# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_tetragonalframework
_database_code_depnum_ccdc_archive 'CCDC 1523338'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-02-03 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          
; 
Crystals were twinned - an appropriate twin law was found using the ROTAX
programme in CRYSTALS. The occupancies of the two components were refined.

The asymmetric unit cell contains a quarter of the tetra-amidinium ligand,
half of a terephthalate anion and six full/partial occupancy water molecules.
The occupancies of the water molecules were refined and then fixed, giving
three full occupancy waters, two with occupancy of 0.6 and one half occupancy
water.

C-H and N-H hydrogen atoms were  visible in the Fourier difference map and 
were initially refined with restraints on bond lengths and angles, after which 
the positions were used as the basis for a riding model.

The water hydrogen atoms were not clearly visible in the Fourier difference map
and it was not possible to sensibly refine the positions of these atoms. 
Therefore, these atoms were inserted at idealised hydrogen bonding positions
with O-H distances of 0.85 A and ride on the water oxygen atoms.

It was not necessary to use any crystallographic restraints in the final 
refinement.
;

_cell_length_a                   30.0714(3)
_cell_length_b                   30.0714(3)
_cell_length_c                   7.38182(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6675.29(8)

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'I 41/a '
_symmetry_space_group_name_Hall  '-I 4ad'

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
y+3/4,-x+3/4,z+3/4
-y+3/4,x+3/4,-z+3/4
y+5/4,-x+5/4,z+5/4
-y+5/4,x+5/4,-z+5/4
x+1/2,y,-z+1/2
-x+1/2,-y,z+1/2
x+1,y+1/2,-z+1
-x+1,-y+1/2,z+1
-y+3/4,x+1/4,z+1/4
y+3/4,-x+1/4,-z+1/4
-y+5/4,x+3/4,z+3/4
y+5/4,-x+3/4,-z+3/4

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            16

_chemical_formula_sum            'C11.25 H19.4 N2 O6.7'
_chemical_formula_moiety         '0.25(C29 H32 N8), 0.5(C8 H4 O4), 4.7(O H2)'
_chemical_compound_source        synthesized
_chemical_formula_weight         289.88

_cell_measurement_reflns_used    10967
_cell_measurement_theta_min      4.15
_cell_measurement_theta_max      72.01
_cell_measurement_temperature    150

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.05
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_max          0.81

_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2472.000
_exptl_absorpt_coefficient_mu    0.817

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

_computing_data_collection       'CrysAlisPro, (Agilent, 2011)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    '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            21972
_reflns_number_total             2972
_diffrn_reflns_av_R_equivalents  0.043

_diffrn_reflns_theta_min         4.158
_diffrn_reflns_theta_max         67.059
_diffrn_measured_fraction_theta_max 1.000

_diffrn_reflns_theta_full        67.059
_diffrn_measured_fraction_theta_full 1.000

_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       5
_reflns_limit_h_min              -24
_reflns_limit_h_max              24
_reflns_limit_k_min              0
_reflns_limit_k_max              35
_reflns_limit_l_min              0
_reflns_limit_l_max              8

_oxford_diffrn_Wilson_B_factor   1.88
_oxford_diffrn_Wilson_scale      0.13

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.31
_refine_diff_density_max         0.57

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         2948
_refine_ls_number_restraints     0
_refine_ls_number_parameters     193
_oxford_refine_ls_R_factor_ref   0.0739
_refine_ls_wR_factor_ref         0.2001
_refine_ls_goodness_of_fit_ref   0.9740
_refine_ls_shift/su_max          0.0003740
_refine_ls_shift/su_mean         0.0000565

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2948
_refine_ls_R_factor_all          0.0739
_refine_ls_wR_factor_all         0.2001

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                2658
_refine_ls_R_factor_gt           0.0711
_refine_ls_wR_factor_gt          0.1927

_chemical_absolute_configuration .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, 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: 
 0.568E+04 0.969E+04 0.642E+04 0.307E+04 857. 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.45682(9) 0.60548(8) 1.2718(3) 0.0217 1.0000 Uani . . . . . .
N2 N 0.53118(9) 0.59436(8) 1.2294(3) 0.0217 1.0000 Uani . . . . . .
C3 C 0.49347(9) 0.61265(9) 1.1790(3) 0.0172 1.0000 Uani . . . . . .
C4 C 0.49279(9) 0.64310(8) 1.0208(3) 0.0153 1.0000 Uani . . . . . .
C5 C 0.46304(8) 0.67867(9) 1.0225(3) 0.0158 1.0000 Uani . . . . . .
C6 C 0.46508(9) 0.71092(8) 0.8898(3) 0.0155 1.0000 Uani . . . . . .
C7 C 0.49688(8) 0.70920(8) 0.7517(3) 0.0111 1.0000 Uani . . . . . .
C8 C 0.52564(9) 0.67310(8) 0.7472(3) 0.0141 1.0000 Uani . . . . . .
C9 C 0.52355(9) