2) yes
C58 . C59 . C60 . 120.74(19) yes
C58 . C59 . H591 . 121.1 no
C60 . C59 . H591 . 118.2 no
C59 . C60 . C61 . 118.53(18) yes
C59 . C60 . C67 . 120.85(18) yes
C61 . C60 . C67 . 120.61(16) yes
C54 . C61 . C60 . 119.48(17) yes
C54 . C61 . C62 . 120.90(17) yes
C60 . C61 . C62 . 119.59(16) yes
C61 . C62 . C57 . 120.84(18) yes
C61 . C62 . H621 . 120.1 no
C57 . C62 . H621 . 119.0 no
C64 . C63 . C68 . 119.02(18) yes
C64 . C63 . O63 . 116.65(18) yes
C68 . C63 . O63 . 124.33(17) yes
C63 . C64 . C65 . 120.67(18) yes
C63 . C64 . O64 . 120.80(18) yes
C65 . C64 . O64 . 118.53(17) yes
C64 . C65 . C66 . 121.24(17) yes
C64 . C65 . H651 . 119.7 no
C66 . C65 . H651 . 119.1 no
C55 . C66 . C65 . 121.43(16) yes
C55 . C66 . C67 . 120.45(17) yes
C65 . C66 . C67 . 118.11(17) yes
C60 . C67 . C66 . 119.27(17) yes
C60 . C67 . C68 . 121.15(16) yes
C66 . C67 . C68 . 119.57(17) yes
C67 . C68 . C63 . 121.35(17) yes
C67 . C68 . H681 . 119.4 no
C63 . C68 . H681 . 119.2 no
C101 . N100 . C111 . 110.4(2) yes
C101 . N100 . C121 . 107.31(19) yes
C111 . N100 . C121 . 111.0(2) yes
C101 . N100 . C131 . 110.5(2) yes
C111 . N100 . C131 . 107.52(18) yes
C121 . N100 . C131 . 110.2(2) yes
N100 . C101 . C102 . 117.05(19) yes
N100 . C101 . H1012 . 107.3 no
C102 . C101 . H1012 . 108.3 no
N100 . C101 . H1011 . 107.1 no
C102 . C101 . H1011 . 106.9 no
H1012 . C101 . H1011 . 110.1 no
C101 . C102 . C103 . 110.8(2) yes
C101 . C102 . H1021 . 107.9 no
C103 . C102 . H1021 . 108.6 no
C101 . C102 . H1022 . 110.7 no
C103 . C102 . H1022 . 107.9 no
H1021 . C102 . H1022 . 110.9 no
C102 . C103 . C104 . 113.1(2) yes
C102 . C103 . H1032 . 109.1 no
C104 . C103 . H1032 . 111.4 no
C102 . C103 . H1031 . 106.6 no
C104 . C103 . H1031 . 108.0 no
H1032 . C103 . H1031 . 108.4 no
C103 . C104 . H1043 . 110.5 no
C103 . C104 . H1042 . 107.8 no
H1043 . C104 . H1042 . 110.1 no
C103 . C104 . H1041 . 111.3 no
H1043 . C104 . H1041 . 108.6 no
H1042 . C104 . H1041 . 108.6 no
N100 . C111 . C112 . 114.1(2) yes
N100 . C111 . H1111 . 107.5 no
C112 . C111 . H1111 . 108.1 no
N100 . C111 . H1112 . 106.4 no
C112 . C111 . H1112 . 110.5 no
H1111 . C111 . H1112 . 110.3 no
C111 . C112 . C113 . 111.3(2) yes
C111 . C112 . H1122 . 109.0 no
C113 . C112 . H1122 . 104.5 no
C111 . C112 . H1121 . 110.6 no
C113 . C112 . H1121 . 110.4 no
H1122 . C112 . H1121 . 110.9 no
C112 . C113 . C114 . 114.5(3) yes
C112 . C113 . H1132 . 109.3 no
C114 . C113 . H1132 . 109.0 no
C112 . C113 . H1131 . 107.8 no
C114 . C113 . H1131 . 109.5 no
H1132 . C113 . H1131 . 106.4 no
C113 . C114 . H1141 . 112.2 no
C113 . C114 . H1142 . 109.2 no
H1141 . C114 . H1142 . 109.5 no
C113 . C114 . H1143 . 109.6 no
H1141 . C114 . H1143 . 107.9 no
H1142 . C114 . H1143 . 108.4 no
N100 . C121 . C122 . 117.7(2) yes
N100 . C121 . H1212 . 104.8 no
C122 . C121 . H1212 . 107.4 no
N100 . C121 . H1211 . 106.4 no
C122 . C121 . H1211 . 109.5 no
H1212 . C121 . H1211 . 110.8 no
C121 . C122 . C123 . 118.0(3) yes
C121 . C122 . H1222 . 109.6 no
C123 . C122 . H1222 . 107.3 no
C121 . C122 . H1221 . 106.3 no
C123 . C122 . H1221 . 103.5 no
H1222 . C122 . H1221 . 112.1 no
C122 . C123 . C124 . 110.6(4) yes
C122 . C123 . H1231 . 105.9 no
C124 . C123 . H1231 . 108.4 no
C122 . C123 . H1232 . 109.5 no
C124 . C123 . H1232 . 112.5 no
H1231 . C123 . H1232 . 109.8 no
C123 . C124 . H1243 . 113.6 no
C123 . C124 . H1242 . 109.6 no
H1243 . C124 . H1242 . 111.9 no
C123 . C124 . H1241 . 106.4 no
H1243 . C124 . H1241 . 109.4 no
H1242 . C124 . H1241 . 105.5 no
N100 . C131 . C132 . 114.2(2) yes
N100 . C131 . H1312 . 108.2 no
C132 . C131 . H1312 . 105.6 no
N100 . C131 . H1311 . 110.8 no
C132 . C131 . H1311 . 109.0 no
H1312 . C131 . H1311 . 108.8 no
C131 . C132 . C133 . 111.9(2) yes
C131 . C132 . H1321 . 108.6 no
C133 . C132 . H1321 . 108.9 no
C131 . C132 . H1322 . 108.4 no
C133 . C132 . H1322 . 109.5 no
H1321 . C132 . H1322 . 109.6 no
C132 . C133 . C134 . 112.2(3) yes
C132 . C133 . H1332 . 105.4 no
C134 . C133 . H1332 . 110.0 no
C132 . C133 . H1331 . 110.9 no
C134 . C133 . H1331 . 107.8 no
H1332 . C133 . H1331 . 110.4 no
C133 . C134 . H1341 . 109.6 no
C133 . C134 . H1343 . 109.5 no
H1341 . C134 . H1343 . 110.4 no
C133 . C134 . H1342 . 106.3 no
H1341 . C134 . H1342 . 109.8 no
H1343 . C134 . H1342 . 111.1 no
C151 . N150 . C161 . 114.4(7) yes
C151 . N150 . C171 . 105.0(4) yes
C161 . N150 . C171 . 108.8(3) yes
C151 . N150 . C181 . 104.1(8) yes
C161 . N150 . C181 . 103.8(4) yes
C171 . N150 . C181 . 121.2(6) yes
N150 . C151 . C152 . 118.2(7) yes
N150 . C151 . H1511 . 107.3 no
C152 . C151 . H1511 . 109.0 no
N150 . C151 . H1512 . 105.4 no
C152 . C151 . H1512 . 107.6 no
H1511 . C151 . H1512 . 109.1 no
C254 . C253 . C252 . 109.2(8) yes
C254 . C253 . H2532 . 108.8 no
C252 . C253 . H2532 . 109.3 no
C254 . C253 . H2531 . 108.1 no
C252 . C253 . H2531 . 109.6 no
H2532 . C253 . H2531 . 111.7 no
C153 . C154 . H1541 . 106.7 no
C153 . C154 . H1543 . 104.5 no
H1541 . C154 . H1543 . 110.5 no
C153 . C154 . H1542 . 106.5 no
H1541 . C154 . H1542 . 112.4 no
H1543 . C154 . H1542 . 115.4 no
N150 . C161 . C162 . 115.4(2) yes
N150 . C161 . H1611 . 104.8 no
C162 . C161 . H1611 . 107.6 no
N150 . C161 . H1612 . 107.5 no
C162 . C161 . H1612 . 111.6 no
H1611 . C161 . H1612 . 109.7 no
C161 . C162 . C163 . 110.4(3) yes
C161 . C162 . H1621 . 109.6 no
C163 . C162 . H1621 . 107.0 no
C161 . C162 . H1622 . 107.2 no
C163 . C162 . H1622 . 113.1 no
H1621 . C162 . H1622 . 109.6 no
C162 . C163 . C164 . 113.3(3) yes
C162 . C163 . H1632 . 107.5 no
C164 . C163 . H1632 . 110.3 no
C162 . C163 . H1631 . 108.3 no
C164 . C163 . H1631 . 107.5 no
H1632 . C163 . H1631 . 109.9 no
C163 . C164 . H1643 . 110.1 no
C163 . C164 . H1642 . 108.4 no
H1643 . C164 . H1642 . 109.5 no
C163 . C164 . H1641 . 109.5 no
H1643 . C164 . H1641 . 109.4 no
H1642 . C164 . H1641 . 109.8 no
N150 . C171 . C172 . 116.3(3) yes
N150 . C171 . H1711 . 107.6 no
C172 . C171 . H1711 . 109.9 no
N150 . C171 . H1712 . 107.2 no
C172 . C171 . H1712 . 106.6 no
H1711 . C171 . H1712 . 108.9 no
C171 . C172 . C173 . 111.6(3) yes
C171 . C172 . H1722 . 109.8 no
C173 . C172 . H1722 . 106.7 no
C171 . C172 . H1721 . 110.0 no
C173 . C172 . H1721 . 110.7 no
H1722 . C172 . H1721 . 107.9 no
C172 . C173 . C174 . 113.0(3) yes
C172 . C173 . H1732 . 107.6 no
C174 . C173 . H1732 . 106.7 no
C172 . C173 . H1731 . 110.7 no
C174 . C173 . H1731 . 108.6 no
H1732 . C173 . H1731 . 110.1 no
C173 . C174 . H1741 . 111.6 no
C173 . C174 . H1742 . 109.9 no
H1741 . C174 . H1742 . 108.1 no
C173 . C174 . H1743 . 108.5 no
H1741 . C174 . H1743 . 108.5 no
H1742 . C174 . H1743 . 110.3 no
N150 . C181 . C182 . 113.7(6) yes
N150 . C181 . H1812 . 109.5 no
C182 . C181 . H1812 . 109.3 no
N150 . C181 . H1811 . 107.1 no
C182 . C181 . H1811 . 108.0 no
H1812 . C181 . H1811 . 109.1 no
C281 . C282 . C283 . 113.1(6) yes
C281 . C282 . H2822 . 106.7 no
C283 . C282 . H2822 . 107.2 no
C281 . C282 . H2821 . 107.9 no
C283 . C282 . H2821 . 109.3 no
H2822 . C282 . H2821 . 112.7 no
C7 . O7 . H71 . 106.4 no
C8 . O8 . H81 . 109.1 no
C13 . O13 . H131 . 112.3 no
C14 . O14 . H141 . 112.0 no
C1 . O1 . H11 . 113.1 no
C2 . O2 . H21 . 109.1 no
C57 . O57 . H571 . 113.0 no
C58 . O58 . H581 . 106.1 no
C52 . O52 . H521 . 112.0 no
C51 . O51 . H511 . 108.6 no
C63 . O63 . H631 . 112.9 no
C64 . O64 . H641 . 109.5 no
C183 . C184 . H1841 . 110.6 no
C183 . C184 . H1843 . 108.9 no
H1841 . C184 . H1843 . 108.7 no
C183 . C184 . H1842 . 109.5 no
H1841 . C184 . H1842 . 111.5 no
H1843 . C184 . H1842 . 107.5 no
C181 . C182 . C183 . 112.8(7) yes
C181 . C182 . H1821 . 107.1 no
C183 . C182 . H1821 . 107.7 no
C181 . C182 . H1822 . 109.8 no
C183 . C182 . H1822 . 109.7 no
H1821 . C182 . H1822 . 109.7 no
C151 . C152 . C153 . 111.3(7) yes
C151 . C152 . H1522 . 112.0 no
C153 . C152 . H1522 . 107.9 no
C151 . C152 . H1521 . 105.0 no
C153 . C152 . H1521 . 108.1 no
H1522 . C152 . H1521 . 112.6 no
N150 . C251 . C252 . 110.8(6) yes
N150 . C251 . H2511 . 107.1 no
C252 . C251 . H2511 . 105.4 no
N150 . C251 . H2512 . 112.0 no
C252 . C251 . H2512 . 110.5 no
H2511 . C251 . H2512 . 110.7 no
C154 . C153 . C152 . 111.6(7) yes
C154 . C153 . H1532 . 113.2 no
C152 . C153 . H1532 . 108.1 no
C154 . C153 . H1531 . 110.1 no
C152 . C153 . H1531 . 110.1 no
H1532 . C153 . H1531 . 103.4 no
C253 . C254 . H2541 . 109.9 no
C253 . C254 . H2543 . 111.8 no
H2541 . C254 . H2543 . 106.9 no
C253 . C254 . H2542 . 111.1 no
H2541 . C254 . H2542 . 108.9 no
H2543 . C254 . H2542 . 108.0 no
C282 . C281 . N150 . 118.5(7) yes
C282 . C281 . H2811 . 110.1 no
N150 . C281 . H2811 . 106.7 no
C282 . C281 . H2812 . 107.6 no
N150 . C281 . H2812 . 105.4 no
H2811 . C281 . H2812 . 108.1 no
C184 . C183 . C182 . 113.1(6) yes
C184 . C183 . H1832 . 109.9 no
C182 . C183 . H1832 . 105.1 no
C184 . C183 . H1831 . 110.9 no
C182 . C183 . H1831 . 107.3 no
H1832 . C183 . H1831 . 110.5 no
C283 . C284 . H2841 . 109.2 no
C283 . C284 . H2843 . 111.2 no
H2841 . C284 . H2843 . 110.2 no
C283 . C284 . H2842 . 107.4 no
H2841 . C284 . H2842 . 110.1 no
H2843 . C284 . H2842 . 108.7 no
C284 . C283 . C282 . 111.2(6) yes
C284 . C283 . H2831 . 109.0 no
C282 . C283 . H2831 . 110.4 no
C284 . C283 . H2832 . 109.1 no
C282 . C283 . H2832 . 107.8 no
H2831 . C283 . H2832 . 109.3 no
C253 . C252 . C251 . 108.0(5) yes
C253 . C252 . H2522 . 112.4 no
C251 . C252 . H2522 . 111.4 no
C253 . C252 . H2521 . 109.9 no
C251 . C252 . H2521 . 108.0 no
H2522 . C252 . H2521 . 107.1 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
C113 . H1132 . O51 2_555 139.5(2) 1.026 2.564 3.409(6) yes
C121 . H1212 . O57 1_655 165.94(18) 0.985 2.508 3.471(6) yes
O8 . H81 . O64 1_556 137.34(13) 0.828 2.108 2.774(6) yes
O52 . H521 . O58 1_655 132.36(13) 0.841 1.970 2.612(6) yes
O14 . H141 . O52 . 141.34(12) 0.823 2.103 2.793(6) yes
O2 . H21 . O8 1_655 133.81(13) 0.839 2.044 2.694(6) yes
O58 . H581 . O14 1_455 124.72(13) 0.820 2.116 2.670(6) yes
O64 . H641 . O2 1_454 137.06(12) 0.847 1.927 2.612(6) 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
0 4 0 x .
_chemical_name_systematic        '[HHTP.TBA.Cl]n'
####################################################################### 
# 
# 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_TBAI
_database_code_depnum_ccdc_archive 'CCDC 1451579'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-03-28 downloaded from the CCDC.
;

_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          
; 
The structure has a Z' of 2. Part of one of the two TBA cations is positionally 
disordered, this was modeled by having two positions for one terminal methyl atom 
(s.o.f.: 0.6:0.4 each). It was necessary to apply restraints to 
the bond lengths of both TBA cations and to bond lengths and angles of the
disordered methyl group.

C-H hydrogen atoms were generally 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 hydrogen atoms 
on HHTP molecules were visible in the Fourier difference map and were refined
with restraints on bond lengths and angles. O-H hydrogen atoms on the partial
occupancy water molecule could not be found in the difference map and
so were inserted at calculated positions and a riding model used.
;
_cell_length_a                   21.6122(5)
_cell_length_b                   16.4917(3)
_cell_length_c                   21.8385(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.021(3)
_cell_angle_gamma                90
_cell_volume                     6934.05(16)

_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'
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            'C68 H97 I2 N2 O12.5'
_chemical_formula_moiety         '2(C18 H12 O6), 2(C16 H36 N), 2I, 0.5(O H2)'
_chemical_compound_source        synthesized
_chemical_formula_weight         1396.34


_cell_measurement_reflns_used    21230
_cell_measurement_theta_min      4
_cell_measurement_theta_max      29
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale brown'
_exptl_crystal_size_min          0.120
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_max          0.520

_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2899.977
_exptl_absorpt_coefficient_mu    0.966

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.53
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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      150
_diffrn_reflns_number            66151
_reflns_number_total             14072
_diffrn_reflns_av_R_equivalents  0.037

_diffrn_reflns_theta_min         3.308
_diffrn_reflns_theta_max         26.315
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        26.315
_diffrn_measured_fraction_theta_full 0.998

_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              -26
_reflns_limit_h_max              24
_reflns_limit_k_min              0
_reflns_limit_k_max              20
_reflns_limit_l_min              0
_reflns_limit_l_max              27

_oxford_diffrn_Wilson_B_factor   2.59
_oxford_diffrn_Wilson_scale      0.89

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.86
_refine_diff_density_max         1.24

_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         14044
_refine_ls_number_restraints     36
_refine_ls_number_parameters     775
_oxford_refine_ls_R_factor_ref   0.0542
_refine_ls_wR_factor_ref         0.0902
_refine_ls_goodness_of_fit_ref   0.9705
_refine_ls_shift/su_max          0.0022045
_refine_ls_shift/su_mean         0.0000341

_oxford_reflns_number_all        14044
_refine_ls_R_factor_all          0.0542
_refine_ls_wR_factor_all         0.0902

_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                11631
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_gt          0.0825

_chemical_absolute_configuration .

_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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 506. 744. 441. 168. 29.2 
;

# 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 0.68063(16) 0.3180(2) 0.26513(16) 0.0238 1.0000 Uani . . . . . .
C2 C 0.65875(16) 0.2956(2) 0.19650(16) 0.0249 1.0000 Uani . . . . . .
C3 C 0.70560(16) 0.2689(2) 0.17550(16) 0.0256 1.0000 Uani . . . . . .
C4 C 0.77696(16) 0.2631(2) 0.22177(15) 0.0218 1.0000 Uani . . . . . .
C5 C 0.79929(15) 0.28519(19) 0.29077(15) 0.0208 1.0000 Uani . . . . . .
C6 C 0.74963(16) 0.3127(2) 0.31103(15) 0.0246 1.0000 Uani . . . . . .
C7 C 0.85705(17) 0.1962(2) 0.10849(16) 0.0277 1.0000 Uani . . . . . .
C8 C 0.92693(15) 0.1894(2) 0.15708(15) 0.0222 1.0000 Uani . . . . . .
C9 C 0.94694(16) 0.20463(19) 0.22500(15) 0.0213 1.0000 Uani . . . . . .
C10 C 0.89801(15) 0.22718(19) 0.24777(15) 0.0202 1.0000 Uani . . . . . .
C11 C 0.82780(16) 0.2361(2) 0.19916(15) 0.0220 1.0000 Uani . . . . . .
C12 C 0.80903(16) 0.2199(2) 0.12956(16) 0.0270 1.0000 Uani . . . . . .
C13 C 1.00997(17) 0.2464(2) 0.43780(17) 0.0314 1.0000 Uani . . . . . .
C14 C 0.96509(17) 0.2880(2) 0.45689(16) 0.0300 1.0000 Uani . . . . . .
C15 C 0.89714(17) 0.3008(2) 0.41011(16) 0.0274 1.0000 Uani . . . . . .
C16 C 0.87218(15) 0.2771(2) 0.34058(15) 0.0218 1.0000 Uani . . . . . .
C17 C 0.91984(15) 0.2433(2) 0.32033(15) 0.0210 1.0000 Uani . . . . . .
C18 C 0.98843(17) 0.2262(2) 0.37037(16) 0.0283 1.0000 Uani . . . . . .
C21 C 0.82026(16) -0.2699(2) 0.23817(16) 0.0260 1.0000 Uani . . . . . .
C22 C 0.83931(15) -0.2487(2) 0.30679(16) 0.0237 1.0000 Uani . . . . . .
C23 C 0.79057(16) -0.2206(2) 0.32505(16) 0.0242 1.0000 Uani . . . . . .
C24 C 0.71997(15) -0.2130(2) 0.27590(15) 0.0215 1.0000 Uani . . . . . .
C25 C 0.70042(15) -0.2379(2) 0.20819(15) 0.0235 1.0000 Uani . . . . . .
C26 C 0.75185(16) -0.2652(2) 0.19054(16) 0.0274 1.0000 Uani . . . . . .
C27 C 0.63696(17) -0.1278(2) 0.38047(16) 0.0273 1.0000 Uani . . . . . .
C28 C 0.56668(15) -0.1269(2) 0.33131(16) 0.0229 1.0000 Uani . . . . . .
C29 C 0.54751(16) -0.15082(19) 0.26535(16) 0.0226 1.0000 Uani . . . . . .
C30 C 0.59717(16) -0.17800(19) 0.24458(15) 0.0211 1.0000 Uani . . . . . .
C31 C 0.66753(16) -0.18161(19) 0.29452(16) 0.0224 1.0000 Uani . . . . . .
C32 C 0.68576(16) -0.1551(2) 0.36158(16) 0.0254 1.0000 Uani . . . . . .
C33 C 0.48863(17) -0.2248(2) 0.05658(16) 0.0284 1.0000 Uani . . . . . .
C34 C 0.53890(18) -0.2553(2) 0.03934(16) 0.0312 1.0000 Uani . . . . . .
C35 C 0.60679(17) -0.2600(2) 0.08856(17) 0.0316 1.0000 Uani . . . . . .
C36 C 0.62749(15) -0.2337(2) 0.15639(15) 0.0235 1.0000 Uani . . . . . .
C37 C 0.57719(15) -0.20365(19) 0.17423(15) 0.0213 1.0000 Uani . . . . . .
C38 C 0.50744(16) -0.2002(2) 0.12276(16) 0.0261 1.0000 Uani . . . . . .
N100 N 1.02425(18) 0.45418(18) 0.23487(18) 0.0521 1.0000 Uani D . . . . .
C101 C 1.0609(3) 0.4051(3) 0.3007(2) 0.0604 1.0000 Uani D . . . . .
C102 C 1.0963(3) 0.4544(3) 0.3664(2) 0.0683 1.0000 Uani D . . . . .
C103 C 1.1048(4) 0.4067(4) 0.4289(3) 0.0868 1.0000 Uani D . . . . .
C104 C 1.1366(4) 0.4549(5) 0.4950(3) 0.1045 1.0000 Uani D . . . . .
C111 C 1.0745(2) 0.5145(2) 0.2293(3) 0.0519 1.0000 Uani D . . . . .
C112 C 1.1349(3) 0.4782(3) 0.2215(3) 0.0667 1.0000 Uani D . . . . .
C113 C 1.1813(3) 0.5456(3) 0.2184(4) 0.0777 1.0000 Uani D . . . . .
C114 C 1.2376(3) 0.5143(4) 0.2013(4) 0.0957 1.0000 Uani D . . . . .
C121 C 0.9969(3) 0.3958(2) 0.1744(2) 0.0584 1.0000 Uani D . . . . .
C122 C 0.9629(3) 0.4366(3) 0.1049(2) 0.0641 1.0000 Uani D . . . . .
C123 C 0.9322(5) 0.3756(3) 0.0474(3) 0.1094 1.0000 Uani D . . . . .
C124 C 0.9022(4) 0.4145(4) -0.0229(3) 0.1025 1.0000 Uani D . . . . .
C131 C 0.9641(2) 0.5017(2) 0.2351(3) 0.0492 1.0000 Uani D . . . . .
C132 C 0.9050(3) 0.4504(3) 0.2333(3) 0.0645 1.0000 Uani D . . . . .
C133 C 0.8590(3) 0.4975(3) 0.2563(3) 0.0659 1.0000 Uani D . . . . .
C134 C 0.8936(3) 0.5160(4) 0.3325(3) 0.0867 1.0000 Uani D . . . . .
N150 N 0.48800(15) 0.09985(17) 0.20181(14) 0.0371 1.0000 Uani D . . . . .
C151 C 0.5414(2) 0.1487(2) 0.26123(18) 0.0423 1.0000 Uani D . . . . .
C152 C 0.5924(2) 0.1000(2) 0.32208(19) 0.0447 1.0000 Uani D . . . . .
C153 C 0.6443(3) 0.1565(3) 0.3752(2) 0.0634 1.0000 Uani D . . . . .
C154 C 0.6981(3) 0.1136(4) 0.4380(3) 0.0837 1.0000 Uani D . . . . .
C161 C 0.4436(2) 0.0497(2) 0.2252(2) 0.0391 1.0000 Uani D . . . . .
C162 C 0.4113(2) 0.0964(2) 0.2632(2) 0.0504 1.0000 Uani D . . . . .
C163 C 0.3540(3) 0.0471(3) 0.2671(3) 0.0630 1.0000 Uani D . . . . .
C164 C 0.2894(3) 0.0451(4) 0.1989(3) 0.0900 1.0000 Uani D . . . . .
C171 C 0.4431(2) 0.1595(2) 0.14600(17) 0.0393 1.0000 Uani D . . . . .
C172 C 0.3932(2) 0.1215(2) 0.07828(19) 0.0496 1.0000 Uani D . . . . .
C173 C 0.3343(2) 0.1777(3) 0.0350(2) 0.0511 1.0000 Uani D . . . . .
C174 C 0.2881(3) 0.1418(3) -0.0350(2) 0.0695 1.0000 Uani D . . . . .
C181 C 0.5234(2) 0.0403(2) 0.1746(2) 0.0419 1.0000 Uani D . . . . .
C182 C 0.5723(2) 0.0778(2) 0.1502(2) 0.0528 1.0000 Uani D . . . . .
C183 C 0.6002(3) 0.0111(3) 0.1218(4) 0.0959 1.0000 Uani D . . . . .
C184 C 0.6607(5) 0.0420(6) 0.1122(7) 0.1031 0.6000 Uani D . . . 1 .
C185 C 0.5475(7) -0.0025(11) 0.0465(5) 0.0994 0.4000 Uani D . . . 2 .
I1 I 0.680309(12) 0.394345(15) 0.448465(11) 0.0315 1.0000 Uani . . . . . .
I2 I 0.821852(12) 0.624972(18) 0.064381(12) 0.0402 1.0000 Uani . . . . . .
O2 O 0.58957(11) 0.29944(17) 0.15046(11) 0.0343 1.0000 Uani . . . . . .
O1 O 0.62914(12) 0.34308(16) 0.28059(11) 0.0320 1.0000 Uani . . . . . .
O7 O 0.84367(13) 0.18087(19) 0.04209(11) 0.0411 1.0000 Uani . . . . . .
O8 O 0.97604(11) 0.16637(16) 0.13741(11) 0.0281 1.0000 Uani . . . . . .
O13 O 1.07484(13) 0.2325(2) 0.48997(12) 0.0451 1.0000 Uani . . . . . .
O14 O 0.98887(13) 0.31492(19) 0.52291(11) 0.0416 1.0000 Uani . . . . . .
O34 O 0.52200(13) -0.2796(2) -0.02619(12) 0.0465 1.0000 Uani . . . . . .
O28 O 0.51673(12) -0.10314(16) 0.35029(12) 0.0315 1.0000 Uani . . . . . .
O27 O 0.64996(12) -0.10197(17) 0.44447(12) 0.0355 1.0000 Uani . . . . . .
O21 O 0.87383(12) -0.29305(17) 0.22498(12) 0.0337 1.0000 Uani . . . . . .
O22 O 0.90732(11) -0.25549(16) 0.35509(11) 0.0318 1.0000 Uani . . . . . .
O33 O 0.42247(12) -0.22307(18) 0.00406(12) 0.0399 1.0000 Uani . . . . . .
O201 O 0.4635(5) 0.4811(6) 0.0343(4) 0.0968 0.5000 Uani . . . . . .
H31 H 0.6898 0.2542 0.1293 0.0312 1.0000 Uiso R . . . . .
H61 H 0.7639 0.3275 0.3571 0.0292 1.0000 Uiso R . . . . .
H91 H 0.9939 0.1999 0.2567 0.0264 1.0000 Uiso R . . . . .
H121 H 0.7628 0.2259 0.0961 0.0329 1.0000 Uiso R . . . . .
H151 H 0.8672 0.3260 0.4251 0.0331 1.0000 Uiso R . . . . .
H181 H 1.0198 0.2004 0.3576 0.0350 1.0000 Uiso R . . . . .
H231 H 0.8044 -0.2064 0.3712 0.0292 1.0000 Uiso R . . . . .
H261 H 0.7397 -0.2806 0.1455 0.0328 1.0000 Uiso R . . . . .
H291 H 0.5002 -0.1493 0.2342 0.0281 1.0000 Uiso R . . . . .
H321 H 0.7316 -0.1565 0.3950 0.0312 1.0000 Uiso R . . . . .
H351 H 0.6397 -0.2806 0.0757 0.0376 1.0000 Uiso R . . . . .
H381 H 0.4728 -0.1806 0.1332 0.0313 1.0000 Uiso R . . . . .
H1011 H 1.0265 0.3701 0.3045 0.0721 1.0000 Uiso R . . . . .
H1012 H 1.0951 0.3719 0.2951 0.0720 1.0000 Uiso R . . . . .
H1021 H 1.0681 0.5022 0.3619 0.0840 1.0000 Uiso R . . . . .
H1022 H 1.1427 0.4709 0.3732 0.0843 1.0000 Uiso R . . . . .
H1032 H 1.0589 0.3875 0.4204 0.1063 1.0000 Uiso R . . . . .
H1031 H 1.1352 0.3608 0.4328 0.1062 1.0000 Uiso R . . . . .
H1041 H 1.1443 0.4198 0.5333 0.1549 1.0000 Uiso R . . . . .
H1043 H 1.1053 0.4984 0.4921 0.1551 1.0000 Uiso R . . . . .
H1042 H 1.1801 0.4768 0.5001 0.1551 1.0000 Uiso R . . . . .
H1111 H 1.0477 0.5487 0.1898 0.0650 1.0000 Uiso R . . . . .
H1112 H 1.0933 0.5474 0.2713 0.0651 1.0000 Uiso R . . . . .
H1121 H 1.1173 0.4474 0.1793 0.0841 1.0000 Uiso R . . . . .
H1122 H 1.1616 0.4424 0.2606 0.0841 1.0000 Uiso R . . . . .
H1132 H 1.1531 0.5843 0.1836 0.0981 1.0000 Uiso R . . . . .
H1131 H 1.2024 0.5733 0.2627 0.0983 1.0000 Uiso R . . . . .
H1141 H 1.2679 0.5576 0.2034 0.1417 1.0000 Uiso R . . . . .
H1143 H 1.2158 0.4923 0.1555 0.1419 1.0000 Uiso R . . . . .
H1142 H 1.2635 0.4726 0.2336 0.1419 1.0000 Uiso R . . . . .
H1211 H 0.9630 0.3602 0.1784 0.0710 1.0000 Uiso R . . . . .
H1212 H 1.0354 0.3634 0.1772 0.0710 1.0000 Uiso R . . . . .
H1221 H 0.9261 0.4724 0.1028 0.0772 1.0000 Uiso R . . . . .
H1222 H 0.9977 0.4673 0.0979 0.0773 1.0000 Uiso R . . . . .
H1232 H 0.8952 0.3471 0.0523 0.1325 1.0000 Uiso R . . . . .
H1231 H 0.9690 0.3376 0.0518 0.1324 1.0000 Uiso R . . . . .
H1241 H 0.8851 0.3735 -0.0582 0.1492 1.0000 Uiso R . . . . .
H1243 H 0.8650 0.4507 -0.0283 0.1490 1.0000 Uiso R . . . . .
H1242 H 0.9382 0.4450 -0.0267 0.1490 1.0000 Uiso R . . . . .
H1311 H 0.9461 0.5368 0.1950 0.0609 1.0000 Uiso R . . . . .
H1312 H 0.9825 0.5337 0.2766 0.0610 1.0000 Uiso R . . . . .
H1321 H 0.8772 0.4298 0.1868 0.0805 1.0000 Uiso R . . . . .
H1322 H 0.9243 0.4051 0.2645 0.0799 1.0000 Uiso R . . . . .
H1332 H 0.8170 0.4661 0.2454 0.0789 1.0000 Uiso R . . . . .
H1331 H 0.8470 0.5489 0.2319 0.0795 1.0000 Uiso R . . . . .
H1341 H 0.8625 0.5478 0.3441 0.1252 1.0000 Uiso R . . . . .
H1343 H 0.9047 0.4654 0.3581 0.1252 1.0000 Uiso R . . . . .
H1342 H 0.9358 0.5464 0.3443 0.1252 1.0000 Uiso R . . . . .
H1511 H 0.5159 0.1846 0.2769 0.0530 1.0000 Uiso R . . . . .
H1512 H 0.5671 0.1811 0.2431 0.0531 1.0000 Uiso R . . . . .
H1522 H 0.5671 0.0703 0.3418 0.0542 1.0000 Uiso R . . . . .
H1521 H 0.6166 0.0618 0.3064 0.0543 1.0000 Uiso R . . . . .
H1531 H 0.6193 0.1944 0.3893 0.0794 1.0000 Uiso R . . . . .
H1532 H 0.6685 0.1867 0.3541 0.0794 1.0000 Uiso R . . . . .
H1541 H 0.7309 0.1527 0.4684 0.1250 1.0000 Uiso R . . . . .
H1542 H 0.6742 0.0865 0.4601 0.1251 1.0000 Uiso R . . . . .
H1543 H 0.7215 0.0751 0.4231 0.1253 1.0000 Uiso R . . . . .
H1611 H 0.4074 0.0246 0.1848 0.0488 1.0000 Uiso R . . . . .
H1612 H 0.4726 0.0081 0.2554 0.0492 1.0000 Uiso R . . . . .
H1622 H 0.3901 0.1453 0.2375 0.0631 1.0000 Uiso R . . . . .
H1621 H 0.4470 0.1097 0.3099 0.0635 1.0000 Uiso R . . . . .
H1631 H 0.3422 0.0705 0.3019 0.0760 1.0000 Uiso R . . . . .
H1632 H 0.3711 -0.0077 0.2817 0.0760 1.0000 Uiso R . . . . .
H1641 H 0.2550 0.0098 0.2029 0.1302 1.0000 Uiso R . . . . .
H1642 H 0.2712 0.1001 0.1872 0.1301 1.0000 Uiso R . . . . .
H1643 H 0.3011 0.0246 0.1638 0.1302 1.0000 Uiso R . . . . .
H1711 H 0.4168 0.1915 0.1636 0.0481 1.0000 Uiso R . . . . .
H1712 H 0.4744 0.1953 0.1376 0.0481 1.0000 Uiso R . . . . .
H1722 H 0.4183 0.1080 0.0522 0.0613 1.0000 Uiso R . . . . .
H1721 H 0.3732 0.0721 0.0864 0.0611 1.0000 Uiso R . . . . .
H1731 H 0.3538 0.2294 0.0305 0.0631 1.0000 Uiso R . . . . .
H1732 H 0.3053 0.1849 0.0593 0.0632 1.0000 Uiso R . . . . .
H1741 H 0.2497 0.1788 -0.0599 0.1050 1.0000 Uiso R . . . . .
H1742 H 0.3154 0.1335 -0.0601 0.1050 1.0000 Uiso R . . . . .
H1743 H 0.2694 0.0902 -0.0288 0.1049 1.0000 Uiso R . . . . .
H1811 H 0.4875 0.0110 0.1376 0.0530 1.0000 Uiso R . . . . .
H1812 H 0.5494 0.0026 0.2120 0.0527 1.0000 Uiso R . . . . .
H1822 H 0.5474 0.1164 0.1144 0.0651 1.0000 Uiso R . . . . .
H1821 H 0.6107 0.1053 0.1874 0.0651 1.0000 Uiso R . . . . .
H1842 H 0.6877 -0.0036 0.1105 0.1461 0.6000 Uiso R . . . 1 .
H1841 H 0.6426 0.0714 0.0697 0.1460 0.6000 Uiso R . . . 1 .
H1843 H 0.6879 0.0774 0.1501 0.1462 0.6000 Uiso R . . . 1 .
H1852 H 0.5674 -0.0341 0.0229 0.1350 0.4000 Uiso R . . . 2 .
H1851 H 0.5317 0.0477 0.0223 0.1349 0.4000 Uiso R . . . 2 .
H1853 H 0.5078 -0.0308 0.0438 0.1349 0.4000 Uiso R . . . 2 .
H221 H 0.9289 -0.2815 0.3398 0.0486 1.0000 Uiso R . . . . .
H131 H 1.0974 0.2014 0.4785 0.0674 1.0000 Uiso R . . . . .
H341 H 0.4808 -0.2722 -0.0456 0.0690 1.0000 Uiso R . . . . .
H271 H 0.6911 -0.1014 0.4692 0.0534 1.0000 Uiso R . . . . .
H211 H 0.8580 -0.3149 0.1875 0.0514 1.0000 Uiso R . . . . .
H11 H 0.6469 0.3526 0.3207 0.0485 1.0000 Uiso R . . . . .
H141 H 1.0278 0.2962 0.5443 0.0626 1.0000 Uiso R . . . . .
H21 H 0.5688 0.3275 0.1654 0.0518 1.0000 Uiso R . . . . .
H72 H 0.8039 0.1665 0.0242 0.0615 1.0000 Uiso R . . . . .
H281 H 0.5351 -0.0950 0.3900 0.0477 1.0000 Uiso R . . . . .
H331 H 0.3992 -0.1983 0.0182 0.0595 1.0000 Uiso R . . . . .
H81 H 0.9602 0.1640 0.0966 0.0425 1.0000 Uiso R . . . . .
H1831 H 0.6156 -0.0322 0.1539 0.1178 0.6000 Uiso R . . . 1 .
H1832 H 0.5647 -0.0077 0.0791 0.1178 0.6000 Uiso R . . . 1 .
H1833 H 0.6447 0.0268 0.1261 0.1178 0.4000 Uiso . . . . 2 .
H1834 H 0.6070 -0.0373 0.1491 0.1178 0.4000 Uiso . . . . 2 .
H2011 H 0.4476 0.4691 -0.0131 0.1155 0.5000 Uiso R . . . . .
H2012 H 0.4888 0.5305 0.0451 0.1155 0.5000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.1032(17)
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 . 1.401(4) yes
C1 . C6 . 1.370(4) yes
C1 . O1 . 1.366(4) yes
C2 . C3 . 1.361(4) yes
C2 . O2 . 1.373(4) yes
C3 . C4 . 1.412(4) yes
C3 . H31 . 0.938 no
C4 . C5 . 1.405(4) yes
C4 . C11 . 1.464(4) yes
C5 . C6 . 1.409(4) yes
C5 . C16 . 1.458(4) yes
C6 . H61 . 0.941 no
C7 . C8 . 1.401(4) yes
C7 . C12 . 1.370(5) yes
C7 . O7 . 1.367(4) yes
C8 . C9 . 1.367(4) yes
C8 . O8 . 1.367(4) yes
C9 . C10 . 1.408(4) yes
C9 . H91 . 0.937 no
C10 . C11 . 1.410(4) yes
C10 . C17 . 1.458(4) yes
C11 . C12 . 1.409(4) yes
C12 . H121 . 0.938 no
C13 . C14 . 1.398(5) yes
C13 . C18 . 1.368(5) yes
C13 . O13 . 1.366(4) yes
C14 . C15 . 1.372(4) yes
C14 . O14 . 1.366(4) yes
C15 . C16 . 1.416(4) yes
C15 . H151 . 0.945 no
C16 . C17 . 1.407(4) yes
C17 . C18 . 1.414(4) yes
C18 . H181 . 0.943 no
C21 . C22 . 1.406(4) yes
C21 . C26 . 1.370(4) yes
C21 . O21 . 1.368(4) yes
C22 . C23 . 1.365(4) yes
C22 . O22 . 1.370(4) yes
C23 . C24 . 1.417(4) yes
C23 . H231 . 0.943 no
C24 . C25 . 1.402(4) yes
C24 . C31 . 1.462(4) yes
C25 . C26 . 1.406(4) yes
C25 . C36 . 1.466(4) yes
C26 . H261 . 0.930 no
C27 . C28 . 1.407(4) yes
C27 . C32 . 1.371(5) yes
C27 . O27 . 1.363(4) yes
C28 . C29 . 1.364(4) yes
C28 . O28 . 1.378(4) yes
C29 . C30 . 1.415(4) yes
C29 . H291 . 0.936 no
C30 . C31 . 1.414(4) yes
C30 . C37 . 1.457(4) yes
C31 . C32 . 1.402(4) yes
C32 . H321 . 0.926 no
C33 . C34 . 1.395(5) yes
C33 . C38 . 1.373(5) yes
C33 . O33 . 1.368(4) yes
C34 . C35 . 1.372(4) yes
C34 . O34 . 1.367(4) yes
C35 . C36 . 1.407(4) yes
C35 . H351 . 0.939 no
C36 . C37 . 1.402(4) yes
C37 . C38 . 1.414(4) yes
C38 . H381 . 0.934 no
N100 . C101 . 1.522(4) yes
N100 . C111 . 1.518(4) yes
N100 . C121 . 1.519(4) yes
N100 . C131 . 1.520(4) yes
C101 . C102 . 1.519(4) yes
C101 . H1011 . 0.974 no
C101 . H1012 . 0.971 no
C102 . C103 . 1.511(4) yes
C102 . H1021 . 0.974 no
C102 . H1022 . 0.984 no
C103 . C104 . 1.512(4) yes
C103 . H1032 . 0.977 no
C103 . H1031 . 0.980 no
C104 . H1041 . 0.968 no
C104 . H1043 . 0.968 no
C104 . H1042 . 0.965 no
C111 . C112 . 1.515(4) yes
C111 . H1111 . 0.970 no
C111 . H1112 . 0.980 no
C112 . C113 . 1.517(4) yes
C112 . H1121 . 0.967 no
C112 . H1122 . 0.981 no
C113 . C114 . 1.517(4) yes
C113 . H1132 . 0.968 no
C113 . H1131 . 0.975 no
C114 . H1141 . 0.958 no
C114 . H1143 . 0.962 no
C114 . H1142 . 0.962 no
C121 . C122 . 1.511(4) yes
C121 . H1211 . 0.974 no
C121 . H1212 . 0.968 no
C122 . C123 . 1.507(4) yes
C122 . H1221 . 0.975 no
C122 . H1222 . 0.974 no
C123 . C124 . 1.512(4) yes
C123 . H1232 . 0.976 no
C123 . H1231 . 0.982 no
C124 . H1241 . 0.964 no
C124 . H1243 . 0.964 no
C124 . H1242 . 0.962 no
C131 . C132 . 1.518(4) yes
C131 . H1311 . 0.973 no
C131 . H1312 . 0.965 no
C132 . C133 . 1.516(4) yes
C132 . H1321 . 0.976 no
C132 . H1322 . 0.968 no
C133 . C134 . 1.513(4) yes
C133 . H1332 . 0.976 no
C133 . H1331 . 0.973 no
C134 . H1341 . 0.972 no
C134 . H1343 . 0.972 no
C134 . H1342 . 0.968 no
N150 . C151 . 1.518(3) yes
N150 . C161 . 1.520(3) yes
N150 . C171 . 1.523(3) yes
N150 . C181 . 1.521(3) yes
C151 . C152 . 1.515(4) yes
C151 . H1511 . 0.970 no
C151 . H1512 . 0.975 no
C152 . C153 . 1.513(4) yes
C152 . H1522 . 0.970 no
C152 . H1521 . 0.976 no
C153 . C154 . 1.510(4) yes
C153 . H1531 . 0.963 no
C153 . H1532 . 0.976 no
C154 . H1541 . 0.965 no
C154 . H1542 . 0.962 no
C154 . H1543 . 0.957 no
C161 . C162 . 1.514(4) yes
C161 . H1611 . 0.967 no
C161 . H1612 . 0.961 no
C162 . C163 . 1.515(4) yes
C162 . H1622 . 0.970 no
C162 . H1621 . 0.985 no
C163 . C164 . 1.510(4) yes
C163 . H1631 . 0.983 no
C163 . H1632 . 0.974 no
C164 . H1641 . 0.979 no
C164 . H1642 . 0.975 no
C164 . H1643 . 0.971 no
C171 . C172 . 1.514(4) yes
C171 . H1711 . 0.974 no
C171 . H1712 . 0.976 no
C172 . C173 . 1.510(4) yes
C172 . H1722 . 0.975 no
C172 . H1721 . 0.977 no
C173 . C174 . 1.516(4) yes
C173 . H1731 . 0.976 no
C173 . H1732 . 0.994 no
C174 . H1741 . 0.973 no
C174 . H1742 . 0.981 no
C174 . H1743 . 0.977 no
C181 . C182 . 1.517(4) yes
C181 . H1811 . 0.958 no
C181 . H1812 . 0.976 no
C182 . C183 . 1.514(4) yes
C182 . H1822 . 0.961 no
C182 . H1821 . 0.971 no
C183 . C184 . 1.504(5) yes
C183 . H1831 . 0.950 no
C183 . H1832 . 0.950 no
C184 . H1842 . 0.962 no
C184 . H1841 . 0.960 no
C184 . H1843 . 0.963 no
C185 . H1852 . 0.961 no
C185 . H1851 . 0.957 no
C185 . H1853 . 0.957 no
O2 . H21 . 0.810 no
O1 . H11 . 0.797 no
O7 . H72 . 0.802 no
O8 . H81 . 0.797 no
O13 . H131 . 0.821 no
O14 . H141 . 0.815 no
O34 . H341 . 0.804 no
O28 . H281 . 0.785 no
O27 . H271 . 0.804 no
O21 . H211 . 0.814 no
O22 . H221 . 0.808 no
O33 . H331 . 0.810 no
O201 . H2011 . 0.950 no
O201 . H2012 . 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 . C1 . C6 . 119.5(3) yes
C2 . C1 . O1 . 115.3(3) yes
C6 . C1 . O1 . 125.2(3) yes
C1 . C2 . C3 . 120.3(3) yes
C1 . C2 . O2 . 119.8(3) yes
C3 . C2 . O2 . 119.8(3) yes
C2 . C3 . C4 . 121.3(3) yes
C2 . C3 . H31 . 118.9 no
C4 . C3 . H31 . 119.9 no
C3 . C4 . C5 . 118.8(3) yes
C3 . C4 . C11 . 121.5(3) yes
C5 . C4 . C11 . 119.7(3) yes
C4 . C5 . C6 . 118.7(3) yes
C4 . C5 . C16 . 120.3(3) yes
C6 . C5 . C16 . 120.9(3) yes
C5 . C6 . C1 . 121.4(3) yes
C5 . C6 . H61 . 119.6 no
C1 . C6 . H61 . 119.0 no
C8 . C7 . C12 . 119.3(3) yes
C8 . C7 . O7 . 115.1(3) yes
C12 . C7 . O7 . 125.6(3) yes
C7 . C8 . C9 . 120.5(3) yes
C7 . C8 . O8 . 120.5(3) yes
C9 . C8 . O8 . 119.0(3) yes
C8 . C9 . C10 . 120.9(3) yes
C8 . C9 . H91 . 119.2 no
C10 . C9 . H91 . 119.8 no
C9 . C10 . C11 . 119.1(3) yes
C9 . C10 . C17 . 120.5(3) yes
C11 . C10 . C17 . 120.4(3) yes
C4 . C11 . C10 . 119.6(3) yes
C4 . C11 . C12 . 122.0(3) yes
C10 . C11 . C12 . 118.5(3) yes
C11 . C12 . C7 . 121.7(3) yes
C11 . C12 . H121 . 120.2 no
C7 . C12 . H121 . 118.1 no
C14 . C13 . C18 . 119.8(3) yes
C14 . C13 . O13 . 115.0(3) yes
C18 . C13 . O13 . 125.1(3) yes
C13 . C14 . C15 . 120.4(3) yes
C13 . C14 . O14 . 119.7(3) yes
C15 . C14 . O14 . 119.9(3) yes
C14 . C15 . C16 . 120.9(3) yes
C14 . C15 . H151 . 118.7 no
C16 . C15 . H151 . 120.4 no
C5 . C16 . C15 . 122.1(3) yes
C5 . C16 . C17 . 119.9(3) yes
C15 . C16 . C17 . 118.0(3) yes
C10 . C17 . C16 . 119.5(3) yes
C10 . C17 . C18 . 120.8(3) yes
C16 . C17 . C18 . 119.7(3) yes
C17 . C18 . C13 . 120.5(3) yes
C17 . C18 . H181 . 120.2 no
C13 . C18 . H181 . 119.2 no
C22 . C21 . C26 . 119.2(3) yes
C22 . C21 . O21 . 115.3(3) yes
C26 . C21 . O21 . 125.5(3) yes
C21 . C22 . C23 . 120.3(3) yes
C21 . C22 . O22 . 119.5(3) yes
C23 . C22 . O22 . 120.2(3) yes
C22 . C23 . C24 . 121.1(3) yes
C22 . C23 . H231 . 119.0 no
C24 . C23 . H231 . 119.9 no
C23 . C24 . C25 . 118.6(3) yes
C23 . C24 . C31 . 121.6(3) yes
C25 . C24 . C31 . 119.8(3) yes
C24 . C25 . C26 . 119.1(3) yes
C24 . C25 . C36 . 120.2(3) yes
C26 . C25 . C36 . 120.7(3) yes
C25 . C26 . C21 . 121.7(3) yes
C25 . C26 . H261 . 119.9 no
C21 . C26 . H261 . 118.4 no
C28 . C27 . C32 . 119.0(3) yes
C28 . C27 . O27 . 115.3(3) yes
C32 . C27 . O27 . 125.7(3) yes
C27 . C28 . C29 . 120.5(3) yes
C27 . C28 . O28 . 119.7(3) yes
C29 . C28 . O28 . 119.8(3) yes
C28 . C29 . C30 . 121.3(3) yes
C28 . C29 . H291 . 117.8 no
C30 . C29 . H291 . 120.9 no
C29 . C30 . C31 . 118.2(3) yes
C29 . C30 . C37 . 121.7(3) yes
C31 . C30 . C37 . 120.1(3) yes
C24 . C31 . C30 . 119.9(3) yes
C24 . C31 . C32 . 121.0(3) yes
C30 . C31 . C32 . 119.1(3) yes
C31 . C32 . C27 . 121.8(3) yes
C31 . C32 . H321 . 120.5 no
C27 . C32 . H321 . 117.7 no
C34 . C33 . C38 . 119.7(3) yes
C34 . C33 . O33 . 115.3(3) yes
C38 . C33 . O33 . 125.0(3) yes
C33 . C34 . C35 . 119.7(3) yes
C33 . C34 . O34 . 121.2(3) yes
C35 . C34 . O34 . 119.1(3) yes
C34 . C35 . C36 . 121.5(3) yes
C34 . C35 . H351 . 118.2 no
C36 . C35 . H351 . 120.2 no
C25 . C36 . C35 . 120.9(3) yes
C25 . C36 . C37 . 120.0(3) yes
C35 . C36 . C37 . 119.1(3) yes
C30 . C37 . C36 . 120.0(3) yes
C30 . C37 . C38 . 121.6(3) yes
C36 . C37 . C38 . 118.3(3) yes
C37 . C38 . C33 . 121.6(3) yes
C37 . C38 . H381 . 120.2 no
C33 . C38 . H381 . 118.2 no
C101 . N100 . C111 . 109.9(4) yes
C101 . N100 . C121 . 108.3(3) yes
C111 . N100 . C121 . 110.8(3) yes
C101 . N100 . C131 . 110.4(3) yes
C111 . N100 . C131 . 107.9(3) yes
C121 . N100 . C131 . 109.5(3) yes
N100 . C101 . C102 . 115.5(4) yes
N100 . C101 . H1011 . 107.8 no
C102 . C101 . H1011 . 108.3 no
N100 . C101 . H1012 . 106.3 no
C102 . C101 . H1012 . 109.6 no
H1011 . C101 . H1012 . 109.3 no
C101 . C102 . C103 . 112.1(4) yes
C101 . C102 . H1021 . 108.3 no
C103 . C102 . H1021 . 109.1 no
C101 . C102 . H1022 . 109.4 no
C103 . C102 . H1022 . 108.0 no
H1021 . C102 . H1022 . 109.9 no
C102 . C103 . C104 . 113.9(5) yes
C102 . C103 . H1032 . 107.6 no
C104 . C103 . H1032 . 109.4 no
C102 . C103 . H1031 . 106.5 no
C104 . C103 . H1031 . 109.1 no
H1032 . C103 . H1031 . 110.4 no
C103 . C104 . H1041 . 109.6 no
C103 . C104 . H1043 . 109.1 no
H1041 . C104 . H1043 . 109.9 no
C103 . C104 . H1042 . 107.7 no
H1041 . C104 . H1042 . 110.2 no
H1043 . C104 . H1042 . 110.2 no
N100 . C111 . C112 . 115.8(3) yes
N100 . C111 . H1111 . 107.0 no
C112 . C111 . H1111 . 109.0 no
N100 . C111 . H1112 . 107.2 no
C112 . C111 . H1112 . 108.1 no
H1111 . C111 . H1112 . 109.7 no
C111 . C112 . C113 . 109.6(3) yes
C111 . C112 . H1121 . 109.1 no
C113 . C112 . H1121 . 109.0 no
C111 . C112 . H1122 . 109.7 no
C113 . C112 . H1122 . 109.9 no
H1121 . C112 . H1122 . 109.6 no
C112 . C113 . C114 . 112.4(4) yes
C112 . C113 . H1132 . 109.0 no
C114 . C113 . H1132 . 108.6 no
C112 . C113 . H1131 . 108.7 no
C114 . C113 . H1131 . 109.8 no
H1132 . C113 . H1131 . 108.3 no
C113 . C114 . H1141 . 110.1 no
C113 . C114 . H1143 . 108.4 no
H1141 . C114 . H1143 . 109.3 no
C113 . C114 . H1142 . 109.2 no
H1141 . C114 . H1142 . 109.9 no
H1143 . C114 . H1142 . 109.9 no
N100 . C121 . C122 . 114.3(3) yes
N100 . C121 . H1211 . 108.4 no
C122 . C121 . H1211 . 108.4 no
N100 . C121 . H1212 . 108.2 no
C122 . C121 . H1212 . 108.7 no
H1211 . C121 . H1212 . 108.8 no
C121 . C122 . C123 . 111.7(4) yes
C121 . C122 . H1221 . 109.4 no
C123 . C122 . H1221 . 108.9 no
C121 . C122 . H1222 . 109.3 no
C123 . C122 . H1222 . 107.1 no
H1221 . C122 . H1222 . 110.4 no
C122 . C123 . C124 . 112.8(5) yes
C122 . C123 . H1232 . 107.6 no
C124 . C123 . H1232 . 108.7 no
C122 . C123 . H1231 . 108.4 no
C124 . C123 . H1231 . 109.0 no
H1232 . C123 . H1231 . 110.5 no
C123 . C124 . H1241 . 110.2 no
C123 . C124 . H1243 . 109.7 no
H1241 . C124 . H1243 . 110.0 no
C123 . C124 . H1242 . 108.5 no
H1241 . C124 . H1242 . 109.1 no
H1243 . C124 . H1242 . 109.3 no
N100 . C131 . C132 . 115.1(3) yes
N100 . C131 . H1311 . 107.2 no
C132 . C131 . H1311 . 108.8 no
N100 . C131 . H1312 . 107.3 no
C132 . C131 . H1312 . 108.2 no
H1311 . C131 . H1312 . 110.2 no
C131 . C132 . C133 . 112.1(4) yes
C131 . C132 . H1321 . 109.4 no
C133 . C132 . H1321 . 109.7 no
C131 . C132 . H1322 . 108.8 no
C133 . C132 . H1322 . 107.6 no
H1321 . C132 . H1322 . 109.2 no
C132 . C133 . C134 . 113.4(5) yes
C132 . C133 . H1332 . 108.8 no
C134 . C133 . H1332 . 108.5 no
C132 . C133 . H1331 . 108.4 no
C134 . C133 . H1331 . 107.7 no
H1332 . C133 . H1331 . 110.0 no
C133 . C134 . H1341 . 109.9 no
C133 . C134 . H1343 . 109.2 no
H1341 . C134 . H1343 . 109.4 no
C133 . C134 . H1342 . 109.5 no
H1341 . C134 . H1342 . 109.3 no
H1343 . C134 . H1342 . 109.6 no
C151 . N150 . C161 . 110.6(3) yes
C151 . N150 . C171 . 107.6(2) yes
C161 . N150 . C171 . 110.5(3) yes
C151 . N150 . C181 . 110.8(3) yes
C161 . N150 . C181 . 106.6(3) yes
C171 . N150 . C181 . 110.8(3) yes
N150 . C151 . C152 . 115.8(3) yes
N150 . C151 . H1511 . 107.0 no
C152 . C151 . H1511 . 108.5 no
N150 . C151 . H1512 . 107.1 no
C152 . C151 . H1512 . 109.0 no
H1511 . C151 . H1512 . 109.2 no
C151 . C152 . C153 . 109.7(3) yes
C151 . C152 . H1522 . 109.0 no
C153 . C152 . H1522 . 110.0 no
C151 . C152 . H1521 . 109.1 no
C153 . C152 . H1521 . 109.7 no
H1522 . C152 . H1521 . 109.4 no
C152 . C153 . C154 . 113.9(4) yes
C152 . C153 . H1531 . 108.3 no
C154 . C153 . H1531 . 109.0 no
C152 . C153 . H1532 . 108.7 no
C154 . C153 . H1532 . 108.2 no
H1531 . C153 . H1532 . 108.5 no
C153 . C154 . H1541 . 109.5 no
C153 . C154 . H1542 . 107.8 no
H1541 . C154 . H1542 . 111.0 no
C153 . C154 . H1543 . 108.1 no
H1541 . C154 . H1543 . 110.0 no
H1542 . C154 . H1543 . 110.4 no
N150 . C161 . C162 . 115.3(3) yes
N150 . C161 . H1611 . 107.3 no
C162 . C161 . H1611 . 109.5 no
N150 . C161 . H1612 . 107.7 no
C162 . C161 . H1612 . 107.9 no
H1611 . C161 . H1612 . 109.0 no
C161 . C162 . C163 . 110.5(3) yes
C161 . C162 . H1622 . 108.7 no
C163 . C162 . H1622 . 107.2 no
C161 . C162 . H1621 . 109.9 no
C163 . C162 . H1621 . 109.8 no
H1622 . C162 . H1621 . 110.7 no
C162 . C163 . C164 . 111.7(4) yes
C162 . C163 . H1631 . 109.8 no
C164 . C163 . H1631 . 108.9 no
C162 . C163 . H1632 . 108.5 no
C164 . C163 . H1632 . 110.3 no
H1631 . C163 . H1632 . 107.7 no
C163 . C164 . H1641 . 108.9 no
C163 . C164 . H1642 . 108.5 no
H1641 . C164 . H1642 . 110.2 no
C163 . C164 . H1643 . 109.2 no
H1641 . C164 . H1643 . 110.3 no
H1642 . C164 . H1643 . 109.7 no
N150 . C171 . C172 . 115.3(3) yes
N150 . C171 . H1711 . 108.0 no
C172 . C171 . H1711 . 109.0 no
N150 . C171 . H1712 . 107.3 no
C172 . C171 . H1712 . 108.3 no
H1711 . C171 . H1712 . 108.9 no
C171 . C172 . C173 . 112.4(3) yes
C171 . C172 . H1722 . 109.1 no
C173 . C172 . H1722 . 108.0 no
C171 . C172 . H1721 . 110.2 no
C173 . C172 . H1721 . 107.9 no
H1722 . C172 . H1721 . 109.0 no
C172 . C173 . C174 . 111.9(4) yes
C172 . C173 . H1731 . 108.5 no
C174 . C173 . H1731 . 111.0 no
C172 . C173 . H1732 . 107.2 no
C174 . C173 . H1732 . 107.4 no
H1731 . C173 . H1732 . 110.8 no
C173 . C174 . H1741 . 108.8 no
C173 . C174 . H1742 . 109.3 no
H1741 . C174 . H1742 . 110.6 no
C173 . C174 . H1743 . 108.9 no
H1741 . C174 . H1743 . 108.9 no
H1742 . C174 . H1743 . 110.4 no
N150 . C181 . C182 . 115.4(3) yes
N150 . C181 . H1811 . 107.2 no
C182 . C181 . H1811 . 109.6 no
N150 . C181 . H1812 . 106.7 no
C182 . C181 . H1812 . 108.9 no
H1811 . C181 . H1812 . 108.8 no
C181 . C182 . C183 . 108.6(3) yes
C181 . C182 . H1822 . 109.5 no
C183 . C182 . H1822 . 109.1 no
C181 . C182 . H1821 . 111.2 no
C183 . C182 . H1821 . 109.6 no
H1822 . C182 . H1821 . 108.7 no
C182 . C183 . C184 . 110.1(5) yes
C182 . C183 . H1831 . 108.4 no
C184 . C183 . H1831 . 108.7 no
C182 . C183 . H1832 . 110.2 no
C184 . C183 . H1832 . 109.8 no
H1831 . C183 . H1832 . 109.5 no
C183 . C184 . H1842 . 108.9 no
C183 . C184 . H1841 . 107.9 no
H1842 . C184 . H1841 . 110.1 no
C183 . C184 . H1843 . 108.4 no
H1842 . C184 . H1843 . 111.3 no
H1841 . C184 . H1843 . 110.2 no
C183 . C185 . H1852 . 111.0 no
C183 . C185 . H1851 . 111.7 no
H1852 . C185 . H1851 . 108.0 no
C183 . C185 . H1853 . 110.2 no
H1852 . C185 . H1853 . 108.1 no
H1851 . C185 . H1853 . 107.7 no
C2 . O2 . H21 . 110.5 no
C1 . O1 . H11 . 107.0 no
C7 . O7 . H72 . 103.6 no
C8 . O8 . H81 . 111.4 no
C13 . O13 . H131 . 112.1 no
C14 . O14 . H141 . 106.2 no
C34 . O34 . H341 . 102.3 no
C28 . O28 . H281 . 108.0 no
C27 . O27 . H271 . 109.9 no
C21 . O21 . H211 . 109.1 no
C22 . O22 . H221 . 110.1 no
C33 . O33 . H331 . 106.5 no
H2011 . O201 . H2012 . 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
C121 . H1212 . O22 4_755 155.21(12) 0.968 2.582 3.484(7) yes
O22 . H221 . O8 4_745 144.76(9) 0.808 2.070 2.769(7) yes
O34 . H341 . O2 2_655 127.59(9) 0.804 2.143 2.709(7) yes
O34 . H341 . O33 . 123.54(9) 0.804 2.159 2.688(7) yes
O14 . H141 . O22 2_756 138.06(9) 0.815 2.108 2.768(7) yes
O2 . H21 . O28 4_655 150.29(9) 0.810 2.065 2.797(7) yes
O28 . H281 . O201 4_645 143.6(3) 0.785 2.066 2.737(7) yes
O8 . H81 . O14 3_554 139.32(9) 0.797 2.001 2.656(7) 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 4 2 x .
_chemical_name_systematic        '[HHTP.TBA.I]n'
####################################################################### 
# 
# 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_TBAH2PO4
_database_code_depnum_ccdc_archive 'CCDC 1451580'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-03-28 downloaded from the CCDC.
;

_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          
; 
The product is a 1:1 co-crystal between HHTP and TBA.H2PO4. One methanol 
solvate per co-crystal is also present. 

One terminal methyl group from one buyl chain in the tetrabutylammonium cation
is disordered. This was modelled over two positions (s.o.f.s = 0.5:0.5), with
restraints applied to the C-C bond length and C-C-C bond angles involving the
disordered atom.

Apart from the restraints on this disordered atom, no additional restraints 
were necessary and refinement proceeded smoothly.

C-H hydrogen atoms were generally 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 hydrogen atoms 
were visible in the Fourier difference map and were refined with restraints on
bond lengths and angles.
;

_cell_length_a                   12.7893(3)
_cell_length_b                   16.0254(4)
_cell_length_c                   17.4075(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.462(2)
_cell_angle_gamma                90
_cell_volume                     3561.22(8)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n '
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,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'
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'
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'
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'


_cell_formula_units_Z            4

_chemical_formula_sum            'C35 H54 N1 O11 P1'
_chemical_formula_moiety         'C16 H36 N, C18 H12 O6, H2 P O4, C H4 O'
_chemical_compound_source        synthesized
_chemical_formula_weight         695.79

_cell_measurement_reflns_used    10743
_cell_measurement_theta_min      4
_cell_measurement_theta_max      29
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            'light brown'
_exptl_crystal_size_min          0.11
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_max          0.36

_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1496
_exptl_absorpt_coefficient_mu    0.137

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.993
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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      150
_diffrn_reflns_number            42134
_reflns_number_total             7214
_diffrn_reflns_av_R_equivalents  0.045

_diffrn_reflns_theta_min         3.257
_diffrn_reflns_theta_max         26.313
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        26.313
_diffrn_measured_fraction_theta_full 0.998

_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       21
_reflns_limit_h_min              -15
_reflns_limit_h_max              15
_reflns_limit_k_min              0
_reflns_limit_k_max              19
_reflns_limit_l_min              0
_reflns_limit_l_max              21

_oxford_diffrn_Wilson_B_factor   2.24
_oxford_diffrn_Wilson_scale      0.32

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.47
_refine_diff_density_max         0.42

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         6735
_refine_ls_number_restraints     15
_refine_ls_number_parameters     469
_oxford_refine_ls_R_factor_ref   0.0692
_refine_ls_wR_factor_ref         0.1219
_refine_ls_goodness_of_fit_ref   0.9473
_refine_ls_shift/su_max          0.0005959
_refine_ls_shift/su_mean         0.0000314

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6735
_refine_ls_R_factor_all          0.0692
_refine_ls_wR_factor_all         0.1219

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5165
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_gt          0.1056

_chemical_absolute_configuration .

_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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 445. 691. 408. 159. 31.2 
;

# 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 0.06464(18) 0.30481(15) 0.29618(12) 0.0225 1.0000 Uani . . . . . .
C2 C 0.16814(18) 0.31947(17) 0.32448(13) 0.0261 1.0000 Uani . . . . . .
C3 C 0.19547(18) 0.30730(16) 0.40087(13) 0.0244 1.0000 Uani . . . . . .
C4 C 0.12185(17) 0.28159(14) 0.45278(12) 0.0199 1.0000 Uani . . . . . .
C5 C 0.01731(17) 0.26861(14) 0.42490(12) 0.0182 1.0000 Uani . . . . . .
C6 C -0.00876(17) 0.28033(14) 0.34572(12) 0.0200 1.0000 Uani . . . . . .
C7 C 0.28213(16) 0.27317(14) 0.64110(13) 0.0202 1.0000 Uani . . . . . .
C8 C 0.20863(17) 0.24212(14) 0.69076(12) 0.0193 1.0000 Uani . . . . . .
C9 C 0.10818(17) 0.22517(14) 0.66196(12) 0.0192 1.0000 Uani . . . . . .
C10 C 0.07661(17) 0.23838(14) 0.58379(12) 0.0189 1.0000 Uani . . . . . .
C11 C 0.15086(17) 0.26853(14) 0.53433(12) 0.0185 1.0000 Uani . . . . . .
C12 C 0.25327(17) 0.28542(15) 0.56491(12) 0.0204 1.0000 Uani . . . . . .
C13 C -0.20969(18) 0.18415(16) 0.57473(13) 0.0247 1.0000 Uani . . . . . .
C14 C -0.24143(17) 0.20779(15) 0.49959(13) 0.0215 1.0000 Uani . . . . . .
C15 C -0.16760(17) 0.23515(14) 0.45163(12) 0.0202 1.0000 Uani . . . . . .
C16 C -0.06103(16) 0.24260(14) 0.47728(12) 0.0179 1.0000 Uani . . . . . .
C17 C -0.03147(17) 0.22395(14) 0.55450(12) 0.0190 1.0000 Uani . . . . . .
C18 C -0.10787(18) 0.19283(16) 0.60217(13) 0.0248 1.0000 Uani . . . . . .
N100 N 0.18166(18) 0.48321(13) 0.79478(13) 0.0340 1.0000 Uani . . . . . .
C101 C 0.1687(2) 0.54523(17) 0.85955(16) 0.0360 1.0000 Uani . . . . . .
C102 C 0.1808(3) 0.50994(19) 0.94063(17) 0.0425 1.0000 Uani . . . . . .
C103 C 0.1775(2) 0.5788(2) 1.00063(18) 0.0430 1.0000 Uani . . . . . .
C104 C 0.0771(2) 0.6290(2) 0.9954(2) 0.0511 1.0000 Uani . . . . . .
C111 C 0.0991(2) 0.41535(18) 0.79613(19) 0.0414 1.0000 Uani . . . . . .
C112 C -0.0135(2) 0.4445(2) 0.7837(2) 0.0505 1.0000 Uani . . . . . .
C113 C -0.0861(3) 0.3703(3) 0.7720(3) 0.0654 1.0000 Uani . . . . . .
C114 C -0.1992(3) 0.3944(3) 0.7591(3) 0.0928 1.0000 Uani . . . . . .
C121 C 0.1724(2) 0.53250(17) 0.71999(16) 0.0359 1.0000 Uani . . . . . .
C122 C 0.1718(2) 0.48337(17) 0.64569(17) 0.0375 1.0000 Uani . . . . . .
C123 C 0.1539(2) 0.54352(19) 0.57820(17) 0.0419 1.0000 Uani . . . . . .
C124 C 0.1572(3) 0.5018(2) 0.5006(2) 0.0561 1.0000 Uani . . . . . .
C131 C 0.2876(2) 0.43986(17) 0.80414(17) 0.0360 1.0000 Uani D . . . . .
C132 C 0.3817(2) 0.49627(19) 0.8105(2) 0.0458 1.0000 Uani D . . . . .
C133 C 0.4798(3) 0.4439(3) 0.8290(2) 0.0701 1.0000 Uani D . . . . .
C134 C 0.5739(5) 0.4809(5) 0.8594(5) 0.0650 0.5000 Uani D . . . 1 .
P201 P 0.47980(5) 0.63381(4) 0.62334(4) 0.0266 1.0000 Uani . . . . . .
O202 O 0.40384(14) 0.70364(12) 0.63523(10) 0.0323 1.0000 Uani . . . . . .
O203 O 0.41058(16) 0.55242(14) 0.61758(13) 0.0443 1.0000 Uani D . . . . .
O204 O 0.54777(13) 0.64186(13) 0.55720(10) 0.0348 1.0000 Uani . . . . . .
O205 O 0.54904(14) 0.62173(14) 0.70064(10) 0.0388 1.0000 Uani D . . . . .
O301 O 0.51507(15) 0.60099(13) 0.41537(10) 0.0356 1.0000 Uani D . . . . .
C302 C 0.4050(2) 0.6076(3) 0.39585(19) 0.0534 1.0000 Uani . . . . . .
O13 O -0.28383(13) 0.15237(15) 0.62132(10) 0.0389 1.0000 Uani D . . . . .
O8 O 0.24068(12) 0.23060(11) 0.76617(9) 0.0231 1.0000 Uani D . . . . .
O7 O 0.38137(12) 0.29084(11) 0.67184(9) 0.0251 1.0000 Uani D . . . . .
O2 O 0.24316(14) 0.34545(15) 0.27659(10) 0.0410 1.0000 Uani D . . . . .
O1 O 0.04187(13) 0.31612(12) 0.21853(9) 0.0290 1.0000 Uani D . . . . .
O14 O -0.34565(13) 0.20023(12) 0.48028(10) 0.0283 1.0000 Uani D . . . . .
C144 C 0.5096(6) 0.4558(5) 0.9145(4) 0.0699 0.5000 Uani D . . . 2 .
H31 H 0.2642 0.3160 0.4177 0.0293 1.0000 Uiso R . . . . .
H61 H -0.0788 0.2713 0.3249 0.0243 1.0000 Uiso R . . . . .
H91 H 0.0607 0.2046 0.6958 0.0231 1.0000 Uiso R . . . . .
H121 H 0.3033 0.3055 0.5332 0.0238 1.0000 Uiso R . . . . .
H151 H -0.1896 0.2492 0.4019 0.0241 1.0000 Uiso R . . . . .
H181 H -0.0901 0.1786 0.6536 0.0300 1.0000 Uiso R . . . . .
H1011 H 0.2206 0.5896 0.8541 0.0434 1.0000 Uiso R . . . . .
H1012 H 0.0989 0.5687 0.8494 0.0431 1.0000 Uiso R . . . . .
H1022 H 0.2482 0.4815 0.9479 0.0513 1.0000 Uiso R . . . . .
H1021 H 0.1252 0.4698 0.9485 0.0509 1.0000 Uiso R . . . . .
H1031 H 0.1837 0.5526 1.0526 0.0507 1.0000 Uiso R . . . . .
H1032 H 0.2371 0.6162 0.9952 0.0506 1.0000 Uiso R . . . . .
H1041 H 0.0775 0.6691 1.0368 0.0768 1.0000 Uiso R . . . . .
H1042 H 0.0185 0.5914 0.9999 0.0770 1.0000 Uiso R . . . . .
H1043 H 0.0681 0.6569 0.9467 0.0768 1.0000 Uiso R . . . . .
H1112 H 0.1088 0.3854 0.8440 0.0488 1.0000 Uiso R . . . . .
H1111 H 0.1120 0.3776 0.7550 0.0484 1.0000 Uiso R . . . . .
H1121 H -0.0327 0.4753 0.8278 0.0601 1.0000 Uiso R . . . . .
H1122 H -0.0223 0.4792 0.7375 0.0594 1.0000 Uiso R . . . . .
H1131 H -0.0767 0.3318 0.8150 0.0780 1.0000 Uiso R . . . . .
H1132 H -0.0672 0.3430 0.7249 0.0786 1.0000 Uiso R . . . . .
H1141 H -0.2420 0.3458 0.7517 0.1358 1.0000 Uiso R . . . . .
H1143 H -0.2211 0.4252 0.8023 0.1362 1.0000 Uiso R . . . . .
H1142 H -0.2065 0.4287 0.7139 0.1361 1.0000 Uiso R . . . . .
H1211 H 0.2306 0.5714 0.7220 0.0427 1.0000 Uiso R . . . . .
H1212 H 0.1078 0.5634 0.7200 0.0425 1.0000 Uiso R . . . . .
H1221 H 0.2389 0.4554 0.6431 0.0443 1.0000 Uiso R . . . . .
H1222 H 0.1170 0.4423 0.6443 0.0433 1.0000 Uiso R . . . . .
H1231 H 0.2077 0.5865 0.5822 0.0496 1.0000 Uiso R . . . . .
H1232 H 0.0853 0.5686 0.5817 0.0504 1.0000 Uiso R . . . . .
H1241 H 0.1430 0.5420 0.4604 0.0837 1.0000 Uiso R . . . . .
H1242 H 0.2258 0.4779 0.4955 0.0837 1.0000 Uiso R . . . . .
H1243 H 0.1047 0.4584 0.4965 0.0835 1.0000 Uiso R . . . . .
H1311 H 0.2871 0.4047 0.8493 0.0434 1.0000 Uiso R . . . . .
H1312 H 0.2916 0.4055 0.7587 0.0422 1.0000 Uiso R . . . . .
H1321 H 0.3752 0.5374 0.8502 0.0554 1.0000 Uiso R . . . . .
H1322 H 0.3875 0.5244 0.7608 0.0555 1.0000 Uiso R . . . . .
H1341 H 0.6278 0.4391 0.8624 0.1040 0.5000 Uiso R . . . 1 .
H1343 H 0.5621 0.5032 0.9104 0.1042 0.5000 Uiso R . . . 1 .
H1342 H 0.5903 0.5244 0.8234 0.1041 0.5000 Uiso R . . . 1 .
H1441 H 0.5763 0.4302 0.9273 0.1109 0.5000 Uiso R . . . 2 .
H1443 H 0.5130 0.5139 0.9275 0.1109 0.5000 Uiso R . . . 2 .
H1442 H 0.4580 0.4296 0.9442 0.1109 0.5000 Uiso R . . . 2 .
H71 H 0.414(2) 0.3234(16) 0.6450(15) 0.0367 1.0000 Uiso D . . . . .
H81 H 0.1914(18) 0.2185(18) 0.7919(15) 0.0350 1.0000 Uiso D . . . . .
H2051 H 0.6112(16) 0.634(2) 0.696(2) 0.0573 1.0000 Uiso D . . . . .
H131 H -0.3404(18) 0.156(2) 0.5983(19) 0.0582 1.0000 Uiso D . . . . .
H21 H 0.225(3) 0.344(2) 0.2312(11) 0.0620 1.0000 Uiso D . . . . .
H2031 H 0.444(3) 0.5093(17) 0.608(2) 0.0664 1.0000 Uiso D . . . . .
H3011 H 0.518(3) 0.612(2) 0.4628(11) 0.0520 1.0000 Uiso D . . . . .
H141 H -0.365(2) 0.2282(18) 0.4426(14) 0.0427 1.0000 Uiso D . . . . .
H11 H -0.0112(18) 0.2907(18) 0.2064(18) 0.0433 1.0000 Uiso D . . . . .
H3022 H 0.3697 0.5678 0.4279 0.0802 1.0000 Uiso R . . . . .
H3021 H 0.3812 0.6637 0.4061 0.0811 1.0000 Uiso R . . . . .
H3023 H 0.3902 0.5930 0.3426 0.0807 1.0000 Uiso R . . . . .
H1331 H 0.4617 0.4028 0.8653 0.0848 0.5000 Uiso R . . . 1 .
H1332 H 0.4957 0.4175 0.7823 0.0848 0.5000 Uiso R . . . 1 .
H1333 H 0.5347 0.4615 0.7982 0.0848 0.5000 Uiso . . . . 2 .
H1334 H 0.4648 0.3864 0.8181 0.0848 0.5000 Uiso . . . . 2 .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.849(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
C1 . C2 . 1.404(3) yes
C1 . C6 . 1.370(3) yes
C1 . O1 . 1.377(3) yes
C2 . C3 . 1.368(3) yes
C2 . O2 . 1.373(3) yes
C3 . C4 . 1.406(3) yes
C3 . H31 . 0.920 no
C4 . C5 . 1.410(3) yes
C4 . C11 . 1.461(3) yes
C5 . C6 . 1.411(3) yes
C5 . C16 . 1.456(3) yes
C6 . H61 . 0.957 no
C7 . C8 . 1.406(3) yes
C7 . C12 . 1.369(3) yes
C7 . O7 . 1.377(3) yes
C8 . C9 . 1.378(3) yes
C8 . O8 . 1.364(2) yes
C9 . C10 . 1.412(3) yes
C9 . H91 . 0.931 no
C10 . C11 . 1.405(3) yes
C10 . C17 . 1.463(3) yes
C11 . C12 . 1.410(3) yes
C12 . H121 . 0.927 no
C13 . C14 . 1.398(3) yes
C13 . C18 . 1.367(3) yes
C13 . O13 . 1.382(3) yes
C14 . C15 . 1.370(3) yes
C14 . O14 . 1.360(3) yes
C15 . C16 . 1.413(3) yes
C15 . H151 . 0.922 no
C16 . C17 . 1.406(3) yes
C17 . C18 . 1.411(3) yes
C18 . H181 . 0.939 no
N100 . C101 . 1.520(3) yes
N100 . C111 . 1.517(3) yes
N100 . C121 . 1.521(3) yes
N100 . C131 . 1.523(3) yes
C101 . C102 . 1.520(4) yes
C101 . H1011 . 0.981 no
C101 . H1012 . 0.974 no
C102 . C103 . 1.522(4) yes
C102 . H1022 . 0.976 no
C102 . H1021 . 0.975 no
C103 . C104 . 1.513(4) yes
C103 . H1031 . 0.996 no
C103 . H1032 . 0.979 no
C104 . H1041 . 0.966 no
C104 . H1042 . 0.968 no
C104 . H1043 . 0.959 no
C111 . C112 . 1.517(4) yes
C111 . H1112 . 0.964 no
C111 . H1111 . 0.960 no
C112 . C113 . 1.515(5) yes
C112 . H1121 . 0.958 no
C112 . H1122 . 0.978 no
C113 . C114 . 1.502(6) yes
C113 . H1131 . 0.972 no
C113 . H1132 . 0.972 no
C114 . H1141 . 0.957 no
C114 . H1143 . 0.956 no
C114 . H1142 . 0.960 no
C121 . C122 . 1.514(4) yes
C121 . H1211 . 0.970 no
C121 . H1212 . 0.964 no
C122 . C123 . 1.526(4) yes
C122 . H1221 . 0.972 no
C122 . H1222 . 0.962 no
C123 . C124 . 1.510(4) yes
C123 . H1231 . 0.972 no
C123 . H1232 . 0.970 no
C124 . H1241 . 0.961 no
C124 . H1242 . 0.965 no
C124 . H1243 . 0.966 no
C131 . C132 . 1.504(4) yes
C131 . H1311 . 0.967 no
C131 . H1312 . 0.968 no
C132 . C133 . 1.527(4) yes
C132 . H1321 . 0.962 no
C132 . H1322 . 0.983 no
C133 . C134 . 1.415(6) yes
C133 . H1331 . 0.950 no
C133 . H1332 . 0.950 no
C134 . H1341 . 0.962 no
C134 . H1343 . 0.976 no
C134 . H1342 . 0.969 no
P201 . O202 . 1.5045(19) yes
P201 . O203 . 1.576(2) yes
P201 . O204 . 1.4896(18) yes
P201 . O205 . 1.5775(18) yes
O203 . H2031 . 0.833(18) no
O205 . H2051 . 0.827(18) no
O301 . C302 . 1.432(3) yes
O301 . H3011 . 0.843(18) no
C302 . H3022 . 0.976 no
C302 . H3021 . 0.969 no
C302 . H3023 . 0.964 no
O13 . H131 . 0.809(18) no
O8 . H81 . 0.818(17) no
O7 . H71 . 0.828(17) no
O2 . H21 . 0.811(18) no
O1 . H11 . 0.808(17) no
O14 . H141 . 0.820(17) no
C144 . H1441 . 0.961 no
C144 . H1443 . 0.959 no
C144 . H1442 . 0.959 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 . C1 . C6 . 119.6(2) yes
C2 . C1 . O1 . 117.5(2) yes
C6 . C1 . O1 . 122.9(2) yes
C1 . C2 . C3 . 119.8(2) yes
C1 . C2 . O2 . 121.1(2) yes
C3 . C2 . O2 . 119.1(2) yes
C2 . C3 . C4 . 121.7(2) yes
C2 . C3 . H31 . 118.1 no
C4 . C3 . H31 . 120.2 no
C3 . C4 . C5 . 118.7(2) yes
C3 . C4 . C11 . 121.8(2) yes
C5 . C4 . C11 . 119.56(19) yes
C4 . C5 . C6 . 118.7(2) yes
C4 . C5 . C16 . 120.05(19) yes
C6 . C5 . C16 . 121.26(19) yes
C5 . C6 . C1 . 121.5(2) yes
C5 . C6 . H61 . 120.7 no
C1 . C6 . H61 . 117.8 no
C8 . C7 . C12 . 119.7(2) yes
C8 . C7 . O7 . 117.95(19) yes
C12 . C7 . O7 . 122.4(2) yes
C7 . C8 . C9 . 119.31(19) yes
C7 . C8 . O8 . 117.81(19) yes
C9 . C8 . O8 . 122.9(2) yes
C8 . C9 . C10 . 121.8(2) yes
C8 . C9 . H91 . 118.0 no
C10 . C9 . H91 . 120.2 no
C9 . C10 . C11 . 118.52(19) yes
C9 . C10 . C17 . 121.4(2) yes
C11 . C10 . C17 . 120.01(19) yes
C4 . C11 . C10 . 120.23(19) yes
C4 . C11 . C12 . 121.0(2) yes
C10 . C11 . C12 . 118.78(19) yes
C11 . C12 . C7 . 121.9(2) yes
C11 . C12 . H121 . 120.0 no
C7 . C12 . H121 . 118.1 no
C14 . C13 . C18 . 121.1(2) yes
C14 . C13 . O13 . 118.6(2) yes
C18 . C13 . O13 . 120.4(2) yes
C13 . C14 . C15 . 119.0(2) yes
C13 . C14 . O14 . 115.6(2) yes
C15 . C14 . O14 . 125.4(2) yes
C14 . C15 . C16 . 121.4(2) yes
C14 . C15 . H151 . 117.9 no
C16 . C15 . H151 . 120.6 no
C5 . C16 . C15 . 120.89(19) yes
C5 . C16 . C17 . 120.27(19) yes
C15 . C16 . C17 . 118.84(19) yes
C10 . C17 . C16 . 119.57(19) yes
C10 . C17 . C18 . 121.64(19) yes
C16 . C17 . C18 . 118.79(19) yes
C17 . C18 . C13 . 120.6(2) yes
C17 . C18 . H181 . 120.7 no
C13 . C18 . H181 . 118.7 no
C101 . N100 . C111 . 110.5(2) yes
C101 . N100 . C121 . 106.8(2) yes
C111 . N100 . C121 . 111.5(2) yes
C101 . N100 . C131 . 110.8(2) yes
C111 . N100 . C131 . 106.7(2) yes
C121 . N100 . C131 . 110.6(2) yes
N100 . C101 . C102 . 115.8(2) yes
N100 . C101 . H1011 . 107.3 no
C102 . C101 . H1011 . 109.2 no
N100 . C101 . H1012 . 104.9 no
C102 . C101 . H1012 . 110.7 no
H1011 . C101 . H1012 . 108.7 no
C101 . C102 . C103 . 111.2(2) yes
C101 . C102 . H1022 . 109.5 no
C103 . C102 . H1022 . 108.0 no
C101 . C102 . H1021 . 110.0 no
C103 . C102 . H1021 . 109.3 no
H1022 . C102 . H1021 . 108.7 no
C102 . C103 . C104 . 113.8(3) yes
C102 . C103 . H1031 . 108.3 no
C104 . C103 . H1031 . 107.4 no
C102 . C103 . H1032 . 108.9 no
C104 . C103 . H1032 . 109.3 no
H1031 . C103 . H1032 . 109.0 no
C103 . C104 . H1041 . 110.0 no
C103 . C104 . H1042 . 108.8 no
H1041 . C104 . H1042 . 108.9 no
C103 . C104 . H1043 . 110.9 no
H1041 . C104 . H1043 . 110.1 no
H1042 . C104 . H1043 . 108.1 no
N100 . C111 . C112 . 115.6(2) yes
N100 . C111 . H1112 . 108.4 no
C112 . C111 . H1112 . 110.4 no
N100 . C111 . H1111 . 106.8 no
C112 . C111 . H1111 . 107.0 no
H1112 . C111 . H1111 . 108.3 no
C111 . C112 . C113 . 110.2(3) yes
C111 . C112 . H1121 . 109.3 no
C113 . C112 . H1121 . 109.1 no
C111 . C112 . H1122 . 110.7 no
C113 . C112 . H1122 . 107.3 no
H1121 . C112 . H1122 . 110.2 no
C112 . C113 . C114 . 113.2(4) yes
C112 . C113 . H1131 . 110.5 no
C114 . C113 . H1131 . 110.6 no
C112 . C113 . H1132 . 106.5 no
C114 . C113 . H1132 . 106.0 no
H1131 . C113 . H1132 . 109.8 no
C113 . C114 . H1141 . 110.4 no
C113 . C114 . H1143 . 109.8 no
H1141 . C114 . H1143 . 109.5 no
C113 . C114 . H1142 . 108.4 no
H1141 . C114 . H1142 . 109.3 no
H1143 . C114 . H1142 . 109.4 no
N100 . C121 . C122 . 117.2(2) yes
N100 . C121 . H1211 . 106.4 no
C122 . C121 . H1211 . 109.3 no
N100 . C121 . H1212 . 106.8 no
C122 . C121 . H1212 . 107.9 no
H1211 . C121 . H1212 . 109.0 no
C121 . C122 . C123 . 108.8(2) yes
C121 . C122 . H1221 . 108.7 no
C123 . C122 . H1221 . 110.3 no
C121 . C122 . H1222 . 110.0 no
C123 . C122 . H1222 . 109.8 no
H1221 . C122 . H1222 . 109.2 no
C122 . C123 . C124 . 113.4(3) yes
C122 . C123 . H1231 . 108.6 no
C124 . C123 . H1231 . 108.7 no
C122 . C123 . H1232 . 107.9 no
C124 . C123 . H1232 . 108.3 no
H1231 . C123 . H1232 . 109.9 no
C123 . C124 . H1241 . 109.9 no
C123 . C124 . H1242 . 109.4 no
H1241 . C124 . H1242 . 109.4 no
C123 . C124 . H1243 . 109.1 no
H1241 . C124 . H1243 . 109.1 no
H1242 . C124 . H1243 . 109.9 no
N100 . C131 . C132 . 115.9(2) yes
N100 . C131 . H1311 . 107.6 no
C132 . C131 . H1311 . 109.5 no
N100 . C131 . H1312 . 105.2 no
C132 . C131 . H1312 . 108.8 no
H1311 . C131 . H1312 . 109.6 no
C131 . C132 . C133 . 109.2(3) yes
C131 . C132 . H1321 . 111.2 no
C133 . C132 . H1321 . 109.3 no
C131 . C132 . H1322 . 108.2 no
C133 . C132 . H1322 . 109.4 no
H1321 . C132 . H1322 . 109.5 no
C132 . C133 . C134 . 121.2(4) yes
C132 . C133 . H1331 . 106.9 no
C134 . C133 . H1331 . 106.2 no
C132 . C133 . H1332 . 106.2 no
C134 . C133 . H1332 . 106.6 no
H1331 . C133 . H1332 . 109.5 no
C133 . C134 . H1341 . 108.6 no
C133 . C134 . H1343 . 108.6 no
H1341 . C134 . H1343 . 110.8 no
C133 . C134 . H1342 . 105.8 no
H1341 . C134 . H1342 . 110.7 no
H1343 . C134 . H1342 . 112.1 no
O202 . P201 . O203 . 105.03(11) yes
O202 . P201 . O204 . 116.99(11) yes
O203 . P201 . O204 . 111.98(12) yes
O202 . P201 . O205 . 107.93(11) yes
O203 . P201 . O205 . 103.71(12) yes
O204 . P201 . O205 . 110.25(10) yes
P201 . O203 . H2031 . 114(3) no
P201 . O205 . H2051 . 112(2) no
C302 . O301 . H3011 . 101(2) no
O301 . C302 . H3022 . 107.3 no
O301 . C302 . H3021 . 109.9 no
H3022 . C302 . H3021 . 109.8 no
O301 . C302 . H3023 . 110.1 no
H3022 . C302 . H3023 . 108.7 no
H3021 . C302 . H3023 . 111.0 no
C13 . O13 . H131 . 108(3) no
C8 . O8 . H81 . 111(2) no
C7 . O7 . H71 . 113(2) no
C2 . O2 . H21 . 114(3) no
C1 . O1 . H11 . 108(2) no
C14 . O14 . H141 . 113(2) no
C133 . C144 . H1441 . 109.8 no
C133 . C144 . H1443 . 111.0 no
H1441 . C144 . H1443 . 109.4 no
C133 . C144 . H1442 . 109.4 no
H1441 . C144 . H1442 . 108.5 no
H1443 . C144 . H1442 . 108.7 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
C3 . H31 . O204 2_666 169.32(7) 0.920 2.510 3.419(4) yes
C6 . H61 . O8 3_454 171.75(7) 0.957 2.468 3.418(4) yes
C15 . H151 . O8 3_454 172.72(7) 0.922 2.496 3.412(4) yes
C121 . H1211 . O8 4_556 137.98(7) 0.970 2.584 3.367(4) yes
C132 . H1322 . O203 . 162.75(8) 0.983 2.568 3.518(4) yes
O7 . H71 . O301 2_666 179(3) 0.828 1.876 2.703(4) yes
O8 . H81 . O202 4_546 168(3) 0.818 1.827 2.633(4) yes
O205 . H2051 . O2 2_666 160(3) 0.827 1.924 2.715(4) yes
O2 . H21 . O13 3_554 166(4) 0.811 1.909 2.704(4) yes
O203 . H2031 . O301 2_666 165(4) 0.833 1.896 2.710(4) yes
O301 . H3011 . O204 . 169(3) 0.843 1.733 2.564(4) yes
O14 . H141 . O202 2_566 175(3) 0.820 1.788 2.606(4) yes
O1 . H11 . O7 3_454 167(3) 0.808 1.964 2.759(4) 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
-1 4 1 x .
0 4 0 x .
0 1 5 x .
0 3 4 x .
1 2 21 x .
3 0 1 x .
_chemical_name_systematic        '[HHTP.TBA.H2PO4]n'
####################################################################### 
# 
# 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_OAc
_database_code_depnum_ccdc_archive 'CCDC 1451581'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-03-28 downloaded from the CCDC.
;

_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          
; 
The TBA cation shows positional disorder, this was modeled by having two 
positions for three terminal carbon atoms (s.o.f.: 0.66:0.34). It was necessary 
to apply restraints to the bond lengths and angles, as well as the thermal and 
vibrational atoms of the TBA cation to achieve a sensible refinement. 
Residual electron density is located around the disordered parts of the TBA 
cation.

C-H hydrogen atoms were generally 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 hydrogen atoms 
were visible in the Fourier difference map and were refined with restraints on
bond lengths and angles.
;

_cell_length_a                   13.0411(2)
_cell_length_b                   16.2078(3)
_cell_length_c                   16.6185(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.0656(14)
_cell_angle_gamma                90
_cell_volume                     3512.61(5)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n '
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,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 0.0181 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            4

_chemical_formula_sum            'C37 H55 N1 O9'
_chemical_formula_moiety         'C18 H12 O6, C16 H36 N, C2 H3 O2, C H4 O'
_chemical_compound_source        synthesized
_chemical_formula_weight         657.84


_cell_measurement_reflns_used    19966
_cell_measurement_theta_min      3.79
_cell_measurement_theta_max      72.55
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale brown'
_exptl_crystal_size_min          0.05
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_max          0.22

_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1424.000
_exptl_absorpt_coefficient_mu    0.714

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.92
_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/2θ

_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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      150
_diffrn_reflns_number            67938
_reflns_number_total             6945
_diffrn_reflns_av_R_equivalents  0.035

_diffrn_reflns_theta_min         3.810
_diffrn_reflns_theta_max         72.887
_diffrn_measured_fraction_theta_max 0.991

_diffrn_reflns_theta_full        71.430
_diffrn_measured_fraction_theta_full 0.999

_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -16
_reflns_limit_h_max              16
_reflns_limit_k_min              0
_reflns_limit_k_max              20
_reflns_limit_l_min              0
_reflns_limit_l_max              20

_oxford_diffrn_Wilson_B_factor   2.85
_oxford_diffrn_Wilson_scale      0.13

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.89
_refine_diff_density_max         0.77

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         5658
_refine_ls_number_restraints     186
_refine_ls_number_parameters     472
_oxford_refine_ls_R_factor_ref   0.0817
_refine_ls_wR_factor_ref         0.2184
_refine_ls_goodness_of_fit_ref   0.9951
_refine_ls_shift/su_max          0.0003288
_refine_ls_shift/su_mean         0.0000293

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        5658
_refine_ls_R_factor_all          0.0817
_refine_ls_wR_factor_all         0.2184

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5092
_refine_ls_R_factor_gt           0.0771
_refine_ls_wR_factor_gt          0.2146

_chemical_absolute_configuration .


_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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.280E+04 0.472E+04 0.287E+04 0.116E+04 247. 
;

# 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 0.81368(19) 0.26178(16) 0.21612(15) 0.0267 1.0000 Uani . . . . . .
C2 C 0.90215(19) 0.23541(16) 0.25765(14) 0.0267 1.0000 Uani . . . . . .
C3 C 0.99058(19) 0.22043(16) 0.21500(15) 0.0269 1.0000 Uani . . . . . .
C4 C 0.99597(19) 0.23042(15) 0.13083(14) 0.0247 1.0000 Uani . . . . . .
C5 C 0.90792(19) 0.25818(15) 0.08955(14) 0.0254 1.0000 Uani . . . . . .
C6 C 0.81822(19) 0.27362(16) 0.13447(14) 0.0262 1.0000 Uani . . . . . .
C7 C 1.26536(19) 0.16198(16) 0.08229(15) 0.0276 1.0000 Uani . . . . . .
C8 C 1.26770(18) 0.17456(16) -0.00130(15) 0.0269 1.0000 Uani . . . . . .
C9 C 1.18225(19) 0.20396(16) -0.03987(14) 0.0282 1.0000 Uani . . . . . .
C10 C 1.09075(19) 0.22128(15) 0.00198(14) 0.0255 1.0000 Uani . . . . . .
C11 C 1.08919(19) 0.21151(15) 0.08582(14) 0.0254 1.0000 Uani . . . . . .
C12 C 1.17871(19) 0.18154(17) 0.12483(14) 0.0285 1.0000 Uani . . . . . .
C13 C 0.9108(2) 0.27956(18) -0.16625(15) 0.0315 1.0000 Uani . . . . . .
C14 C 0.8221(2) 0.30095(18) -0.12352(15) 0.0327 1.0000 Uani . . . . . .
C15 C 0.82221(19) 0.29534(17) -0.04101(15) 0.0297 1.0000 Uani . . . . . .
C16 C 0.90943(19) 0.26830(15) 0.00207(14) 0.0258 1.0000 Uani . . . . . .
C17 C 0.99904(19) 0.24857(16) -0.04084(14) 0.0268 1.0000 Uani . . . . . .
C18 C 0.9973(2) 0.25518(17) -0.12553(14) 0.0292 1.0000 Uani . . . . . .
N100 N 0.8420(2) 0.52147(17) 0.2774(2) 0.0656 1.0000 Uani D U . . . .
C101 C 0.9278(3) 0.4581(2) 0.2725(3) 0.0614 1.0000 Uani D U . . . .
C102 C 1.0332(3) 0.4921(2) 0.2541(3) 0.0650 1.0000 Uani D U . . . .
C103 C 1.1091(3) 0.4222(3) 0.2411(4) 0.0856 1.0000 Uani D U . . . .
C104 C 1.2199(4) 0.4525(4) 0.2366(4) 0.1018 1.0000 Uani D U . . . .
C111 C 0.8667(3) 0.5876(2) 0.3384(3) 0.0693 1.0000 Uani D U . . . .
C112 C 0.8868(6) 0.5585(3) 0.4221(3) 0.1063 1.0000 Uani D U . . . .
C113 C 0.8835(4) 0.6302(4) 0.4770(4) 0.1127 1.0000 Uani D U . . . .
C114 C 0.8764(7) 0.6135(6) 0.5665(4) 0.1153 0.6600 Uani D U . . 1 .
C121 C 0.7468(3) 0.4742(2) 0.3012(3) 0.0720 1.0000 Uani D U . . . .
C122 C 0.6481(3) 0.5241(3) 0.3072(3) 0.0746 1.0000 Uani D U . . . .
C123 C 0.5661(3) 0.4641(3) 0.3358(4) 0.1005 1.0000 Uani D U . . . .
C124 C 0.4635(4) 0.5017(4) 0.3576(5) 0.0881 0.6600 Uani D U . . 1 .
C131 C 0.8276(4) 0.5646(2) 0.1971(3) 0.0765 1.0000 Uani D U . . . .
C132 C 0.8003(5) 0.5092(3) 0.1264(3) 0.0928 1.0000 Uani D U . . . .
C133 C 0.8030(5) 0.5631(4) 0.0512(4) 0.1196 1.0000 Uani D U . . . .
O201 O 0.55398(14) 0.29908(14) 0.17987(11) 0.0405 1.0000 Uani . . . . . .
O202 O 0.59839(15) 0.35290(16) 0.06155(12) 0.0472 1.0000 Uani . . . . . .
C203 C 0.5330(2) 0.32847(18) 0.11126(16) 0.0351 1.0000 Uani . . . . . .
C204 C 0.4221(2) 0.3323(2) 0.0862(2) 0.0458 1.0000 Uani . . . . . .
O301 O 0.55620(15) 0.35825(14) -0.09182(11) 0.0403 1.0000 Uani D . . . . .
C302 C 0.5357(3) 0.4428(2) -0.1090(2) 0.0593 1.0000 Uani . . . . . .
O2 O 0.89549(14) 0.22561(13) 0.33961(10) 0.0348 1.0000 Uani D . . . . .
O1 O 0.72668(13) 0.27446(12) 0.26022(10) 0.0327 1.0000 Uani D . . . . .
O14 O 0.73892(15) 0.32479(16) -0.16808(11) 0.0448 1.0000 Uani D . . . . .
O13 O 0.90772(15) 0.28346(15) -0.24843(11) 0.0409 1.0000 Uani D . . . . .
O8 O 1.35747(14) 0.15808(13) -0.04137(11) 0.0344 1.0000 Uani D . . . . .
O7 O 1.35288(14) 0.13269(13) 0.11821(11) 0.0354 1.0000 Uani D . . . . .
C134 C 0.7868(10) 0.5118(6) -0.0239(5) 0.1328 0.6600 Uani D U . . 1 .
C135 C 0.9024(8) 0.5475(8) 0.0060(7) 0.0904 0.3400 Uani D U . . 2 .
C125 C 0.5449(9) 0.4885(8) 0.4225(4) 0.0817 0.3400 Uani D U . . 2 .
C115 C 0.7887(7) 0.6082(10) 0.5259(7) 0.1016 0.3400 Uani D U . . 2 .
H31 H 1.0483 0.2038 0.2434 0.0330 1.0000 Uiso R . . . . .
H61 H 0.7589 0.2934 0.1088 0.0332 1.0000 Uiso R . . . . .
H91 H 1.1877 0.2142 -0.0959 0.0337 1.0000 Uiso R . . . . .
H121 H 1.1798 0.1749 0.1814 0.0357 1.0000 Uiso R . . . . .
H151 H 0.7639 0.3105 -0.0126 0.0380 1.0000 Uiso R . . . . .
H181 H 1.0557 0.2405 -0.1550 0.0380 1.0000 Uiso R . . . . .
H1011 H 0.9300 0.4309 0.3257 0.0796 1.0000 Uiso R . . . . .
H1012 H 0.9106 0.4172 0.2334 0.0794 1.0000 Uiso R . . . . .
H1022 H 1.0572 0.5276 0.2980 0.0788 1.0000 Uiso R . . . . .
H1021 H 1.0305 0.5241 0.2040 0.0796 1.0000 Uiso R . . . . .
H1031 H 1.1006 0.3826 0.2844 0.1035 1.0000 Uiso R . . . . .
H1032 H 1.0921 0.3954 0.1898 0.1030 1.0000 Uiso R . . . . .
H1042 H 1.2685 0.4076 0.2419 0.1531 1.0000 Uiso R . . . . .
H1041 H 1.2331 0.4917 0.2800 0.1533 1.0000 Uiso R . . . . .
H1043 H 1.2301 0.4802 0.1852 0.1529 1.0000 Uiso R . . . . .
H1112 H 0.9264 0.6172 0.3181 0.0852 1.0000 Uiso R . . . . .
H1111 H 0.8083 0.6252 0.3386 0.0848 1.0000 Uiso R . . . . .
H1121 H 0.9527 0.5305 0.4252 0.1304 1.0000 Uiso R . . . . .
H1122 H 0.8318 0.5207 0.4378 0.1302 1.0000 Uiso R . . . . .
H1212 H 0.7615 0.4492 0.3528 0.0931 1.0000 Uiso R . . . . .
H1211 H 0.7368 0.4322 0.2605 0.0929 1.0000 Uiso R . . . . .
H1222 H 0.6558 0.5698 0.3458 0.0935 1.0000 Uiso R . . . . .
H1221 H 0.6301 0.5472 0.2546 0.0944 1.0000 Uiso R . . . . .
H1312 H 0.8916 0.5931 0.1844 0.0963 1.0000 Uiso R . . . . .
H1311 H 0.7738 0.6046 0.2051 0.0956 1.0000 Uiso R . . . . .
H1322 H 0.8504 0.4660 0.1224 0.1160 1.0000 Uiso R . . . . .
H1321 H 0.7318 0.4855 0.1345 0.1162 1.0000 Uiso R . . . . .
H2041 H 0.4131 0.3766 0.0496 0.0717 1.0000 Uiso R . . . . .
H2043 H 0.3795 0.3394 0.1326 0.0718 1.0000 Uiso R . . . . .
H2042 H 0.4060 0.2805 0.0598 0.0720 1.0000 Uiso R . . . . .
H21 H 0.949(2) 0.204(2) 0.357(2) 0.0546 1.0000 Uiso D . . . . .
H11 H 0.680(2) 0.285(2) 0.2278(19) 0.0509 1.0000 Uiso D . . . . .
H141 H 0.688(2) 0.330(3) -0.138(2) 0.0688 1.0000 Uiso D . . . . .
H81 H 1.363(3) 0.183(2) -0.0841(15) 0.0534 1.0000 Uiso D . . . . .
H71 H 1.347(3) 0.146(2) 0.1659(13) 0.0560 1.0000 Uiso D . . . . .
H132 H 0.954(2) 0.254(2) -0.267(2) 0.0629 1.0000 Uiso D . . . . .
H3011 H 0.572(3) 0.357(3) -0.0423(13) 0.0624 1.0000 Uiso D . . . . .
H3021 H 0.5225 0.4486 -0.1649 0.0732 1.0000 Uiso R . . . . .
H3022 H 0.5934 0.4754 -0.0947 0.0732 1.0000 Uiso R . . . . .
H3023 H 0.4775 0.4608 -0.0794 0.0732 1.0000 Uiso R . . . . .
H1141 H 0.8754 0.6641 0.5952 0.1290 0.6600 Uiso R . . . 1 .
H1142 H 0.9344 0.5820 0.5825 0.1290 0.6600 Uiso R . . . 1 .
H1143 H 0.8156 0.5833 0.5777 0.1290 0.6600 Uiso R . . . 1 .
H1241 H 0.4175 0.4596 0.3742 0.1074 0.6600 Uiso R . . . 1 .
H1242 H 0.4729 0.5401 0.4002 0.1074 0.6600 Uiso R . . . 1 .
H1243 H 0.4360 0.5294 0.3120 0.1074 0.6600 Uiso R . . . 1 .
H1341 H 0.7884 0.5462 -0.0701 0.1640 0.6600 Uiso R . . . 1 .
H1342 H 0.8391 0.4712 -0.0279 0.1640 0.6600 Uiso R . . . 1 .
H1343 H 0.7219 0.4854 -0.0203 0.1640 0.6600 Uiso R . . . 1 .
H1351 H 0.9047 0.5814 -0.0406 0.1105 0.3400 Uiso R . . . 2 .
H1352 H 0.9593 0.5597 0.0396 0.1105 0.3400 Uiso R . . . 2 .
H1353 H 0.9049 0.4911 -0.0096 0.1105 0.3400 Uiso R . . . 2 .
H1251 H 0.4940 0.4532 0.4447 0.1025 0.3400 Uiso R . . . 2 .
H1252 H 0.6062 0.4840 0.4531 0.1025 0.3400 Uiso R . . . 2 .
H1253 H 0.5212 0.5440 0.4239 0.1025 0.3400 Uiso R . . . 2 .
H1151 H 0.7770 0.6507 0.5641 0.1351 0.3400 Uiso R . . . 2 .
H1152 H 0.7995 0.5574 0.5531 0.1351 0.3400 Uiso R . . . 2 .
H1153 H 0.7307 0.6034 0.4916 0.1351 0.3400 Uiso R . . . 2 .
H1331 H 0.8230 0.6174 0.0362 0.1454 0.6600 Uiso R . . . 1 .
H1332 H 0.7410 0.5655 0.0812 0.1454 0.6600 Uiso R . . . 1 .
H1333 H 0.7996 0.6203 0.0678 0.1454 0.3400 Uiso . . . . 2 .
H1334 H 0.7454 0.5518 0.0184 0.1454 0.3400 Uiso . . . . 2 .
H1231 H 0.5917 0.4363 0.3820 0.1234 0.6600 Uiso R . . . 1 .
H1232 H 0.5550 0.4255 0.2938 0.1234 0.6600 Uiso R . . . 1 .
H1233 H 0.5910 0.4082 0.3327 0.1234 0.3400 Uiso . . . . 2 .
H1234 H 0.5060 0.4683 0.3039 0.1234 0.3400 Uiso . . . . 2 .
H1131 H 0.9439 0.6614 0.4672 0.1338 0.6600 Uiso R . . . 1 .
H1132 H 0.8250 0.6621 0.4628 0.1338 0.6600 Uiso R . . . 1 .
H1133 H 0.9438 0.6355 0.5082 0.1338 0.3400 Uiso . . . . 2 .
H1134 H 0.8755 0.6816 0.4463 0.1338 0.3400 Uiso . . . . 2 .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.95(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
C1 . C2 . 1.410(4) yes
C1 . C6 . 1.372(3) yes
C1 . O1 . 1.367(3) yes
C2 . C3 . 1.376(4) yes
C2 . O2 . 1.374(3) yes
C3 . C4 . 1.410(3) yes
C3 . H31 . 0.929 no
C4 . C5 . 1.411(4) yes
C4 . C11 . 1.461(3) yes
C5 . C6 . 1.411(4) yes
C5 . C16 . 1.463(3) yes
C6 . H61 . 0.940 no
C7 . C8 . 1.404(4) yes
C7 . C12 . 1.371(4) yes
C7 . O7 . 1.372(3) yes
C8 . C9 . 1.370(4) yes
C8 . O8 . 1.374(3) yes
C9 . C10 . 1.410(4) yes
C9 . H91 . 0.949 no
C10 . C11 . 1.403(3) yes
C10 . C17 . 1.460(3) yes
C11 . C12 . 1.420(4) yes
C12 . H121 . 0.946 no
C13 . C14 . 1.402(4) yes
C13 . C18 . 1.373(4) yes
C13 . O13 . 1.368(3) yes
C14 . C15 . 1.374(4) yes
C14 . O14 . 1.369(3) yes
C15 . C16 . 1.413(4) yes
C15 . H151 . 0.928 no
C16 . C17 . 1.407(4) yes
C17 . C18 . 1.412(3) yes
C18 . H181 . 0.937 no
N100 . C101 . 1.521(4) yes
N100 . C111 . 1.510(5) yes
N100 . C121 . 1.512(4) yes
N100 . C131 . 1.519(5) yes
C101 . C102 . 1.513(5) yes
C101 . H1011 . 0.988 no
C101 . H1012 . 0.955 no
C102 . C103 . 1.520(5) yes
C102 . H1022 . 0.980 no
C102 . H1021 . 0.981 no
C103 . C104 . 1.527(6) yes
C103 . H1031 . 0.971 no
C103 . H1032 . 0.981 no
C104 . H1042 . 0.970 no
C104 . H1041 . 0.978 no
C104 . H1043 . 0.975 no
C111 . C112 . 1.492(6) yes
C111 . H1112 . 0.975 no
C111 . H1111 . 0.976 no
C112 . C113 . 1.478(6) yes
C112 . H1121 . 0.973 no
C112 . H1122 . 0.978 no
C113 . C114 . 1.515(2) yes
C113 . H1131 . 0.950 no
C113 . H1132 . 0.950 no
C114 . H1141 . 0.950 no
C114 . H1142 . 0.950 no
C114 . H1143 . 0.950 no
C121 . C122 . 1.524(5) yes
C121 . H1212 . 0.967 no
C121 . H1211 . 0.968 no
C122 . C123 . 1.522(6) yes
C122 . H1222 . 0.984 no
C122 . H1221 . 0.979 no
C123 . C124 . 1.514(2) yes
C123 . H1231 . 0.950 no
C123 . H1232 . 0.950 no
C124 . H1241 . 0.950 no
C124 . H1242 . 0.950 no
C124 . H1243 . 0.950 no
C131 . C132 . 1.521(6) yes
C131 . H1312 . 0.977 no
C131 . H1311 . 0.964 no
C132 . C133 . 1.525(6) yes
C132 . H1322 . 0.960 no
C132 . H1321 . 0.982 no
C133 . C134 . 1.515(2) yes
C133 . H1331 . 0.950 no
C133 . H1332 . 0.950 no
O201 . C203 . 1.265(3) yes
O202 . C203 . 1.252(4) yes
C203 . C204 . 1.506(4) yes
C204 . H2041 . 0.947 no
C204 . H2043 . 0.958 no
C204 . H2042 . 0.970 no
O301 . C302 . 1.426(4) yes
O301 . H3011 . 0.848(19) no
C302 . H3021 . 0.950 no
C302 . H3022 . 0.950 no
C302 . H3023 . 0.950 no
O2 . H21 . 0.833(18) no
O1 . H11 . 0.833(18) no
O14 . H141 . 0.832(19) no
O13 . H132 . 0.833(19) no
O8 . H81 . 0.824(18) no
O7 . H71 . 0.824(19) no
C134 . H1341 . 0.950 no
C134 . H1342 . 0.950 no
C134 . H1343 . 0.950 no
C135 . H1351 . 0.950 no
C135 . H1352 . 0.950 no
C135 . H1353 . 0.950 no
C125 . H1251 . 0.950 no
C125 . H1252 . 0.950 no
C125 . H1253 . 0.950 no
C115 . H1151 . 0.950 no
C115 . H1152 . 0.950 no
C115 . H1153 . 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 . C1 . C6 . 119.4(2) yes
C2 . C1 . O1 . 117.5(2) yes
C6 . C1 . O1 . 123.1(2) yes
C1 . C2 . C3 . 119.2(2) yes
C1 . C2 . O2 . 117.9(2) yes
C3 . C2 . O2 . 123.0(2) yes
C2 . C3 . C4 . 122.3(2) yes
C2 . C3 . H31 . 117.9 no
C4 . C3 . H31 . 119.8 no
C3 . C4 . C5 . 118.5(2) yes
C3 . C4 . C11 . 121.8(2) yes
C5 . C4 . C11 . 119.7(2) yes
C4 . C5 . C6 . 118.3(2) yes
C4 . C5 . C16 . 120.5(2) yes
C6 . C5 . C16 . 121.2(2) yes
C5 . C6 . C1 . 122.4(2) yes
C5 . C6 . H61 . 120.2 no
C1 . C6 . H61 . 117.4 no
C8 . C7 . C12 . 119.7(2) yes
C8 . C7 . O7 . 117.5(2) yes
C12 . C7 . O7 . 122.8(2) yes
C7 . C8 . C9 . 119.6(2) yes
C7 . C8 . O8 . 118.1(2) yes
C9 . C8 . O8 . 122.3(2) yes
C8 . C9 . C10 . 121.8(2) yes
C8 . C9 . H91 . 117.3 no
C10 . C9 . H91 . 120.9 no
C9 . C10 . C11 . 118.7(2) yes
C9 . C10 . C17 . 120.9(2) yes
C11 . C10 . C17 . 120.4(2) yes
C4 . C11 . C10 . 119.9(2) yes
C4 . C11 . C12 . 121.5(2) yes
C10 . C11 . C12 . 118.6(2) yes
C11 . C12 . C7 . 121.4(2) yes
C11 . C12 . H121 . 120.3 no
C7 . C12 . H121 . 118.3 no
C14 . C13 . C18 . 120.0(2) yes
C14 . C13 . O13 . 118.1(2) yes
C18 . C13 . O13 . 121.9(2) yes
C13 . C14 . C15 . 119.3(2) yes
C13 . C14 . O14 . 116.7(2) yes
C15 . C14 . O14 . 123.9(2) yes
C14 . C15 . C16 . 121.7(2) yes
C14 . C15 . H151 . 119.3 no
C16 . C15 . H151 . 118.9 no
C5 . C16 . C15 . 121.8(2) yes
C5 . C16 . C17 . 119.4(2) yes
C15 . C16 . C17 . 118.8(2) yes
C10 . C17 . C16 . 120.2(2) yes
C10 . C17 . C18 . 121.4(2) yes
C16 . C17 . C18 . 118.4(2) yes
C17 . C18 . C13 . 121.7(2) yes
C17 . C18 . H181 . 119.3 no
C13 . C18 . H181 . 118.9 no
C101 . N100 . C111 . 111.1(3) yes
C101 . N100 . C121 . 106.0(3) yes
C111 . N100 . C121 . 111.1(3) yes
C101 . N100 . C131 . 110.7(3) yes
C111 . N100 . C131 . 106.8(3) yes
C121 . N100 . C131 . 111.3(3) yes
N100 . C101 . C102 . 115.6(3) yes
N100 . C101 . H1011 . 105.9 no
C102 . C101 . H1011 . 108.6 no
N100 . C101 . H1012 . 109.4 no
C102 . C101 . H1012 . 109.2 no
H1011 . C101 . H1012 . 107.9 no
C101 . C102 . C103 . 110.4(3) yes
C101 . C102 . H1022 . 110.6 no
C103 . C102 . H1022 . 109.7 no
C101 . C102 . H1021 . 109.4 no
C103 . C102 . H1021 . 107.2 no
H1022 . C102 . H1021 . 109.5 no
C102 . C103 . C104 . 112.6(4) yes
C102 . C103 . H1031 . 108.2 no
C104 . C103 . H1031 . 110.9 no
C102 . C103 . H1032 . 107.9 no
C104 . C103 . H1032 . 108.2 no
H1031 . C103 . H1032 . 108.9 no
C103 . C104 . H1042 . 112.0 no
C103 . C104 . H1041 . 109.8 no
H1042 . C104 . H1041 . 107.7 no
C103 . C104 . H1043 . 108.7 no
H1042 . C104 . H1043 . 109.7 no
H1041 . C104 . H1043 . 108.8 no
N100 . C111 . C112 . 116.0(3) yes
N100 . C111 . H1112 . 106.7 no
C112 . C111 . H1112 . 109.8 no
N100 . C111 . H1111 . 106.3 no
C112 . C111 . H1111 . 109.3 no
H1112 . C111 . H1111 . 108.5 no
C111 . C112 . C113 . 108.7(4) yes
C111 . C112 . H1121 . 110.5 no
C113 . C112 . H1121 . 111.1 no
C111 . C112 . H1122 . 108.6 no
C113 . C112 . H1122 . 107.8 no
H1121 . C112 . H1122 . 110.0 no
C112 . C113 . C114 . 117.8(5) yes
C112 . C113 . H1131 . 106.8 no
C114 . C113 . H1131 . 108.3 no
C112 . C113 . H1132 . 107.4 no
C114 . C113 . H1132 . 106.9 no
H1131 . C113 . H1132 . 109.5 no
C113 . C114 . H1141 . 109.9 no
C113 . C114 . H1142 . 108.8 no
H1141 . C114 . H1142 . 109.5 no
C113 . C114 . H1143 . 109.7 no
H1141 . C114 . H1143 . 109.5 no
H1142 . C114 . H1143 . 109.5 no
N100 . C121 . C122 . 116.2(3) yes
N100 . C121 . H1212 . 106.3 no
C122 . C121 . H1212 . 109.4 no
N100 . C121 . H1211 . 106.4 no
C122 . C121 . H1211 . 107.8 no
H1212 . C121 . H1211 . 110.7 no
C121 . C122 . C123 . 105.9(3) yes
C121 . C122 . H1222 . 110.9 no
C123 . C122 . H1222 . 110.3 no
C121 . C122 . H1221 . 110.3 no
C123 . C122 . H1221 . 110.8 no
H1222 . C122 . H1221 . 108.6 no
C122 . C123 . C124 . 116.0(4) yes
C122 . C123 . H1231 . 108.1 no
C124 . C123 . H1231 . 107.9 no
C122 . C123 . H1232 . 107.3 no
C124 . C123 . H1232 . 107.9 no
H1231 . C123 . H1232 . 109.5 no
C123 . C124 . H1241 . 109.8 no
C123 . C124 . H1242 . 109.2 no
H1241 . C124 . H1242 . 109.5 no
C123 . C124 . H1243 . 109.4 no
H1241 . C124 . H1243 . 109.5 no
H1242 . C124 . H1243 . 109.5 no
N100 . C131 . C132 . 115.9(3) yes
N100 . C131 . H1312 . 107.6 no
C132 . C131 . H1312 . 108.2 no
N100 . C131 . H1311 . 106.1 no
C132 . C131 . H1311 . 109.6 no
H1312 . C131 . H1311 . 109.5 no
C131 . C132 . C133 . 106.8(4) yes
C131 . C132 . H1322 . 109.0 no
C133 . C132 . H1322 . 110.2 no
C131 . C132 . H1321 . 109.7 no
C133 . C132 . H1321 . 111.0 no
H1322 . C132 . H1321 . 110.1 no
C132 . C133 . C134 . 110.9(5) yes
C132 . C133 . H1331 . 138.7 no
C134 . C133 . H1331 . 109.3 no
C132 . C133 . H1332 . 64.8 no
C134 . C133 . H1332 . 109.7 no
H1331 . C133 . H1332 . 109.5 no
O201 . C203 . O202 . 124.5(3) yes
O201 . C203 . C204 . 118.1(2) yes
O202 . C203 . C204 . 117.3(3) yes
C203 . C204 . H2041 . 109.1 no
C203 . C204 . H2043 . 109.8 no
H2041 . C204 . H2043 . 110.8 no
C203 . C204 . H2042 . 107.2 no
H2041 . C204 . H2042 . 109.8 no
H2043 . C204 . H2042 . 110.0 no
C302 . O301 . H3011 . 105(3) no
O301 . C302 . H3021 . 108.9 no
O301 . C302 . H3022 . 109.6 no
H3021 . C302 . H3022 . 109.5 no
O301 . C302 . H3023 . 109.9 no
H3021 . C302 . H3023 . 109.5 no
H3022 . C302 . H3023 . 109.5 no
C2 . O2 . H21 . 110(3) no
C1 . O1 . H11 . 107(3) no
C14 . O14 . H141 . 109(3) no
C13 . O13 . H132 . 109(3) no
C8 . O8 . H81 . 114(3) no
C7 . O7 . H71 . 105(3) no
C133 . C134 . H1341 . 109.9 no
C133 . C134 . H1342 . 109.8 no
H1341 . C134 . H1342 . 109.5 no
C133 . C134 . H1343 . 108.6 no
H1341 . C134 . H1343 . 109.5 no
H1342 . C134 . H1343 . 109.5 no
C133 . C135 . H1351 . 109.5 no
C133 . C135 . H1352 . 109.9 no
H1351 . C135 . H1352 . 109.5 no
C133 . C135 . H1353 . 109.0 no
H1351 . C135 . H1353 . 109.5 no
H1352 . C135 . H1353 . 109.5 no
C123 . C125 . H1251 . 109.8 no
C123 . C125 . H1252 . 109.4 no
H1251 . C125 . H1252 . 109.5 no
C123 . C125 . H1253 . 109.2 no
H1251 . C125 . H1253 . 109.5 no
H1252 . C125 . H1253 . 109.5 no
C113 . C115 . H1151 . 108.5 no
C113 . C115 . H1152 . 109.7 no
H1151 . C115 . H1152 . 109.5 no
C113 . C115 . H1153 . 110.2 no
H1151 . C115 . H1153 . 109.5 no
H1152 . C115 . H1153 . 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 . O202 . 171.55(8) 0.940 2.434 3.366(6) yes
C9 . H91 . O1 3_554 170.45(8) 0.949 2.452 3.391(6) yes
C15 . H151 . O202 . 177.97(7) 0.928 2.580 3.508(6) yes
C102 . H1022 . O7 4_755 165.11(11) 0.980 2.492 3.448(6) yes
C103 . H1031 . C114 2_766 134.8(3) 0.971 2.497 3.255(6) yes
C121 . H1211 . O1 . 135.18(13) 0.968 2.561 3.318(6) yes
O2 . H21 . O301 3_555 170(4) 0.833 1.919 2.745(6) yes
O1 . H11 . O201 . 164(4) 0.833 1.837 2.647(6) yes
O14 . H141 . O301 . 165(4) 0.832 1.942 2.754(6) yes
O8 . H81 . O2 3_554 160(4) 0.824 1.990 2.778(6) yes
O7 . H71 . O13 3_555 143(4) 0.824 1.989 2.696(6) yes
O13 . H132 . O201 3_554 171(4) 0.833 1.792 2.618(6) yes
O301 . H3011 . O202 . 177(4) 0.848 1.761 2.608(6) yes


_chemical_name_systematic        '[HHTP.TBA.OAc]n'
####################################################################### 
# 
# 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_MeOSO3
_database_code_depnum_ccdc_archive 'CCDC 1451582'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-03-28 downloaded from the CCDC.
;

_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          
; 
The product is a 1:1 co-crystal between HHTP and TBA.MeOSO3 where MeOSO3 is 
the methylsulfate anion, presumably formed by alkylation of HSO4 anion by the
methanol solvent.

Crystals are twinned, an appropriate twin law was found and applied using the
ROTAX programme within CRYSTALS.

The structure has a Z' of 2. One of the two TBA cations is positionally 
disordered, this was modeled by having two positions for all atoms, with the 
occupancies of the two positions refined and then fixed. It was necessary
to apply restraints to the bond lengths, and thermal and vibrational ellipsoid
parameters of this cation, as well as the bond lengths and angles and thermal
and vibrational ellipsoid parameters of one of the MeOSO3 anions in order to 
achieve a chemically-sensible refinement.

C-H hydrogen atoms were generally 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 hydrogen atoms 
were visible in the Fourier difference map and were refined with restraints on
bond lengths and angles.
;
_cell_length_a                   20.01455(17)
_cell_length_b                   15.41266(17)
_cell_length_c                   22.33180(14)
_cell_angle_alpha                90
_cell_angle_beta                 90.0507(7)
_cell_angle_gamma                90
_cell_volume                     6888.86(4)

_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 0.0181 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'
S 0.3331 0.5567 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            'C70 H102 N2 O20 S2'
_chemical_formula_moiety         '2(C18 H12 O6), 2(C16 H36 N), 2(C H3 S O4)'
_chemical_compound_source        synthesized
_chemical_formula_weight         1355.72


_cell_measurement_reflns_used    50773
_cell_measurement_theta_min      3.94
_cell_measurement_theta_max      72.3
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            'pale brown'
_exptl_crystal_size_min          0.14
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_max          0.26

_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             2912.002
_exptl_absorpt_coefficient_mu    1.320

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.93
_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       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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      150
_diffrn_reflns_number            117494
_reflns_number_total             13631
_diffrn_reflns_av_R_equivalents  0.032

_diffrn_reflns_theta_min         3.484
_diffrn_reflns_theta_max         72.472
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        72.472
_diffrn_measured_fraction_theta_full 0.997

_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       27
_reflns_limit_h_min              -24
_reflns_limit_h_max              24
_reflns_limit_k_min              0
_reflns_limit_k_max              19
_reflns_limit_l_min              0
_reflns_limit_l_max              27

_oxford_diffrn_Wilson_B_factor   2.72
_oxford_diffrn_Wilson_scale      0.72

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.27
_refine_diff_density_max         0.29

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         11951
_refine_ls_number_restraints     374
_refine_ls_number_parameters     1037
_oxford_refine_ls_R_factor_ref   0.0491
_refine_ls_wR_factor_ref         0.1294
_refine_ls_goodness_of_fit_ref   0.9680
_refine_ls_shift/su_max          0.0011442
_refine_ls_shift/su_mean         0.0000556

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        11951
_refine_ls_R_factor_all          0.0491
_refine_ls_wR_factor_all         0.1294

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                10783
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_gt          0.1266

_chemical_absolute_configuration .

_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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 704. 0.118E+04 726. 301. 66.7 
;

# 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
N100 N 0.36084(11) 0.93456(13) 0.33334(10) 0.0399 1.0000 Uani D . . . . .
C101 C 0.30653(15) 0.87059(18) 0.35173(15) 0.0483 1.0000 Uani D . . . . .
C102 C 0.23746(16) 0.9073(2) 0.36449(17) 0.0612 1.0000 Uani D . . . . .
C103 C 0.2216(2) 0.9433(3) 0.4257(2) 0.0834 1.0000 Uani D . . . . .
C104 C 0.1472(2) 0.9621(4) 0.4322(4) 0.1245 1.0000 Uani D . . . . .
C111 C 0.33895(14) 0.98643(17) 0.27927(12) 0.0413 1.0000 Uani D . . . . .
C112 C 0.31993(18) 0.93520(18) 0.22383(14) 0.0537 1.0000 Uani D . . . . .
C113 C 0.29033(16) 0.99706(19) 0.17742(14) 0.0497 1.0000 Uani D . . . . .
C114 C 0.2711(3) 0.9530(3) 0.11974(17) 0.0738 1.0000 Uani D . . . . .
C121 C 0.37401(15) 0.99996(17) 0.38315(12) 0.0415 1.0000 Uani D . . . . .
C122 C 0.39354(17) 0.96191(19) 0.44363(14) 0.0506 1.0000 Uani D . . . . .
C123 C 0.3958(2) 1.0327(2) 0.49094(15) 0.0593 1.0000 Uani D . . . . .
C124 C 0.4094(2) 0.9967(3) 0.55322(16) 0.0714 1.0000 Uani D . . . . .
C131 C 0.42350(14) 0.88237(17) 0.31979(14) 0.0438 1.0000 Uani D . . . . .
C132 C 0.48423(14) 0.93531(18) 0.30112(14) 0.0444 1.0000 Uani D . . . . .
C133 C 0.54292(16) 0.8759(2) 0.28662(19) 0.0603 1.0000 Uani D . . . . .
C134 C 0.60368(19) 0.9268(3) 0.2659(2) 0.0797 1.0000 Uani D . . . . .
N150 N 0.8598(2) 0.9379(3) 0.1443(3) 0.0593 0.6000 Uani D U . . 3 .
C151 C 0.8724(5) 1.0016(5) 0.0939(4) 0.0657 0.6000 Uani D U . . 3 .
C152 C 0.8906(4) 0.9604(4) 0.0341(4) 0.0742 0.6000 Uani D U . . 3 .
C153 C 0.8957(5) 1.0284(5) -0.0157(4) 0.0724 0.6000 Uani D U . . 3 .
C154 C 0.9131(5) 0.9900(6) -0.0768(4) 0.0967 0.6000 Uani D U . . 3 .
C161 C 0.9216(3) 0.8842(4) 0.1565(5) 0.0806 0.6000 Uani D U . . 3 .
C162 C 0.9828(3) 0.9363(5) 0.1758(5) 0.0974 0.6000 Uani D U . . 3 .
C163 C 1.0437(4) 0.8835(6) 0.1872(6) 0.1202 0.6000 Uani D U . . 3 .
C164 C 1.1012(5) 0.9379(8) 0.2102(9) 0.1633 0.6000 Uani D U . . 3 .
C171 C 0.8396(3) 0.9911(4) 0.1982(3) 0.0608 0.6000 Uani D U . . 3 .
C172 C 0.8234(3) 0.9401(4) 0.2555(3) 0.0654 0.6000 Uani D U . . 3 .
C173 C 0.7962(4) 1.0006(5) 0.3035(4) 0.0746 0.6000 Uani D U . . 3 .
C174 C 0.7789(5) 0.9588(6) 0.3622(4) 0.0837 0.6000 Uani D U . . 3 .
C181 C 0.8049(3) 0.8727(4) 0.1301(4) 0.0691 0.6000 Uani D U . . 3 .
C182 C 0.7335(5) 0.9097(7) 0.1236(5) 0.0758 0.6000 Uani D U . . 3 .
C183 C 0.7142(4) 0.9459(5) 0.0628(4) 0.0643 0.6000 Uani D U . . 3 .
C184 C 0.6408(4) 0.9720(9) 0.0619(6) 0.0699 0.6000 Uani D U . . 3 .
S201 S 0.03565(4) 0.66519(8) 0.08548(3) 0.0727 1.0000 Uani D U . . . .
O202 O 0.04812(11) 0.7175(3) 0.03440(12) 0.1135 1.0000 Uani D U . . . .
O203 O 0.08781(11) 0.6676(2) 0.12836(9) 0.0777 1.0000 Uani D U . . . .
O204 O -0.02919(11) 0.6734(3) 0.11003(10) 0.1010 1.0000 Uani D U . . . .
O205 O 0.0378(2) 0.5752(4) 0.05064(19) 0.1376 1.0000 Uani D U . . . .
C206 C 0.0334(4) 0.4972(5) 0.0877(4) 0.1687 1.0000 Uani D U . . . .
S211 S 0.53550(3) 0.63219(4) 0.34715(2) 0.0290 1.0000 Uani . . . . . .
O212 O 0.46973(8) 0.65821(14) 0.36716(8) 0.0405 1.0000 Uani . . . . . .
O213 O 0.54673(8) 0.64618(12) 0.28435(8) 0.0363 1.0000 Uani . . . . . .
O214 O 0.58766(9) 0.66599(15) 0.38471(8) 0.0461 1.0000 Uani . . . . . .
O215 O 0.53852(11) 0.53037(13) 0.35086(10) 0.0533 1.0000 Uani . . . . . .
C216 C 0.5356(2) 0.4920(3) 0.4102(2) 0.0914 1.0000 Uani . . . . . .
C1 C 0.27615(11) 0.69292(16) 0.23815(10) 0.0274 1.0000 Uani . . . . . .
C2 C 0.34243(11) 0.67894(14) 0.25679(9) 0.0247 1.0000 Uani . . . . . .
C3 C 0.39389(10) 0.68861(14) 0.2159(1) 0.0240 1.0000 Uani . . . . . .
C4 C 0.38124(10) 0.71074(13) 0.15564(9) 0.0237 1.0000 Uani . . . . . .
C5 C 0.31436(11) 0.71992(14) 0.13681(9) 0.0246 1.0000 Uani . . . . . .
C6 C 0.26282(11) 0.71181(15) 0.17939(10) 0.0277 1.0000 Uani . . . . . .
C7 C 0.55450(11) 0.73111(16) 0.09092(10) 0.0290 1.0000 Uani . . . . . .
C8 C 0.54038(11) 0.75502(15) 0.03121(10) 0.0280 1.0000 Uani . . . . . .
C9 C 0.47514(10) 0.76539(15) 0.01370(10) 0.0260 1.0000 Uani . . . . . .
C10 C 0.42128(11) 0.75198(14) 0.05402(10) 0.0239 1.0000 Uani . . . . . .
C11 C 0.43559(10) 0.72609(14) 0.1133(1) 0.0234 1.0000 Uani . . . . . .
C12 C 0.50339(11) 0.71628(15) 0.13058(10) 0.0265 1.0000 Uani . . . . . .
C13 C 0.26964(12) 0.79790(18) -0.04181(10) 0.0325 1.0000 Uani . . . . . .
C14 C 0.21844(11) 0.76998(18) -0.00328(10) 0.0329 1.0000 Uani . . . . . .
C15 C 0.23293(11) 0.74371(17) 0.05390(10) 0.0320 1.0000 Uani . . . . . .
C16 C 0.29958(10) 0.74092(15) 0.07449(10) 0.0260 1.0000 Uani . . . . . .
C17 C 0.35207(10) 0.76104(14) 0.03440(9) 0.0242 1.0000 Uani . . . . . .
C18 C 0.33518(11) 0.79147(15) -0.02357(10) 0.0279 1.0000 Uani . . . . . .
C51 C 0.77534(12) 0.7687(2) 0.48710(11) 0.0430 1.0000 Uani . . . . . .
C52 C 0.84193(13) 0.7806(2) 0.50557(11) 0.0483 1.0000 Uani . . . . . .
C53 C 0.89295(13) 0.7653(2) 0.46560(11) 0.0483 1.0000 Uani . . . . . .
C54 C 0.87994(12) 0.7402(2) 0.40578(10) 0.0398 1.0000 Uani . . . . . .
C55 C 0.81330(11) 0.73157(17) 0.38725(10) 0.0316 1.0000 Uani . . . . . .
C56 C 0.76210(12) 0.7441(2) 0.42937(11) 0.0375 1.0000 Uani . . . . . .
C57 C 1.05387(11) 0.7159(2) 0.34168(11) 0.0384 1.0000 Uani . . . . . .
C58 C 1.03944(12) 0.69489(17) 0.28155(10) 0.0320 1.0000 Uani . . . . . .
C59 C 0.97444(11) 0.68701(16) 0.26355(10) 0.0294 1.0000 Uani . . . . . .
C60 C 0.92056(11) 0.70117(17) 0.30366(10) 0.0284 1.0000 Uani . . . . . .
C61 C 0.93469(11) 0.7242(2) 0.36376(10) 0.0363 1.0000 Uani . . . . . .
C62 C 1.00250(12) 0.7297(2) 0.38143(11) 0.0420 1.0000 Uani . . . . . .
C63 C 0.76946(11) 0.67561(15) 0.20445(10) 0.0262 1.0000 Uani . . . . . .
C64 C 0.71761(11) 0.69646(15) 0.24441(10) 0.0260 1.0000 Uani . . . . . .
C65 C 0.73197(11) 0.71424(15) 0.30293(10) 0.0268 1.0000 Uani . . . . . .
C66 C 0.79863(11) 0.71290(15) 0.32443(10) 0.0270 1.0000 Uani . . . . . .
C67 C 0.85079(11) 0.69593(15) 0.28355(9) 0.0256 1.0000 Uani . . . . . .
C68 C 0.83398(11) 0.67553(15) 0.22355(10) 0.0268 1.0000 Uani . . . . . .
O64 O 0.65377(8) 0.69886(12) 0.22184(7) 0.0305 1.0000 Uani D . . . . .
O63 O 0.74989(8) 0.65476(12) 0.14756(7) 0.0324 1.0000 Uani D . . . . .
O51 O 0.72822(9) 0.78257(18) 0.53009(8) 0.0557 1.0000 Uani D . . . . .
O52 O 0.85076(9) 0.8048(2) 0.56385(9) 0.0642 1.0000 Uani D . . . . .
O58 O 1.09365(8) 0.68445(14) 0.24499(7) 0.0380 1.0000 Uani D . . . . .
O57 O 1.11989(8) 0.72232(18) 0.35462(8) 0.0500 1.0000 Uani D . . . . .
O7 O 0.62045(8) 0.72247(15) 0.10365(8) 0.0415 1.0000 Uani D . . . . .
O8 O 0.59438(7) 0.76516(13) -0.00524(7) 0.0360 1.0000 Uani D . . . . .
O2 O 0.35084(8) 0.65756(12) 0.31556(7) 0.0316 1.0000 Uani D . . . . .
O1 O 0.22934(8) 0.68677(14) 0.28246(7) 0.0374 1.0000 Uani D . . . . .
O13 O 0.24963(8) 0.82757(15) -0.09603(8) 0.0417 1.0000 Uani D . . . . .
O14 O 0.15494(8) 0.77013(16) -0.02614(8) 0.0469 1.0000 Uani D . . . . .
N250 N 0.8487(4) 0.9469(5) 0.1870(5) 0.0738 0.4000 Uani D U . . 4 .
C251 C 0.8617(5) 1.0135(6) 0.1398(6) 0.0785 0.4000 Uani D U . . 4 .
C252 C 0.8889(9) 0.9774(9) 0.0814(6) 0.0862 0.4000 Uani D U . . 4 .
C253 C 0.8938(7) 1.0425(8) 0.0311(7) 0.0967 0.4000 Uani D U . . 4 .
C254 C 0.9135(8) 1.0034(11) -0.0287(8) 0.1085 0.4000 Uani D U . . 4 .
C261 C 0.9117(4) 0.8982(6) 0.2031(7) 0.0791 0.4000 Uani D U . . 4 .
C262 C 0.9686(5) 0.9576(6) 0.2237(7) 0.0892 0.4000 Uani D U . . 4 .
C263 C 1.0261(5) 0.9010(7) 0.2407(7) 0.0876 0.4000 Uani D U . . 4 .
C264 C 1.0859(6) 0.9542(8) 0.2590(6) 0.0829 0.4000 Uani D U . . 4 .
C271 C 0.8238(5) 0.9945(7) 0.2415(5) 0.0790 0.4000 Uani D U . . 4 .
C272 C 0.8081(6) 0.9422(7) 0.2976(5) 0.0765 0.4000 Uani D U . . 4 .
C273 C 0.7800(6) 1.0024(7) 0.3452(6) 0.0809 0.4000 Uani D U . . 4 .
C274 C 0.7655(7) 0.9605(11) 0.4057(7) 0.1050 0.4000 Uani D U . . 4 .
C281 C 0.7948(6) 0.8838(8) 0.1664(7) 0.0822 0.4000 Uani D U . . 4 .
C282 C 0.7295(10) 0.9249(18) 0.1440(12) 0.1347 0.4000 Uani D U . . 4 .
C283 C 0.7219(13) 0.943(2) 0.0775(12) 0.1665 0.4000 Uani D U . . 4 .
C284 C 0.6469(14) 0.955(2) 0.0680(19) 0.1709 0.4000 Uani D U . . 4 .
H1011 H 0.3232 0.8426 0.3887 0.0583 1.0000 Uiso R . . . . .
H1012 H 0.3036 0.8277 0.3196 0.0571 1.0000 Uiso R . . . . .
H1021 H 0.2237 0.9459 0.3330 0.0731 1.0000 Uiso R . . . . .
H1022 H 0.2084 0.8588 0.3609 0.0737 1.0000 Uiso R . . . . .
H1031 H 0.2465 0.9981 0.4305 0.0996 1.0000 Uiso R . . . . .
H1032 H 0.2355 0.9016 0.4570 0.0996 1.0000 Uiso R . . . . .
H1042 H 0.1368 0.9704 0.4746 0.1839 1.0000 Uiso R . . . . .
H1043 H 0.1362 1.0142 0.4096 0.1841 1.0000 Uiso R . . . . .
H1041 H 0.1210 0.9137 0.4168 0.1836 1.0000 Uiso R . . . . .
H1112 H 0.3765 1.0254 0.2713 0.0491 1.0000 Uiso R . . . . .
H1111 H 0.3004 1.0182 0.2915 0.0497 1.0000 Uiso R . . . . .
H1122 H 0.3603 0.9101 0.2084 0.0637 1.0000 Uiso R . . . . .
H1121 H 0.2882 0.8914 0.2335 0.0643 1.0000 Uiso R . . . . .
H1132 H 0.3238 1.0417 0.1683 0.0590 1.0000 Uiso R . . . . .
H1131 H 0.2486 1.0241 0.1927 0.0613 1.0000 Uiso R . . . . .
H1142 H 0.2582 0.9948 0.0888 0.1107 1.0000 Uiso R . . . . .
H1141 H 0.3119 0.9211 0.1067 0.1105 1.0000 Uiso R . . . . .
H1143 H 0.2354 0.9109 0.1278 0.1101 1.0000 Uiso R . . . . .
H1212 H 0.4106 1.0396 0.3714 0.0504 1.0000 Uiso R . . . . .
H1211 H 0.3337 1.0328 0.3885 0.0499 1.0000 Uiso R . . . . .
H1222 H 0.4369 0.9344 0.4420 0.0615 1.0000 Uiso R . . . . .
H1221 H 0.3595 0.9200 0.4588 0.0602 1.0000 Uiso R . . . . .
H1232 H 0.4323 1.0711 0.4804 0.0720 1.0000 Uiso R . . . . .
H1231 H 0.3527 1.0640 0.4919 0.0713 1.0000 Uiso R . . . . .
H1242 H 0.4154 1.0434 0.5803 0.1072 1.0000 Uiso R . . . . .
H1241 H 0.4487 0.9603 0.5531 0.1066 1.0000 Uiso R . . . . .
H1243 H 0.3718 0.9628 0.5663 0.1071 1.0000 Uiso R . . . . .
H1311 H 0.4333 0.8454 0.3540 0.0533 1.0000 Uiso R . . . . .
H1312 H 0.4109 0.8449 0.2868 0.0526 1.0000 Uiso R . . . . .
H1321 H 0.4962 0.9792 0.3320 0.0533 1.0000 Uiso R . . . . .
H1322 H 0.4742 0.9690 0.2638 0.0534 1.0000 Uiso R . . . . .
H1331 H 0.5536 0.8403 0.3215 0.0716 1.0000 Uiso R . . . . .
H1332 H 0.5311 0.8365 0.2542 0.0721 1.0000 Uiso R . . . . .
H1341 H 0.6393 0.8876 0.2570 0.1198 1.0000 Uiso R . . . . .
H1342 H 0.6189 0.9663 0.2980 0.1192 1.0000 Uiso R . . . . .
H1343 H 0.5950 0.9607 0.2303 0.1199 1.0000 Uiso R . . . . .
H1511 H 0.9094 1.0378 0.1059 0.0793 0.6000 Uiso R . . . 3 .
H1512 H 0.8333 1.0376 0.0880 0.0793 0.6000 Uiso R . . . 3 .
H1521 H 0.9341 0.9325 0.0391 0.0891 0.6000 Uiso R . . . 3 .
H1522 H 0.8566 0.9178 0.0222 0.0893 0.6000 Uiso R . . . 3 .
H1531 H 0.9289 1.0713 -0.0053 0.0869 0.6000 Uiso R . . . 3 .
H1532 H 0.8521 1.0555 -0.0196 0.0870 0.6000 Uiso R . . . 3 .
H1541 H 0.9167 1.0372 -0.1046 0.1448 0.6000 Uiso R . . . 3 .
H1543 H 0.9546 0.9583 -0.0751 0.1450 0.6000 Uiso R . . . 3 .
H1542 H 0.8776 0.9516 -0.0888 0.1450 0.6000 Uiso R . . . 3 .
H1612 H 0.9321 0.8524 0.1204 0.0970 0.6000 Uiso R . . . 3 .
H1611 H 0.9111 0.8434 0.1883 0.0964 0.6000 Uiso R . . . 3 .
H1622 H 0.9933 0.9788 0.1453 0.1172 0.6000 Uiso R . . . 3 .
H1621 H 0.9721 0.9649 0.2135 0.1171 0.6000 Uiso R . . . 3 .
H1632 H 1.0583 0.8563 0.1500 0.1433 0.6000 Uiso R . . . 3 .
H1631 H 1.0333 0.8378 0.2157 0.1433 0.6000 Uiso R . . . 3 .
H1641 H 1.1410 0.9027 0.2118 0.2429 0.6000 Uiso R . . . 3 .
H1643 H 1.1086 0.9859 0.1837 0.2430 0.6000 Uiso R . . . 3 .
H1642 H 1.0910 0.9589 0.2496 0.2431 0.6000 Uiso R . . . 3 .
H1712 H 0.8762 1.0283 0.2072 0.0724 0.6000 Uiso R . . . 3 .
H1711 H 0.8009 1.0259 0.1869 0.0724 0.6000 Uiso R . . . 3 .
H1722 H 0.8641 0.9148 0.2699 0.0790 0.6000 Uiso R . . . 3 .
H1721 H 0.7915 0.8944 0.2470 0.0792 0.6000 Uiso R . . . 3 .
H1732 H 0.8285 1.0465 0.3108 0.0884 0.6000 Uiso R . . . 3 .
H1731 H 0.7552 1.0267 0.2876 0.0888 0.6000 Uiso R . . . 3 .
H1743 H 0.7679 1.0042 0.3910 0.1262 0.6000 Uiso R . . . 3 .
H1741 H 0.8162 0.9248 0.3765 0.1262 0.6000 Uiso R . . . 3 .
H1742 H 0.7406 0.9209 0.3567 0.1260 0.6000 Uiso R . . . 3 .
H1811 H 0.8165 0.8437 0.0928 0.0841 0.6000 Uiso R . . . 3 .
H1812 H 0.8045 0.8303 0.1624 0.0838 0.6000 Uiso R . . . 3 .
H1821 H 0.7267 0.9558 0.1535 0.0920 0.6000 Uiso R . . . 3 .
H1822 H 0.7022 0.8631 0.1311 0.0919 0.6000 Uiso R . . . 3 .
H1831 H 0.7412 0.9973 0.0548 0.0771 0.6000 Uiso R . . . 3 .
H1832 H 0.7223 0.9024 0.0318 0.0769 0.6000 Uiso R . . . 3 .
H1841 H 0.6314 0.9915 0.0223 0.1018 0.6000 Uiso R . . . 3 .
H1843 H 0.6330 1.0183 0.0899 0.1018 0.6000 Uiso R . . . 3 .
H1842 H 0.6137 0.9218 0.0723 0.1018 0.6000 Uiso R . . . 3 .
H2162 H 0.5387 0.4308 0.4058 0.1378 1.0000 Uiso R . . . . .
H2163 H 0.5721 0.5145 0.4333 0.1379 1.0000 Uiso R . . . . .
H2161 H 0.4942 0.5082 0.4293 0.1374 1.0000 Uiso R . . . . .
H31 H 0.4376 0.6835 0.2308 0.0293 1.0000 Uiso R . . . . .
H61 H 0.2190 0.7223 0.1686 0.0337 1.0000 Uiso R . . . . .
H91 H 0.4661 0.7832 -0.0258 0.0303 1.0000 Uiso R . . . . .
H121 H 0.5134 0.6989 0.1689 0.0324 1.0000 Uiso R . . . . .
H151 H 0.1973 0.7266 0.0785 0.0377 1.0000 Uiso R . . . . .
H181 H 0.3697 0.8081 -0.0511 0.0319 1.0000 Uiso R . . . . .
H531 H 0.9367 0.7705 0.4775 0.0581 1.0000 Uiso R . . . . .
H561 H 0.7177 0.7344 0.4181 0.0453 1.0000 Uiso R . . . . .
H591 H 0.9659 0.6709 0.2243 0.0348 1.0000 Uiso R . . . . .
H621 H 1.0119 0.7420 0.4209 0.0496 1.0000 Uiso R . . . . .
H651 H 0.6981 0.7325 0.3280 0.0327 1.0000 Uiso R . . . . .
H681 H 0.8678 0.6602 0.1959 0.0316 1.0000 Uiso R . . . . .
H2512 H 0.8944 1.0543 0.1549 0.0938 0.4000 Uiso R . . . 4 .
H2511 H 0.8198 1.0430 0.1322 0.0939 0.4000 Uiso R . . . 4 .
H2521 H 0.9331 0.9525 0.0884 0.1038 0.4000 Uiso R . . . 4 .
H2522 H 0.8583 0.9321 0.0686 0.1037 0.4000 Uiso R . . . 4 .
H2531 H 0.9270 1.0855 0.0427 0.1158 0.4000 Uiso R . . . 4 .
H2532 H 0.8499 1.0701 0.0266 0.1158 0.4000 Uiso R . . . 4 .
H2543 H 0.9142 1.0490 -0.0584 0.1669 0.4000 Uiso R . . . 4 .
H2542 H 0.9572 0.9779 -0.0251 0.1671 0.4000 Uiso R . . . 4 .
H2541 H 0.8809 0.9604 -0.0402 0.1671 0.4000 Uiso R . . . 4 .
H2611 H 0.9257 0.8654 0.1682 0.0951 0.4000 Uiso R . . . 4 .
H2612 H 0.9021 0.8582 0.2356 0.0942 0.4000 Uiso R . . . 4 .
H2621 H 0.9810 0.9974 0.1918 0.1071 0.4000 Uiso R . . . 4 .
H2622 H 0.9543 0.9906 0.2584 0.1069 0.4000 Uiso R . . . 4 .
H2632 H 1.0377 0.8647 0.2067 0.1055 0.4000 Uiso R . . . 4 .
H2631 H 1.0124 0.8651 0.2740 0.1049 0.4000 Uiso R . . . 4 .
H2642 H 1.1248 0.9174 0.2578 0.1249 0.4000 Uiso R . . . 4 .
H2641 H 1.0918 1.0017 0.2318 0.1251 0.4000 Uiso R . . . 4 .
H2643 H 1.0805 0.9761 0.2991 0.1249 0.4000 Uiso R . . . 4 .
H2711 H 0.8571 1.0370 0.2524 0.0940 0.4000 Uiso R . . . 4 .
H2712 H 0.7822 1.0247 0.2300 0.0938 0.4000 Uiso R . . . 4 .
H2721 H 0.8486 0.9170 0.3132 0.0917 0.4000 Uiso R . . . 4 .
H2722 H 0.7758 0.8976 0.2889 0.0920 0.4000 Uiso R . . . 4 .
H2731 H 0.8109 1.0502 0.3506 0.0982 0.4000 Uiso R . . . 4 .
H2732 H 0.7376 1.0234 0.3301 0.0979 0.4000 Uiso R . . . 4 .
H2741 H 0.7393 1.0005 0.4294 0.1580 0.4000 Uiso R . . . 4 .
H2742 H 0.8072 0.9484 0.4259 0.1579 0.4000 Uiso R . . . 4 .
H2743 H 0.7410 0.9071 0.3999 0.1579 0.4000 Uiso R . . . 4 .
H2811 H 0.8134 0.8479 0.1345 0.1008 0.4000 Uiso R . . . 4 .
H2812 H 0.7832 0.8465 0.1998 0.1010 0.4000 Uiso R . . . 4 .
H2821 H 0.7243 0.9791 0.1656 0.1699 0.4000 Uiso R . . . 4 .
H2822 H 0.6932 0.8863 0.1549 0.1700 0.4000 Uiso R . . . 4 .
H2831 H 0.7448 0.9967 0.0665 0.2270 0.4000 Uiso R . . . 4 .
H2832 H 0.7388 0.8957 0.0533 0.2271 0.4000 Uiso R . . . 4 .
H2841 H 0.6400 0.9642 0.0142 0.2930 0.4000 Uiso R . . . 4 .
H2843 H 0.6331 1.0200 0.0964 0.2930 0.4000 Uiso R . . . 4 .
H2842 H 0.6233 0.8875 0.0877 0.2930 0.4000 Uiso R . . . 4 .
H631 H 0.7757(15) 0.661(2) 0.1210(12) 0.0490 1.0000 Uiso D . . . . .
H131 H 0.2747(17) 0.835(2) -0.1247(13) 0.0622 1.0000 Uiso D . . . . .
H71 H 0.624(2) 0.708(2) 0.1391(9) 0.0620 1.0000 Uiso D . . . . .
H81 H 0.5838(18) 0.787(2) -0.0378(10) 0.0541 1.0000 Uiso D . . . . .
H641 H 0.6257(14) 0.688(2) 0.2484(12) 0.0462 1.0000 Uiso D . . . . .
H581 H 1.0808(19) 0.681(2) 0.2097(9) 0.0570 1.0000 Uiso D . . . . .
H141 H 0.1291(17) 0.753(3) 0.0009(14) 0.0703 1.0000 Uiso D . . . . .
H11 H 0.1923(12) 0.698(2) 0.2683(16) 0.0567 1.0000 Uiso D . . . . .
H571 H 1.126(2) 0.710(3) 0.3897(10) 0.0754 1.0000 Uiso D . . . . .
H21 H 0.3905(9) 0.659(2) 0.3192(17) 0.0481 1.0000 Uiso D . . . . .
H511 H 0.7548(16) 0.771(3) 0.5556(14) 0.0658 1.0000 Uiso D . . . . .
H521 H 0.8852(15) 0.779(3) 0.5725(19) 0.0745 1.0000 Uiso D . . . . .
H2061 H 0.0351 0.4473 0.0628 0.2020 1.0000 Uiso R . . . . .
H2062 H 0.0697 0.4960 0.1151 0.2020 1.0000 Uiso R . . . . .
H2063 H -0.0075 0.4976 0.1093 0.2020 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.293(5)

loop_
_oxford_twin_element_scale_factors
0.3786(9)
0.6214(9)
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
N100 . C101 . 1.524(3) yes
N100 . C111 . 1.513(3) yes
N100 . C121 . 1.524(3) yes
N100 . C131 . 1.521(3) yes
C101 . C102 . 1.521(4) yes
C101 . H1011 . 0.990 no
C101 . H1012 . 0.977 no
C102 . C103 . 1.509(5) yes
C102 . H1021 . 0.961 no
C102 . H1022 . 0.952 no
C103 . C104 . 1.524(6) yes
C103 . H1031 . 0.986 no
C103 . H1032 . 0.988 no
C104 . H1042 . 0.977 no
C104 . H1043 . 0.973 no
C104 . H1041 . 0.974 no
C111 . C112 . 1.517(4) yes
C111 . H1112 . 0.977 no
C111 . H1111 . 0.954 no
C112 . C113 . 1.527(4) yes
C112 . H1122 . 0.960 no
C112 . H1121 . 0.952 no
C113 . C114 . 1.505(4) yes
C113 . H1132 . 0.982 no
C113 . H1131 . 0.993 no
C114 . H1142 . 0.979 no
C114 . H1141 . 0.997 no
C114 . H1143 . 0.982 no
C121 . C122 . 1.523(4) yes
C121 . H1212 . 0.988 no
C121 . H1211 . 0.959 no
C122 . C123 . 1.519(4) yes
C122 . H1222 . 0.967 no
C122 . H1221 . 0.998 no
C123 . C124 . 1.521(4) yes
C123 . H1232 . 0.970 no
C123 . H1231 . 0.990 no
C124 . H1242 . 0.946 no
C124 . H1241 . 0.967 no
C124 . H1243 . 0.963 no
C131 . C132 . 1.522(4) yes
C131 . H1311 . 0.972 no
C131 . H1312 . 0.970 no
C132 . C133 . 1.524(4) yes
C132 . H1321 . 0.996 no
C132 . H1322 . 1.003 no
C133 . C134 . 1.520(5) yes
C133 . H1331 . 0.977 no
C133 . H1332 . 0.974 no
C134 . H1341 . 0.956 no
C134 . H1342 . 0.988 no
C134 . H1343 . 0.967 no
N150 . C151 . 1.515(7) yes
N150 . C161 . 1.512(6) yes
N150 . C171 . 1.511(7) yes
N150 . C181 . 1.522(6) yes
C151 . C152 . 1.523(8) yes
C151 . H1511 . 0.965 no
C151 . H1512 . 0.968 no
C152 . C153 . 1.531(8) yes
C152 . H1521 . 0.978 no
C152 . H1522 . 0.981 no
C153 . C154 . 1.528(8) yes
C153 . H1531 . 0.966 no
C153 . H1532 . 0.971 no
C154 . H1541 . 0.959 no
C154 . H1543 . 0.964 no
C154 . H1542 . 0.963 no
C161 . C162 . 1.527(7) yes
C161 . H1612 . 0.967 no
C161 . H1611 . 0.971 no
C162 . C163 . 1.488(7) yes
C162 . H1622 . 0.967 no
C162 . H1621 . 0.974 no
C163 . C164 . 1.514(8) yes
C163 . H1632 . 0.974 no
C163 . H1631 . 0.972 no
C164 . H1641 . 0.963 no
C164 . H1643 . 0.961 no
C164 . H1642 . 0.960 no
C171 . C172 . 1.538(7) yes
C171 . H1712 . 0.951 no
C171 . H1711 . 0.975 no
C172 . C173 . 1.522(8) yes
C172 . H1722 . 0.958 no
C172 . H1721 . 0.971 no
C173 . C174 . 1.502(8) yes
C173 . H1732 . 0.971 no
C173 . H1731 . 0.979 no
C174 . H1743 . 0.975 no
C174 . H1741 . 0.967 no
C174 . H1742 . 0.971 no
C181 . C182 . 1.545(7) yes
C181 . H1811 . 0.974 no
C181 . H1812 . 0.973 no
C182 . C183 . 1.518(8) yes
C182 . H1821 . 0.984 no
C182 . H1822 . 0.967 no
C183 . C184 . 1.525(7) yes
C183 . H1831 . 0.975 no
C183 . H1832 . 0.977 no
C184 . H1841 . 0.953 no
C184 . H1843 . 0.962 no
C184 . H1842 . 0.972 no
S201 . O202 . 1.419(3) yes
S201 . O203 . 1.416(2) yes
S201 . O204 . 1.415(2) yes
S201 . O205 . 1.592(5) yes
O205 . C206 . 1.462(7) yes
C206 . H2061 . 0.950 no
C206 . H2062 . 0.950 no
C206 . H2063 . 0.950 no
S211 . O212 . 1.4472(18) yes
S211 . O213 . 1.4368(17) yes
S211 . O214 . 1.4363(18) yes
S211 . O215 . 1.573(2) yes
O215 . C216 . 1.452(4) yes
C216 . H2162 . 0.950 no
C216 . H2163 . 0.960 no
C216 . H2161 . 0.964 no
C1 . C2 . 1.407(3) yes
C1 . C6 . 1.370(3) yes
C1 . O1 . 1.367(3) yes
C2 . C3 . 1.386(3) yes
C2 . O2 . 1.363(3) yes
C3 . C4 . 1.410(3) yes
C3 . H31 . 0.940 no
C4 . C5 . 1.410(3) yes
C4 . C11 . 1.462(3) yes
C5 . C6 . 1.409(3) yes
C5 . C16 . 1.459(3) yes
C6 . H61 . 0.924 no
C7 . C8 . 1.412(3) yes
C7 . C12 . 1.373(3) yes
C7 . O7 . 1.357(3) yes
C8 . C9 . 1.372(3) yes
C8 . O8 . 1.363(3) yes
C9 . C10 . 1.420(3) yes
C9 . H91 . 0.941 no
C10 . C11 . 1.411(3) yes
C10 . C17 . 1.459(3) yes
C11 . C12 . 1.419(3) yes
C12 . H121 . 0.920 no
C13 . C14 . 1.406(3) yes
C13 . C18 . 1.377(3) yes
C13 . O13 . 1.354(3) yes
C14 . C15 . 1.370(3) yes
C14 . O14 . 1.369(3) yes
C15 . C16 . 1.411(3) yes
C15 . H151 . 0.938 no
C16 . C17 . 1.415(3) yes
C17 . C18 . 1.417(3) yes
C18 . H181 . 0.960 no
C51 . C52 . 1.407(4) yes
C51 . C56 . 1.370(3) yes
C51 . O51 . 1.363(3) yes
C52 . C53 . 1.377(3) yes
C52 . O52 . 1.365(3) yes
C53 . C54 . 1.415(3) yes
C53 . H531 . 0.918 no
C54 . C55 . 1.402(3) yes
C54 . C61 . 1.464(3) yes
C55 . C56 . 1.405(3) yes
C55 . C66 . 1.462(3) yes
C56 . H561 . 0.935 no
C57 . C58 . 1.411(3) yes
C57 . C62 . 1.376(3) yes
C57 . O57 . 1.356(3) yes
C58 . C59 . 1.367(3) yes
C58 . O58 . 1.368(3) yes
C59 . C60 . 1.419(3) yes
C59 . H591 . 0.926 no
C60 . C61 . 1.416(3) yes
C60 . C67 . 1.469(3) yes
C61 . C62 . 1.416(3) yes
C62 . H621 . 0.921 no
C63 . C64 . 1.407(3) yes
C63 . C68 . 1.359(3) yes
C63 . O63 . 1.367(3) yes
C64 . C65 . 1.365(3) yes
C64 . O64 . 1.374(3) yes
C65 . C66 . 1.418(3) yes
C65 . H651 . 0.923 no
C66 . C67 . 1.412(3) yes
C67 . C68 . 1.416(3) yes
C68 . H681 . 0.947 no
O64 . H641 . 0.833(18) no
O63 . H631 . 0.793(18) no
O51 . H511 . 0.799(18) no
O52 . H521 . 0.817(18) no
O58 . H581 . 0.829(18) no
O57 . H571 . 0.813(18) no
O7 . H71 . 0.824(18) no
O8 . H81 . 0.826(18) no
O2 . H21 . 0.797(18) no
O1 . H11 . 0.823(18) no
O13 . H131 . 0.822(18) no
O14 . H141 . 0.839(18) no
N250 . C251 . 1.495(8) yes
N250 . C261 . 1.510(8) yes
N250 . C271 . 1.507(9) yes
N250 . C281 . 1.522(8) yes
C251 . C252 . 1.518(9) yes
C251 . H2512 . 0.968 no
C251 . H2511 . 0.969 no
C252 . C253 . 1.509(9) yes
C252 . H2521 . 0.977 no
C252 . H2522 . 0.971 no
C253 . C254 . 1.519(9) yes
C253 . H2531 . 0.975 no
C253 . H2532 . 0.980 no
C254 . H2543 . 0.967 no
C254 . H2542 . 0.963 no
C254 . H2541 . 0.965 no
C261 . C262 . 1.531(8) yes
C261 . H2611 . 0.971 no
C261 . H2612 . 0.973 no
C262 . C263 . 1.494(9) yes
C262 . H2621 . 0.973 no
C262 . H2622 . 0.971 no
C263 . C264 . 1.506(9) yes
C263 . H2632 . 0.972 no
C263 . H2631 . 0.967 no
C264 . H2642 . 0.964 no
C264 . H2641 . 0.958 no
C264 . H2643 . 0.965 no
C271 . C272 . 1.523(9) yes
C271 . H2711 . 0.966 no
C271 . H2712 . 0.988 no
C272 . C273 . 1.518(9) yes
C272 . H2721 . 0.964 no
C272 . H2722 . 0.964 no
C273 . C274 . 1.525(9) yes
C273 . H2731 . 0.969 no
C273 . H2732 . 0.970 no
C274 . H2741 . 0.967 no
C274 . H2742 . 0.966 no
C274 . H2743 . 0.967 no
C281 . C282 . 1.536(9) yes
C281 . H2811 . 0.977 no
C281 . H2812 . 0.971 no
C282 . C283 . 1.521(10) yes
C282 . H2821 . 0.969 no
C282 . H2822 . 0.971 no
C283 . C284 . 1.526(10) yes
C283 . H2831 . 0.973 no
C283 . H2832 . 0.972 no
C284 . H2841 . 1.216 no
C284 . H2843 . 1.212 no
C284 . H2842 . 1.232 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
C101 . N100 . C111 . 110.5(2) yes
C101 . N100 . C121 . 110.7(2) yes
C111 . N100 . C121 . 106.43(19) yes
C101 . N100 . C131 . 107.46(19) yes
C111 . N100 . C131 . 111.0(2) yes
C121 . N100 . C131 . 110.7(2) yes
N100 . C101 . C102 . 117.3(2) yes
N100 . C101 . H1011 . 105.5 no
C102 . C101 . H1011 . 108.2 no
N100 . C101 . H1012 . 106.4 no
C102 . C101 . H1012 . 109.6 no
H1011 . C101 . H1012 . 109.7 no
C101 . C102 . C103 . 119.9(3) yes
C101 . C102 . H1021 . 110.7 no
C103 . C102 . H1021 . 112.0 no
C101 . C102 . H1022 . 104.3 no
C103 . C102 . H1022 . 103.7 no
H1021 . C102 . H1022 . 104.5 no
C102 . C103 . C104 . 111.2(5) yes
C102 . C103 . H1031 . 107.9 no
C104 . C103 . H1031 . 108.6 no
C102 . C103 . H1032 . 110.0 no
C104 . C103 . H1032 . 109.3 no
H1031 . C103 . H1032 . 109.7 no
C103 . C104 . H1042 . 109.1 no
C103 . C104 . H1043 . 109.2 no
H1042 . C104 . H1043 . 110.2 no
C103 . C104 . H1041 . 110.3 no
H1042 . C104 . H1041 . 109.1 no
H1043 . C104 . H1041 . 109.0 no
N100 . C111 . C112 . 116.7(2) yes
N100 . C111 . H1112 . 104.3 no
C112 . C111 . H1112 . 111.3 no
N100 . C111 . H1111 . 106.0 no
C112 . C111 . H1111 . 107.4 no
H1112 . C111 . H1111 . 111.0 no
C111 . C112 . C113 . 109.0(2) yes
C111 . C112 . H1122 . 106.9 no
C113 . C112 . H1122 . 109.6 no
C111 . C112 . H1121 . 110.5 no
C113 . C112 . H1121 . 109.8 no
H1122 . C112 . H1121 . 111.0 no
C112 . C113 . C114 . 113.4(3) yes
C112 . C113 . H1132 . 108.3 no
C114 . C113 . H1132 . 108.2 no
C112 . C113 . H1131 . 110.8 no
C114 . C113 . H1131 . 105.6 no
H1132 . C113 . H1131 . 110.5 no
C113 . C114 . H1142 . 112.0 no
C113 . C114 . H1141 . 105.4 no
H1142 . C114 . H1141 . 109.5 no
C113 . C114 . H1143 . 109.0 no
H1142 . C114 . H1143 . 111.9 no
H1141 . C114 . H1143 . 108.8 no
N100 . C121 . C122 . 115.9(2) yes
N100 . C121 . H1212 . 110.1 no
C122 . C121 . H1212 . 106.5 no
N100 . C121 . H1211 . 107.2 no
C122 . C121 . H1211 . 107.9 no
H1212 . C121 . H1211 . 109.2 no
C121 . C122 . C123 . 110.4(2) yes
C121 . C122 . H1222 . 111.4 no
C123 . C122 . H1222 . 108.3 no
C121 . C122 . H1221 . 112.0 no
C123 . C122 . H1221 . 104.4 no
H1222 . C122 . H1221 . 110.0 no
C122 . C123 . C124 . 112.3(3) yes
C122 . C123 . H1232 . 107.0 no
C124 . C123 . H1232 . 108.0 no
C122 . C123 . H1231 . 109.9 no
C124 . C123 . H1231 . 108.2 no
H1232 . C123 . H1231 . 111.4 no
C123 . C124 . H1242 . 109.2 no
C123 . C124 . H1241 . 110.8 no
H1242 . C124 . H1241 . 110.0 no
C123 . C124 . H1243 . 109.6 no
H1242 . C124 . H1243 . 108.5 no
H1241 . C124 . H1243 . 108.8 no
N100 . C131 . C132 . 115.5(2) yes
N100 . C131 . H1311 . 108.7 no
C132 . C131 . H1311 . 111.6 no
N100 . C131 . H1312 . 104.6 no
C132 . C131 . H1312 . 108.6 no
H1311 . C131 . H1312 . 107.4 no
C131 . C132 . C133 . 110.6(2) yes
C131 . C132 . H1321 . 111.5 no
C133 . C132 . H1321 . 111.8 no
C131 . C132 . H1322 . 110.2 no
C133 . C132 . H1322 . 106.8 no
H1321 . C132 . H1322 . 105.8 no
C132 . C133 . C134 . 111.8(3) yes
C132 . C133 . H1331 . 109.7 no
C134 . C133 . H1331 . 111.0 no
C132 . C133 . H1332 . 110.3 no
C134 . C133 . H1332 . 106.8 no
H1331 . C133 . H1332 . 107.2 no
C133 . C134 . H1341 . 109.5 no
C133 . C134 . H1342 . 110.1 no
H1341 . C134 . H1342 . 108.1 no
C133 . C134 . H1343 . 112.7 no
H1341 . C134 . H1343 . 107.7 no
H1342 . C134 . H1343 . 108.5 no
C151 . N150 . C161 . 110.6(6) yes
C151 . N150 . C171 . 106.5(4) yes
C161 . N150 . C171 . 111.9(6) yes
C151 . N150 . C181 . 113.2(6) yes
C161 . N150 . C181 . 105.4(5) yes
C171 . N150 . C181 . 109.3(5) yes
N150 . C151 . C152 . 115.0(6) yes
N150 . C151 . H1511 . 107.3 no
C152 . C151 . H1511 . 107.6 no
N150 . C151 . H1512 . 109.7 no
C152 . C151 . H1512 . 108.3 no
H1511 . C151 . H1512 . 108.9 no
C151 . C152 . C153 . 111.6(6) yes
C151 . C152 . H1521 . 107.2 no
C153 . C152 . H1521 . 108.9 no
C151 . C152 . H1522 . 110.5 no
C153 . C152 . H1522 . 107.9 no
H1521 . C152 . H1522 . 110.8 no
C152 . C153 . C154 . 113.5(7) yes
C152 . C153 . H1531 . 109.9 no
C154 . C153 . H1531 . 108.8 no
C152 . C153 . H1532 . 107.4 no
C154 . C153 . H1532 . 107.0 no
H1531 . C153 . H1532 . 110.2 no
C153 . C154 . H1541 . 107.6 no
C153 . C154 . H1543 . 111.0 no
H1541 . C154 . H1543 . 110.2 no
C153 . C154 . H1542 . 108.5 no
H1541 . C154 . H1542 . 110.0 no
H1543 . C154 . H1542 . 109.5 no
N150 . C161 . C162 . 114.8(5) yes
N150 . C161 . H1612 . 107.9 no
C162 . C161 . H1612 . 109.0 no
N150 . C161 . H1611 . 108.0 no
C162 . C161 . H1611 . 107.9 no
H1612 . C161 . H1611 . 109.2 no
C161 . C162 . C163 . 114.7(6) yes
C161 . C162 . H1622 . 109.4 no
C163 . C162 . H1622 . 108.2 no
C161 . C162 . H1621 . 107.7 no
C163 . C162 . H1621 . 106.4 no
H1622 . C162 . H1621 . 110.5 no
C162 . C163 . C164 . 112.2(7) yes
C162 . C163 . H1632 . 109.6 no
C164 . C163 . H1632 . 107.5 no
C162 . C163 . H1631 . 109.4 no
C164 . C163 . H1631 . 110.0 no
H1632 . C163 . H1631 . 108.2 no
C163 . C164 . H1641 . 109.2 no
C163 . C164 . H1643 . 109.5 no
H1641 . C164 . H1643 . 109.3 no
C163 . C164 . H1642 . 109.6 no
H1641 . C164 . H1642 . 109.4 no
H1643 . C164 . H1642 . 109.9 no
N150 . C171 . C172 . 116.3(5) yes
N150 . C171 . H1712 . 106.9 no
C172 . C171 . H1712 . 107.1 no
N150 . C171 . H1711 . 107.8 no
C172 . C171 . H1711 . 109.1 no
H1712 . C171 . H1711 . 109.5 no
C171 . C172 . C173 . 110.4(5) yes
C171 . C172 . H1722 . 108.0 no
C173 . C172 . H1722 . 108.6 no
C171 . C172 . H1721 . 110.4 no
C173 . C172 . H1721 . 110.2 no
H1722 . C172 . H1721 . 109.2 no
C172 . C173 . C174 . 115.8(6) yes
C172 . C173 . H1732 . 108.9 no
C174 . C173 . H1732 . 108.6 no
C172 . C173 . H1731 . 107.3 no
C174 . C173 . H1731 . 107.4 no
H1732 . C173 . H1731 . 108.6 no
C173 . C174 . H1743 . 108.7 no
C173 . C174 . H1741 . 110.0 no
H1743 . C174 . H1741 . 110.2 no
C173 . C174 . H1742 . 109.2 no
H1743 . C174 . H1742 . 109.8 no
H1741 . C174 . H1742 . 108.9 no
N150 . C181 . C182 . 116.3(6) yes
N150 . C181 . H1811 . 107.9 no
C182 . C181 . H1811 . 108.1 no
N150 . C181 . H1812 . 107.2 no
C182 . C181 . H1812 . 108.0 no
H1811 . C181 . H1812 . 109.0 no
C181 . C182 . C183 . 117.0(8) yes
C181 . C182 . H1821 . 109.3 no
C183 . C182 . H1821 . 107.8 no
C181 . C182 . H1822 . 107.9 no
C183 . C182 . H1822 . 105.3 no
H1821 . C182 . H1822 . 109.3 no
C182 . C183 . C184 . 110.6(7) yes
C182 . C183 . H1831 . 108.8 no
C184 . C183 . H1831 . 108.6 no
C182 . C183 . H1832 . 109.8 no
C184 . C183 . H1832 . 109.4 no
H1831 . C183 . H1832 . 109.7 no
C183 . C184 . H1841 . 106.5 no
C183 . C184 . H1843 . 110.1 no
H1841 . C184 . H1843 . 109.7 no
C183 . C184 . H1842 . 109.0 no
H1841 . C184 . H1842 . 111.3 no
H1843 . C184 . H1842 . 110.1 no
O202 . S201 . O203 . 113.47(17) yes
O202 . S201 . O204 . 115.01(19) yes
O203 . S201 . O204 . 114.29(14) yes
O202 . S201 . O205 . 95.6(3) yes
O203 . S201 . O205 . 109.5(2) yes
O204 . S201 . O205 . 107.0(2) yes
S201 . O205 . C206 . 116.0(4) yes
O205 . C206 . H2061 . 109.3 no
O205 . C206 . H2062 . 109.5 no
H2061 . C206 . H2062 . 109.5 no
O205 . C206 . H2063 . 109.6 no
H2061 . C206 . H2063 . 109.5 no
H2062 . C206 . H2063 . 109.5 no
O212 . S211 . O213 . 113.76(11) yes
O212 . S211 . O214 . 112.33(11) yes
O213 . S211 . O214 . 113.67(11) yes
O212 . S211 . O215 . 107.17(12) yes
O213 . S211 . O215 . 101.25(12) yes
O214 . S211 . O215 . 107.65(13) yes
S211 . O215 . C216 . 116.9(3) yes
O215 . C216 . H2162 . 107.9 no
O215 . C216 . H2163 . 108.1 no
H2162 . C216 . H2163 . 111.3 no
O215 . C216 . H2161 . 109.5 no
H2162 . C216 . H2161 . 111.2 no
H2163 . C216 . H2161 . 108.8 no
C2 . C1 . C6 . 119.93(19) yes
C2 . C1 . O1 . 114.96(19) yes
C6 . C1 . O1 . 125.1(2) yes
C1 . C2 . C3 . 119.31(19) yes
C1 . C2 . O2 . 115.95(18) yes
C3 . C2 . O2 . 124.73(19) yes
C2 . C3 . C4 . 121.47(19) yes
C2 . C3 . H31 . 116.7 no
C4 . C3 . H31 . 121.7 no
C3 . C4 . C5 . 118.58(19) yes
C3 . C4 . C11 . 121.56(19) yes
C5 . C4 . C11 . 119.84(19) yes
C4 . C5 . C6 . 119.02(19) yes
C4 . C5 . C16 . 119.90(19) yes
C6 . C5 . C16 . 121.03(19) yes
C5 . C6 . C1 . 121.5(2) yes
C5 . C6 . H61 . 120.2 no
C1 . C6 . H61 . 118.1 no
C8 . C7 . C12 . 120.3(2) yes
C8 . C7 . O7 . 114.68(19) yes
C12 . C7 . O7 . 125.0(2) yes
C7 . C8 . C9 . 119.3(2) yes
C7 . C8 . O8 . 115.84(19) yes
C9 . C8 . O8 . 124.9(2) yes
C8 . C9 . C10 . 121.7(2) yes
C8 . C9 . H91 . 118.9 no
C10 . C9 . H91 . 119.4 no
C9 . C10 . C11 . 118.82(19) yes
C9 . C10 . C17 . 121.10(19) yes
C11 . C10 . C17 . 120.03(19) yes
C4 . C11 . C10 . 120.15(19) yes
C4 . C11 . C12 . 121.24(19) yes
C10 . C11 . C12 . 118.61(19) yes
C11 . C12 . C7 . 121.3(2) yes
C11 . C12 . H121 . 119.6 no
C7 . C12 . H121 . 119.1 no
C14 . C13 . C18 . 119.4(2) yes
C14 . C13 . O13 . 115.8(2) yes
C18 . C13 . O13 . 124.7(2) yes
C13 . C14 . C15 . 120.5(2) yes
C13 . C14 . O14 . 116.6(2) yes
C15 . C14 . O14 . 122.9(2) yes
C14 . C15 . C16 . 120.8(2) yes
C14 . C15 . H151 . 117.9 no
C16 . C15 . H151 . 121.3 no
C5 . C16 . C15 . 120.55(19) yes
C5 . C16 . C17 . 120.14(19) yes
C15 . C16 . C17 . 119.3(2) yes
C10 . C17 . C16 . 119.61(19) yes
C10 . C17 . C18 . 122.11(19) yes
C16 . C17 . C18 . 118.27(19) yes
C17 . C18 . C13 . 121.4(2) yes
C17 . C18 . H181 . 120.1 no
C13 . C18 . H181 . 118.5 no
C52 . C51 . C56 . 119.6(2) yes
C52 . C51 . O51 . 115.4(2) yes
C56 . C51 . O51 . 125.0(2) yes
C51 . C52 . C53 . 119.4(2) yes
C51 . C52 . O52 . 115.9(2) yes
C53 . C52 . O52 . 124.7(2) yes
C52 . C53 . C54 . 121.5(2) yes
C52 . C53 . H531 . 120.2 no
C54 . C53 . H531 . 118.2 no
C53 . C54 . C55 . 118.6(2) yes
C53 . C54 . C61 . 120.9(2) yes
C55 . C54 . C61 . 120.5(2) yes
C54 . C55 . C56 . 118.9(2) yes
C54 . C55 . C66 . 119.5(2) yes
C56 . C55 . C66 . 121.6(2) yes
C55 . C56 . C51 . 121.8(2) yes
C55 . C56 . H561 . 119.5 no
C51 . C56 . H561 . 118.7 no
C58 . C57 . C62 . 119.8(2) yes
C58 . C57 . O57 . 114.7(2) yes
C62 . C57 . O57 . 125.4(2) yes
C57 . C58 . C59 . 119.6(2) yes
C57 . C58 . O58 . 115.7(2) yes
C59 . C58 . O58 . 124.7(2) yes
C58 . C59 . C60 . 121.6(2) yes
C58 . C59 . H591 . 118.5 no
C60 . C59 . H591 . 119.8 no
C59 . C60 . C61 . 119.0(2) yes
C59 . C60 . C67 . 121.4(2) yes
C61 . C60 . C67 . 119.51(19) yes
C54 . C61 . C60 . 120.0(2) yes
C54 . C61 . C62 . 121.9(2) yes
C60 . C61 . C62 . 118.0(2) yes
C61 . C62 . C57 . 121.8(2) yes
C61 . C62 . H621 . 118.3 no
C57 . C62 . H621 . 119.8 no
C64 . C63 . C68 . 120.1(2) yes
C64 . C63 . O63 . 115.61(19) yes
C68 . C63 . O63 . 124.2(2) yes
C63 . C64 . C65 . 119.9(2) yes
C63 . C64 . O64 . 117.38(19) yes
C65 . C64 . O64 . 122.7(2) yes
C64 . C65 . C66 . 121.2(2) yes
C64 . C65 . H651 . 119.2 no
C66 . C65 . H651 . 119.3 no
C55 . C66 . C65 . 120.7(2) yes
C55 . C66 . C67 . 120.6(2) yes
C65 . C66 . C67 . 118.7(2) yes
C60 . C67 . C66 . 119.7(2) yes
C60 . C67 . C68 . 121.78(19) yes
C66 . C67 . C68 . 118.5(2) yes
C67 . C68 . C63 . 121.4(2) yes
C67 . C68 . H681 . 120.2 no
C63 . C68 . H681 . 118.4 no
C64 . O64 . H641 . 111(2) no
C63 . O63 . H631 . 119(3) no
C51 . O51 . H511 . 91(3) no
C52 . O52 . H521 . 102(3) no
C58 . O58 . H581 . 109(3) no
C57 . O57 . H571 . 109(3) no
C7 . O7 . H71 . 108(3) no
C8 . O8 . H81 . 112(3) no
C2 . O2 . H21 . 102(3) no
C1 . O1 . H11 . 109(3) no
C13 . O13 . H131 . 124(3) no
C14 . O14 . H141 . 108(3) no
C251 . N250 . C261 . 111.3(8) yes
C251 . N250 . C271 . 107.1(8) yes
C261 . N250 . C271 . 109.0(9) yes
C251 . N250 . C281 . 110.5(9) yes
C261 . N250 . C281 . 110.2(8) yes
C271 . N250 . C281 . 108.7(8) yes
N250 . C251 . C252 . 114.7(9) yes
N250 . C251 . H2512 . 108.6 no
C252 . C251 . H2512 . 107.2 no
N250 . C251 . H2511 . 107.1 no
C252 . C251 . H2511 . 109.5 no
H2512 . C251 . H2511 . 109.8 no
C251 . C252 . C253 . 114.8(11) yes
C251 . C252 . H2521 . 109.4 no
C253 . C252 . H2521 . 108.7 no
C251 . C252 . H2522 . 106.9 no
C253 . C252 . H2522 . 107.5 no
H2521 . C252 . H2522 . 109.6 no
C252 . C253 . C254 . 114.1(12) yes
C252 . C253 . H2531 . 107.4 no
C254 . C253 . H2531 . 108.9 no
C252 . C253 . H2532 . 107.9 no
C254 . C253 . H2532 . 108.3 no
H2531 . C253 . H2532 . 110.1 no
C253 . C254 . H2543 . 108.7 no
C253 . C254 . H2542 . 109.1 no
H2543 . C254 . H2542 . 109.9 no
C253 . C254 . H2541 . 109.3 no
H2543 . C254 . H2541 . 109.1 no
H2542 . C254 . H2541 . 110.8 no
N250 . C261 . C262 . 113.3(7) yes
N250 . C261 . H2611 . 108.0 no
C262 . C261 . H2611 . 109.7 no
N250 . C261 . H2612 . 109.1 no
C262 . C261 . H2612 . 107.6 no
H2611 . C261 . H2612 . 109.1 no
C261 . C262 . C263 . 107.5(7) yes
C261 . C262 . H2621 . 110.3 no
C263 . C262 . H2621 . 110.9 no
C261 . C262 . H2622 . 109.5 no
C263 . C262 . H2622 . 109.3 no
H2621 . C262 . H2622 . 109.2 no
C262 . C263 . C264 . 111.2(9) yes
C262 . C263 . H2632 . 108.7 no
C264 . C263 . H2632 . 109.5 no
C262 . C263 . H2631 . 108.0 no
C264 . C263 . H2631 . 109.3 no
H2632 . C263 . H2631 . 110.0 no
C263 . C264 . H2642 . 108.3 no
C263 . C264 . H2641 . 110.1 no
H2642 . C264 . H2641 . 109.3 no
C263 . C264 . H2643 . 110.7 no
H2642 . C264 . H2643 . 108.8 no
H2641 . C264 . H2643 . 109.6 no
N250 . C271 . C272 . 118.4(9) yes
N250 . C271 . H2711 . 107.7 no
C272 . C271 . H2711 . 107.1 no
N250 . C271 . H2712 . 107.3 no
C272 . C271 . H2712 . 106.9 no
H2711 . C271 . H2712 . 109.1 no
C271 . C272 . C273 . 109.2(9) yes
C271 . C272 . H2721 . 109.7 no
C273 . C272 . H2721 . 107.8 no
C271 . C272 . H2722 . 110.4 no
C273 . C272 . H2722 . 109.2 no
H2721 . C272 . H2722 . 110.5 no
C272 . C273 . C274 . 115.6(11) yes
C272 . C273 . H2731 . 108.4 no
C274 . C273 . H2731 . 109.4 no
C272 . C273 . H2732 . 106.6 no
C274 . C273 . H2732 . 106.3 no
H2731 . C273 . H2732 . 110.3 no
C273 . C274 . H2741 . 108.6 no
C273 . C274 . H2742 . 109.4 no
H2741 . C274 . H2742 . 109.5 no
C273 . C274 . H2743 . 109.8 no
H2741 . C274 . H2743 . 109.9 no
H2742 . C274 . H2743 . 109.6 no
N250 . C281 . C282 . 115.9(13) yes
N250 . C281 . H2811 . 108.3 no
C282 . C281 . H2811 . 108.7 no
N250 . C281 . H2812 . 108.5 no
C282 . C281 . H2812 . 106.8 no
H2811 . C281 . H2812 . 108.4 no
C281 . C282 . C283 . 118.7(19) yes
C281 . C282 . H2821 . 106.7 no
C283 . C282 . H2821 . 108.2 no
C281 . C282 . H2822 . 107.7 no
C283 . C282 . H2822 . 106.4 no
H2821 . C282 . H2822 . 108.9 no
C282 . C283 . C284 . 105(2) yes
C282 . C283 . H2831 . 110.8 no
C284 . C283 . H2831 . 109.1 no
C282 . C283 . H2832 . 111.5 no
C284 . C283 . H2832 . 111.0 no
H2831 . C283 . H2832 . 109.6 no
C283 . C284 . H2841 . 105.2 no
C283 . C284 . H2843 . 104.6 no
H2841 . C284 . H2843 . 113.6 no
C283 . C284 . H2842 . 102.9 no
H2841 . C284 . H2842 . 113.9 no
H2843 . C284 . H2842 . 115.0 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
C154 . H1541 . C162 2_775 125.0(3) 0.959 2.597 3.244(9) yes
C154 . H1541 . C163 2_775 158.1(3) 0.959 2.350 3.260(9) yes
C154 . H1541 . C164 2_775 137.9(3) 0.959 2.417 3.193(9) yes
C162 . H1622 . C154 2_775 137.2(3) 0.967 2.467 3.244(9) yes
C164 . H1643 . C154 2_775 133.7(3) 0.961 2.453 3.193(9) yes
C181 . H1811 . O52 4_564 135.6(2) 0.974 2.475 3.243(9) yes
C3 . H31 . O213 . 168.78(6) 0.940 2.554 3.481(9) yes
C9 . H91 . O212 4_564 166.81(6) 0.941 2.557 3.479(9) yes
C53 . H531 . O202 4_665 167.32(8) 0.918 2.573 3.474(9) yes
C59 . H591 . O204 1_655 159.01(10) 0.926 2.555 3.436(9) yes
C251 . H2511 . O13 2_675 152.9(2) 0.969 2.561 3.452(9) yes
C252 . H2521 . C162 . 126.4(4) 0.977 2.205 2.894(9) yes
C152 . H2522 . N150 . 132.1(16) 1.096 1.694 2.561(9) yes
C152 . H2522 . C181 . 175.4(12) 1.096 1.968 3.062(9) yes
C154 . H2541 . C152 . 130.4(16) 1.137 1.670 2.558(9) yes
C271 . H2711 . O58 3_755 154.5(3) 0.966 2.477 3.375(9) yes
C271 . H2712 . O1 3_655 124.9(2) 0.988 2.523 3.193(9) yes
O63 . H631 . O52 4_564 169(3) 0.793 2.040 2.822(9) yes
O13 . H131 . O2 4_564 168(4) 0.822 2.029 2.839(9) yes
O7 . H71 . O64 . 163(4) 0.824 1.947 2.746(9) yes
O8 . H81 . O214 4_564 163(4) 0.826 1.880 2.680(9) yes
O64 . H641 . O213 . 159(3) 0.833 1.889 2.684(9) yes
O58 . H581 . O203 1_655 157(4) 0.829 1.835 2.620(9) yes
O14 . H141 . O202 . 157(4) 0.839 1.867 2.657(9) yes
O1 . H11 . O58 1_455 161(4) 0.823 2.051 2.841(9) yes
O57 . H571 . O14 4_665 156(4) 0.813 1.992 2.756(9) yes
O2 . H21 . O212 . 152(4) 0.797 1.913 2.643(9) yes
O51 . H511 . O52 . 130(4) 0.799 1.998 2.588(9) yes
O52 . H521 . O204 4_665 129(4) 0.817 2.044 2.635(9) 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
0 4 1 x .
0 4 0 x .
_chemical_name_systematic        '[HHTP.TBA.MeOSO3]n'
####################################################################### 
# 
# 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_TEACl
_database_code_depnum_ccdc_archive 'CCDC 1451583'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-03-28 downloaded from the CCDC.
;
#==============================================================================

# SQUEEZE RESULTS (APPEND TO CIF)
# 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 -0.002 0.000 -0.010 464 83 ' '
2 -0.029 0.500 0.983 464 83 ' '
_platon_squeeze_details          
;
;

_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          SQUEEZE

_cell_length_a                   11.2980(2)
_cell_length_b                   15.7065(4)
_cell_length_c                   17.8505(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.914(2)
_cell_angle_gamma                90
_cell_volume                     3167.20(7)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n '
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,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'
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'

_cell_formula_units_Z            4

_chemical_formula_sum            'C30 H42 Cl1 N1 O7'
_chemical_formula_moiety         'C18 H12 O6, C8 H20 N, C4 H10 O, Cl'
_chemical_compound_source        syntheszied
_chemical_formula_weight         564.12


_cell_measurement_reflns_used    10585
_cell_measurement_theta_min      4
_cell_measurement_theta_max      29
_cell_measurement_temperature    150

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.13
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_max          0.61

_exptl_crystal_density_diffrn    1.183
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1208
_exptl_absorpt_coefficient_mu    0.164

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω

_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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      150
_diffrn_reflns_number            41261
_reflns_number_total             8086
_diffrn_reflns_av_R_equivalents  0.082


_diffrn_reflns_theta_min         3.350
_diffrn_reflns_theta_max         29.949
_diffrn_measured_fraction_theta_max 0.880

_diffrn_reflns_theta_full        25.157
_diffrn_measured_fraction_theta_full 0.973

_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       23
_reflns_limit_h_min              -15
_reflns_limit_h_max              15
_reflns_limit_k_min              0
_reflns_limit_k_max              20
_reflns_limit_l_min              0
_reflns_limit_l_max              23

_oxford_diffrn_Wilson_B_factor   2.06
_oxford_diffrn_Wilson_scale      0.29

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.86
_refine_diff_density_max         0.61

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         6175
_refine_ls_number_restraints     175
_refine_ls_number_parameters     451
_oxford_refine_ls_R_factor_ref   0.1109
_refine_ls_wR_factor_ref         0.2305
_refine_ls_goodness_of_fit_ref   0.9826
_refine_ls_shift/su_max          0.0003149
_refine_ls_shift/su_mean         0.0000188

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6175
_refine_ls_R_factor_all          0.1109
_refine_ls_wR_factor_all         0.2305

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5092
_refine_ls_R_factor_gt           0.0951
_refine_ls_wR_factor_gt          0.2252

_chemical_absolute_configuration .

_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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 948. 0.151E+04 950. 411. 94.0 
;

# 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
C201 C 0.1523(9) 0.4946(7) 0.0380(5) 0.0681 0.6000 Uani D U . . 1 .
C202 C 0.2849(10) 0.4908(15) 0.0367(5) 0.0826 0.6000 Uani D U . . 1 .
C205 C 0.4720(14) 0.4081(16) 0.1833(9) 0.0982 0.6000 Uani D U . . 1 .
C1 C 0.6194(3) 0.3627(2) 0.6990(2) 0.0224 1.0000 Uani . . . . . .
C2 C 0.7394(3) 0.3690(2) 0.7215(2) 0.0212 1.0000 Uani . . . . . .
C3 C 0.8253(3) 0.3387(2) 0.6755(2) 0.0221 1.0000 Uani . . . . . .
C4 C 0.7993(3) 0.3018(2) 0.60559(19) 0.0190 1.0000 Uani . . . . . .
C5 C 0.6799(3) 0.2933(2) 0.5830(2) 0.0207 1.0000 Uani . . . . . .
C6 C 0.5919(3) 0.3249(2) 0.6310(2) 0.0222 1.0000 Uani . . . . . .
C7 C 1.1022(3) 0.2647(2) 0.5266(2) 0.0238 1.0000 Uani . . . . . .
C8 C 1.0731(3) 0.2285(3) 0.4571(2) 0.0246 1.0000 Uani . . . . . .
C9 C 0.9565(3) 0.2133(3) 0.4384(2) 0.0246 1.0000 Uani . . . . . .
C10 C 0.8648(3) 0.2373(2) 0.4865(2) 0.0190 1.0000 Uani . . . . . .
C11 C 0.8937(3) 0.2747(2) 0.5557(2) 0.0200 1.0000 Uani . . . . . .
C12 C 1.0148(3) 0.2869(2) 0.5744(2) 0.0229 1.0000 Uani . . . . . .
C13 C 0.5955(3) 0.1819(2) 0.3709(2) 0.0217 1.0000 Uani . . . . . .
C14 C 0.5043(3) 0.2077(2) 0.4185(2) 0.0238 1.0000 Uani . . . . . .
C15 C 0.5316(3) 0.2430(2) 0.4868(2) 0.0232 1.0000 Uani . . . . . .
C16 C 0.6501(3) 0.2540(2) 0.5115(2) 0.0202 1.0000 Uani . . . . . .
C17 C 0.7403(3) 0.2253(2) 0.4643(2) 0.0204 1.0000 Uani . . . . . .
C18 C 0.7103(3) 0.1889(2) 0.3947(2) 0.0212 1.0000 Uani . . . . . .
N100 N 0.9178(4) 0.4090(2) 0.2744(2) 0.0463 1.0000 Uani D U . . . .
C101 C 0.9636(4) 0.4824(3) 0.3209(3) 0.0432 1.0000 Uani D U . . . .
C102 C 1.0048(7) 0.4580(4) 0.3987(4) 0.0841 1.0000 Uani D U . . . .
O7 O 1.2205(2) 0.2757(2) 0.54042(16) 0.0306 1.0000 Uani D . . . . .
O13 O 0.5611(2) 0.15103(19) 0.30192(15) 0.0285 1.0000 Uani D . . . . .
O14 O 0.3891(2) 0.2001(2) 0.39644(16) 0.0369 1.0000 Uani D . . . . .
O2 O 0.7733(2) 0.40639(19) 0.78784(15) 0.0283 1.0000 Uani D . . . . .
C131 C 0.8193(4) 0.3619(3) 0.3129(3) 0.0367 1.0000 Uani D U . . . .
C132 C 0.7164(5) 0.4155(4) 0.3367(4) 0.0685 1.0000 Uani D U . . . .
O1 O 0.5375(2) 0.39382(19) 0.74701(15) 0.0295 1.0000 Uani D . . . . .
Cl1 Cl 0.77741(8) 0.15159(6) 0.19841(5) 0.0275 1.0000 Uani . . . . . .
O8 O 1.1572(2) 0.2088(2) 0.40583(17) 0.0383 1.0000 Uani D . . . . .
C112 C 1.0812(15) 0.3840(9) 0.1858(10) 0.1000 0.5000 Uani D U . . 3 .
C121 C 0.8522(12) 0.4489(8) 0.2068(5) 0.0564 0.5000 Uani D U . . 3 .
C122 C 0.7900(19) 0.3902(10) 0.1490(6) 0.0946 0.5000 Uani D U . . 3 .
C111 C 0.9999(13) 0.3431(7) 0.2430(9) 0.0714 0.5000 Uani D U . . 3 .
C113 C 1.0236(8) 0.3453(6) 0.2751(5) 0.0332 0.5000 Uani D U . . 4 .
C114 C 1.1384(10) 0.3733(7) 0.2377(6) 0.0488 0.5000 Uani D U . . 4 .
C123 C 0.9039(13) 0.4462(8) 0.1981(5) 0.0568 0.5000 Uani D U . . 4 .
C124 C 0.8697(14) 0.3797(10) 0.1394(8) 0.0668 0.5000 Uani D U . . 4 .
O203 O 0.3240(6) 0.4772(5) 0.1108(4) 0.0683 0.6000 Uani D U . . 1 .
C204 C 0.4448(8) 0.4522(8) 0.1112(7) 0.0838 0.6000 Uani D U . . 1 .
O213 O 0.3544(8) 0.4543(6) 0.1514(5) 0.0506 0.4000 Uani D U . . 2 .
C212 C 0.3895(11) 0.4788(11) 0.0791(7) 0.0641 0.4000 Uani D U . . 2 .
C215 C 0.3823(15) 0.3879(12) 0.2684(8) 0.0810 0.4000 Uani D U . . 2 .
C211 C 0.2815(16) 0.5046(16) 0.0347(11) 0.0669 0.4000 Uani D U . . 2 .
C214 C 0.4396(13) 0.4115(18) 0.1964(11) 0.0609 0.4000 Uani D U . . 2 .
H2011 H 0.1227 0.5124 -0.0096 0.1020 0.6000 Uiso R . . . 1 .
H2012 H 0.1271 0.5341 0.0754 0.1020 0.6000 Uiso R . . . 1 .
H2013 H 0.1211 0.4391 0.0494 0.1020 0.6000 Uiso R . . . 1 .
H2021 H 0.3164 0.5443 0.0180 0.1021 0.6000 Uiso R . . . 1 .
H2022 H 0.3096 0.4445 0.0044 0.1021 0.6000 Uiso R . . . 1 .
H2052 H 0.5521 0.3867 0.1818 0.1410 0.6000 Uiso R . . . 1 .
H2051 H 0.4647 0.4469 0.2249 0.1409 0.6000 Uiso R . . . 1 .
H2053 H 0.4170 0.3615 0.1894 0.1412 0.6000 Uiso R . . . 1 .
H31 H 0.9063 0.3424 0.6928 0.0270 1.0000 Uiso R . . . . .
H61 H 0.5112 0.3199 0.6167 0.0261 1.0000 Uiso R . . . . .
H91 H 0.9367 0.1876 0.3915 0.0306 1.0000 Uiso R . . . . .
H121 H 1.0370 0.3110 0.6210 0.0281 1.0000 Uiso R . . . . .
H151 H 0.4696 0.2597 0.5179 0.0283 1.0000 Uiso R . . . . .
H181 H 0.7696 0.1695 0.3636 0.0253 1.0000 Uiso R . . . . .
H1011 H 1.0316 0.5064 0.2946 0.0535 1.0000 Uiso R . . . . .
H1012 H 0.9022 0.5257 0.3253 0.0526 1.0000 Uiso R . . . . .
H1021 H 1.0322 0.5079 0.4244 0.1211 1.0000 Uiso R . . . . .
H1023 H 1.0674 0.4181 0.3945 0.1212 1.0000 Uiso R . . . . .
H1022 H 0.9402 0.4324 0.4253 0.1210 1.0000 Uiso R . . . . .
H1311 H 0.8541 0.3350 0.3573 0.0449 1.0000 Uiso R . . . . .
H1312 H 0.7895 0.3178 0.2794 0.0457 1.0000 Uiso R . . . . .
H1321 H 0.6639 0.3804 0.3650 0.1068 1.0000 Uiso R . . . . .
H1323 H 0.7436 0.4624 0.3663 0.1071 1.0000 Uiso R . . . . .
H1322 H 0.6764 0.4363 0.2924 0.1072 1.0000 Uiso R . . . . .
H1121 H 1.1618 0.3700 0.1991 0.1460 0.5000 Uiso R . . . 3 .
H1123 H 1.0710 0.4447 0.1876 0.1460 0.5000 Uiso R . . . 3 .
H1122 H 1.0637 0.3642 0.1360 0.1461 0.5000 Uiso R . . . 3 .
H1211 H 0.9089 0.4845 0.1798 0.0711 0.5000 Uiso R . . . 3 .
H1212 H 0.7897 0.4846 0.2260 0.0708 0.5000 Uiso R . . . 3 .
H1222 H 0.7828 0.4184 0.1016 0.1359 0.5000 Uiso R . . . 3 .
H1221 H 0.8358 0.3389 0.1433 0.1360 0.5000 Uiso R . . . 3 .
H1223 H 0.7127 0.3755 0.1662 0.1359 0.5000 Uiso R . . . 3 .
H1112 H 1.0455 0.3177 0.2837 0.0868 0.5000 Uiso R . . . 3 .
H1111 H 0.9538 0.2995 0.2173 0.0869 0.5000 Uiso R . . . 3 .
H1131 H 1.0421 0.3307 0.3268 0.0367 0.5000 Uiso R . . . 4 .
H1132 H 0.9973 0.2947 0.2493 0.0372 0.5000 Uiso R . . . 4 .
H1141 H 1.1843 0.3239 0.2257 0.0730 0.5000 Uiso R . . . 4 .
H1142 H 1.1831 0.4089 0.2709 0.0728 0.5000 Uiso R . . . 4 .
H1143 H 1.1202 0.4042 0.1927 0.0733 0.5000 Uiso R . . . 4 .
H1232 H 0.9770 0.4741 0.1838 0.0738 0.5000 Uiso R . . . 4 .
H1231 H 0.8401 0.4877 0.1997 0.0738 0.5000 Uiso R . . . 4 .
H1242 H 0.8711 0.4052 0.0905 0.1009 0.5000 Uiso R . . . 4 .
H1241 H 0.9245 0.3327 0.1404 0.1010 0.5000 Uiso R . . . 4 .
H1243 H 0.7908 0.3582 0.1480 0.1010 0.5000 Uiso R . . . 4 .
H2042 H 0.4937 0.5032 0.1105 0.0992 0.6000 Uiso R . . . 1 .
H2041 H 0.4625 0.4165 0.0680 0.0989 0.6000 Uiso R . . . 1 .
H2122 H 0.4445 0.5266 0.0825 0.0760 0.4000 Uiso R . . . 2 .
H2121 H 0.4282 0.4309 0.0545 0.0761 0.4000 Uiso R . . . 2 .
H2151 H 0.4398 0.3662 0.3032 0.1211 0.4000 Uiso R . . . 2 .
H2152 H 0.3465 0.4384 0.2889 0.1209 0.4000 Uiso R . . . 2 .
H2153 H 0.3229 0.3454 0.2593 0.1210 0.4000 Uiso R . . . 2 .
H2111 H 0.2963 0.4993 -0.0182 0.0980 0.4000 Uiso R . . . 2 .
H2112 H 0.2635 0.5627 0.0459 0.0980 0.4000 Uiso R . . . 2 .
H2113 H 0.2155 0.4695 0.0479 0.0980 0.4000 Uiso R . . . 2 .
H2142 H 0.5064 0.4491 0.2061 0.0660 0.4000 Uiso R . . . 2 .
H2141 H 0.4660 0.3598 0.1715 0.0662 0.4000 Uiso R . . . 2 .
H71 H 1.235(5) 0.291(3) 0.5840(15) 0.0473 1.0000 Uiso D . . . . .
H81 H 1.220(3) 0.216(4) 0.429(3) 0.0570 1.0000 Uiso D . . . . .
H21 H 0.715(3) 0.431(3) 0.804(3) 0.0424 1.0000 Uiso D . . . . .
H11 H 0.469(2) 0.377(3) 0.740(3) 0.0453 1.0000 Uiso D . . . . .
H131 H 0.615(3) 0.163(3) 0.272(2) 0.0433 1.0000 Uiso D . . . . .
H141 H 0.381(5) 0.172(3) 0.358(2) 0.0557 1.0000 Uiso D . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.91(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
C201 . C202 . 1.500(9) yes
C201 . H2011 . 0.950 no
C201 . H2012 . 0.958 no
C201 . H2013 . 0.963 no
C202 . O203 . 1.404(9) yes
C202 . H2021 . 0.974 no
C202 . H2022 . 0.970 no
C205 . C204 . 1.489(9) yes
C205 . H2052 . 0.966 no
C205 . H2051 . 0.965 no
C205 . H2053 . 0.967 no
C1 . C2 . 1.412(5) yes
C1 . C6 . 1.381(5) yes
C1 . O1 . 1.362(4) yes
C2 . C3 . 1.366(5) yes
C2 . O2 . 1.371(4) yes
C3 . C4 . 1.404(5) yes
C3 . H31 . 0.963 no
C4 . C5 . 1.408(5) yes
C4 . C11 . 1.464(5) yes
C5 . C6 . 1.413(5) yes
C5 . C16 . 1.453(5) yes
C6 . H61 . 0.946 no
C7 . C8 . 1.400(5) yes
C7 . C12 . 1.360(5) yes
C7 . O7 . 1.367(4) yes
C8 . C9 . 1.374(5) yes
C8 . O8 . 1.364(4) yes
C9 . C10 . 1.409(5) yes
C9 . H91 . 0.952 no
C10 . C11 . 1.401(5) yes
C10 . C17 . 1.468(5) yes
C11 . C12 . 1.416(5) yes
C12 . H121 . 0.945 no
C13 . C14 . 1.405(5) yes
C13 . C18 . 1.363(5) yes
C13 . O13 . 1.374(4) yes
C14 . C15 . 1.371(5) yes
C14 . O14 . 1.359(4) yes
C15 . C16 . 1.413(5) yes
C15 . H151 . 0.937 no
C16 . C17 . 1.407(5) yes
C17 . C18 . 1.404(5) yes
C18 . H181 . 0.928 no
N100 . C101 . 1.508(5) yes
N100 . C131 . 1.511(5) yes
N100 . C121 . 1.540(8) yes
N100 . C111 . 1.504(8) yes
C101 . C102 . 1.507(6) yes
C101 . H1011 . 0.982 no
C101 . H1012 . 0.975 no
C102 . H1021 . 0.956 no
C102 . H1023 . 0.949 no
C102 . H1022 . 0.966 no
O7 . H71 . 0.828(19) no
O13 . H131 . 0.838(19) no
O14 . H141 . 0.825(19) no
O2 . H21 . 0.819(19) no
C131 . C132 . 1.502(6) yes
C131 . H1311 . 0.976 no
C131 . H1312 . 0.971 no
C132 . H1321 . 0.960 no
C132 . H1323 . 0.955 no
C132 . H1322 . 0.961 no
O1 . H11 . 0.826(19) no
O8 . H81 . 0.824(19) no
C112 . C111 . 1.525(9) yes
C112 . H1121 . 0.963 no
C112 . H1123 . 0.961 no
C112 . H1122 . 0.960 no
C121 . C122 . 1.543(9) yes
C121 . H1211 . 0.981 no
C121 . H1212 . 0.969 no
C122 . H1222 . 0.959 no
C122 . H1221 . 0.964 no
C122 . H1223 . 0.959 no
C111 . H1112 . 0.970 no
C111 . H1111 . 0.972 no
C113 . C114 . 1.533(8) yes
C113 . H1131 . 0.970 no
C113 . H1132 . 0.964 no
C114 . H1141 . 0.959 no
C114 . H1142 . 0.953 no
C114 . H1143 . 0.958 no
C123 . C124 . 1.525(9) yes
C123 . H1232 . 0.973 no
C123 . H1231 . 0.973 no
C124 . H1242 . 0.961 no
C124 . H1241 . 0.963 no
C124 . H1243 . 0.967 no
O203 . C204 . 1.420(8) yes
C204 . H2042 . 0.973 no
C204 . H2041 . 0.978 no
O213 . C212 . 1.410(9) yes
O213 . C214 . 1.413(9) yes
C212 . C211 . 1.500(9) yes
C212 . H2122 . 0.975 no
C212 . H2121 . 0.977 no
C215 . C214 . 1.495(9) yes
C215 . H2151 . 0.955 no
C215 . H2152 . 0.964 no
C215 . H2153 . 0.958 no
C211 . H2111 . 0.966 no
C211 . H2112 . 0.957 no
C211 . H2113 . 0.960 no
C214 . H2142 . 0.972 no
C214 . H2141 . 0.975 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
C202 . C201 . H2011 . 109.6 no
C202 . C201 . H2012 . 110.2 no
H2011 . C201 . H2012 . 109.1 no
C202 . C201 . H2013 . 109.6 no
H2011 . C201 . H2013 . 109.3 no
H2012 . C201 . H2013 . 109.0 no
C201 . C202 . O203 . 106.9(7) yes
C201 . C202 . H2021 . 109.9 no
O203 . C202 . H2021 . 110.0 no
C201 . C202 . H2022 . 109.7 no
O203 . C202 . H2022 . 110.8 no
H2021 . C202 . H2022 . 109.5 no
C204 . C205 . H2052 . 108.6 no
C204 . C205 . H2051 . 110.6 no
H2052 . C205 . H2051 . 109.4 no
C204 . C205 . H2053 . 109.1 no
H2052 . C205 . H2053 . 110.0 no
H2051 . C205 . H2053 . 109.1 no
C2 . C1 . C6 . 118.8(3) yes
C2 . C1 . O1 . 117.0(3) yes
C6 . C1 . O1 . 124.2(3) yes
C1 . C2 . C3 . 119.6(3) yes
C1 . C2 . O2 . 122.0(3) yes
C3 . C2 . O2 . 118.5(3) yes
C2 . C3 . C4 . 122.5(3) yes
C2 . C3 . H31 . 117.9 no
C4 . C3 . H31 . 119.6 no
C3 . C4 . C5 . 118.7(3) yes
C3 . C4 . C11 . 121.1(3) yes
C5 . C4 . C11 . 120.2(3) yes
C4 . C5 . C6 . 118.3(3) yes
C4 . C5 . C16 . 119.9(3) yes
C6 . C5 . C16 . 121.8(3) yes
C5 . C6 . C1 . 122.2(3) yes
C5 . C6 . H61 . 119.4 no
C1 . C6 . H61 . 118.4 no
C8 . C7 . C12 . 119.9(3) yes
C8 . C7 . O7 . 115.2(3) yes
C12 . C7 . O7 . 124.9(3) yes
C7 . C8 . C9 . 119.7(3) yes
C7 . C8 . O8 . 122.0(3) yes
C9 . C8 . O8 . 118.2(3) yes
C8 . C9 . C10 . 121.1(3) yes
C8 . C9 . H91 . 119.9 no
C10 . C9 . H91 . 119.0 no
C9 . C10 . C11 . 119.1(3) yes
C9 . C10 . C17 . 120.8(3) yes
C11 . C10 . C17 . 120.1(3) yes
C4 . C11 . C10 . 119.8(3) yes
C4 . C11 . C12 . 121.9(3) yes
C10 . C11 . C12 . 118.3(3) yes
C11 . C12 . C7 . 121.8(3) yes
C11 . C12 . H121 . 120.2 no
C7 . C12 . H121 . 118.0 no
C14 . C13 . C18 . 119.5(3) yes
C14 . C13 . O13 . 116.3(3) yes
C18 . C13 . O13 . 124.2(3) yes
C13 . C14 . C15 . 119.9(3) yes
C13 . C14 . O14 . 120.5(3) yes
C15 . C14 . O14 . 119.6(3) yes
C14 . C15 . C16 . 121.7(3) yes
C14 . C15 . H151 . 118.7 no
C16 . C15 . H151 . 119.7 no
C5 . C16 . C15 . 122.0(3) yes
C5 . C16 . C17 . 120.2(3) yes
C15 . C16 . C17 . 117.7(3) yes
C10 . C17 . C16 . 119.8(3) yes
C10 . C17 . C18 . 120.6(3) yes
C16 . C17 . C18 . 119.6(3) yes
C17 . C18 . C13 . 121.6(3) yes
C17 . C18 . H181 . 119.8 no
C13 . C18 . H181 . 118.6 no
C101 . N100 . C131 . 111.9(3) yes
C101 . N100 . C121 . 106.1(5) yes
C131 . N100 . C121 . 101.9(6) yes
C101 . N100 . C111 . 121.6(7) yes
C131 . N100 . C111 . 107.2(6) yes
C121 . N100 . C111 . 106.2(9) yes
N100 . C101 . C102 . 114.3(4) yes
N100 . C101 . H1011 . 107.1 no
C102 . C101 . H1011 . 107.8 no
N100 . C101 . H1012 . 109.9 no
C102 . C101 . H1012 . 108.2 no
H1011 . C101 . H1012 . 109.6 no
C101 . C102 . H1021 . 109.0 no
C101 . C102 . H1023 . 108.4 no
H1021 . C102 . H1023 . 110.0 no
C101 . C102 . H1022 . 109.6 no
H1021 . C102 . H1022 . 110.3 no
H1023 . C102 . H1022 . 109.5 no
C7 . O7 . H71 . 112(4) no
C13 . O13 . H131 . 107(4) no
C14 . O14 . H141 . 112(4) no
C2 . O2 . H21 . 107(4) no
N100 . C131 . C132 . 115.6(4) yes
N100 . C131 . H1311 . 106.9 no
C132 . C131 . H1311 . 108.4 no
N100 . C131 . H1312 . 108.7 no
C132 . C131 . H1312 . 108.2 no
H1311 . C131 . H1312 . 108.8 no
C131 . C132 . H1321 . 108.4 no
C131 . C132 . H1323 . 110.2 no
H1321 . C132 . H1323 . 110.3 no
C131 . C132 . H1322 . 108.3 no
H1321 . C132 . H1322 . 110.0 no
H1323 . C132 . H1322 . 109.7 no
C1 . O1 . H11 . 115(4) no
C8 . O8 . H81 . 104(4) no
C111 . C112 . H1121 . 108.4 no
C111 . C112 . H1123 . 108.8 no
H1121 . C112 . H1123 . 109.4 no
C111 . C112 . H1122 . 111.5 no
H1121 . C112 . H1122 . 109.5 no
H1123 . C112 . H1122 . 109.1 no
N100 . C121 . C122 . 119.2(10) yes
N100 . C121 . H1211 . 107.9 no
C122 . C121 . H1211 . 107.8 no
N100 . C121 . H1212 . 107.5 no
C122 . C121 . H1212 . 104.8 no
H1211 . C121 . H1212 . 109.3 no
C121 . C122 . H1222 . 110.3 no
C121 . C122 . H1221 . 109.4 no
H1222 . C122 . H1221 . 109.3 no
C121 . C122 . H1223 . 109.8 no
H1222 . C122 . H1223 . 109.2 no
H1221 . C122 . H1223 . 109.0 no
C112 . C111 . N100 . 110.0(9) yes
C112 . C111 . H1112 . 110.9 no
N100 . C111 . H1112 . 109.1 no
C112 . C111 . H1111 . 107.8 no
N100 . C111 . H1111 . 109.4 no
H1112 . C111 . H1111 . 109.7 no
N100 . C113 . C114 . 117.8(8) yes
N100 . C113 . H1131 . 108.3 no
C114 . C113 . H1131 . 108.1 no
N100 . C113 . H1132 . 107.2 no
C114 . C113 . H1132 . 106.6 no
H1131 . C113 . H1132 . 108.6 no
C113 . C114 . H1141 . 109.2 no
C113 . C114 . H1142 . 110.0 no
H1141 . C114 . H1142 . 109.4 no
C113 . C114 . H1143 . 109.8 no
H1141 . C114 . H1143 . 109.3 no
H1142 . C114 . H1143 . 109.1 no
N100 . C123 . C124 . 112.5(10) yes
N100 . C123 . H1232 . 109.9 no
C124 . C123 . H1232 . 109.6 no
N100 . C123 . H1231 . 107.7 no
C124 . C123 . H1231 . 107.4 no
H1232 . C123 . H1231 . 109.7 no
C123 . C124 . H1242 . 109.3 no
C123 . C124 . H1241 . 110.8 no
H1242 . C124 . H1241 . 108.4 no
C123 . C124 . H1243 . 110.7 no
H1242 . C124 . H1243 . 108.6 no
H1241 . C124 . H1243 . 108.9 no
C202 . O203 . C204 . 109.6(7) yes
C205 . C204 . O203 . 108.5(7) yes
C205 . C204 . H2042 . 106.6 no
O203 . C204 . H2042 . 108.7 no
C205 . C204 . H2041 . 111.9 no
O203 . C204 . H2041 . 111.2 no
H2042 . C204 . H2041 . 109.8 no
C212 . O213 . C214 . 116.7(10) yes
O213 . C212 . C211 . 108.6(8) yes
O213 . C212 . H2122 . 110.1 no
C211 . C212 . H2122 . 109.6 no
O213 . C212 . H2121 . 109.6 no
C211 . C212 . H2121 . 109.6 no
H2122 . C212 . H2121 . 109.3 no
C214 . C215 . H2151 . 110.5 no
C214 . C215 . H2152 . 108.3 no
H2151 . C215 . H2152 . 109.4 no
C214 . C215 . H2153 . 109.8 no
H2151 . C215 . H2153 . 109.1 no
H2152 . C215 . H2153 . 109.8 no
C212 . C211 . H2111 . 110.0 no
C212 . C211 . H2112 . 108.8 no
H2111 . C211 . H2112 . 109.0 no
C212 . C211 . H2113 . 110.2 no
H2111 . C211 . H2113 . 109.7 no
H2112 . C211 . H2113 . 109.1 no
C215 . C214 . O213 . 107.8(8) yes
C215 . C214 . H2142 . 110.0 no
O213 . C214 . H2142 . 109.5 no
C215 . C214 . H2141 . 109.0 no
O213 . C214 . H2141 . 110.4 no
H2142 . C214 . H2141 . 110.1 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
C205 . H2051 . O1 2_666 140.5(3) 0.965 2.552 3.353(12) yes
C214 . H2051 . O1 2_666 143.0(17) 0.802 2.552 3.229(12) yes
C3 . H31 . O13 3_555 150.08(10) 0.963 2.599 3.467(12) yes
C215 . H2153 . C114 1_455 124.1(6) 0.958 2.158 2.810(12) yes
C201 . H2113 . C202 . 123(3) 0.832 0.878 1.500(12) yes
C201 . H2113 . O203 . 137(3) 0.832 1.653 2.333(12) yes
C201 . H2113 . O213 . 139(2) 0.832 2.417 3.093(12) yes
C201 . H2113 . C212 . 148(3) 0.832 2.041 2.779(12) yes
O8 . H81 . O14 1_655 131(5) 0.824 2.018 2.632(12) yes
O2 . H21 . O203 2_666 138(5) 0.819 2.144 2.809(12) yes
O2 . H21 . O213 2_666 147(5) 0.819 2.123 2.845(12) yes
O14 . H141 . O2 3_454 149(5) 0.825 2.124 2.861(12) 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
0 4 2 x .
-3 3 1 x .
0 4 1 x .



_chemical_name_systematic        '[HHTP.TEA.Cl]n'
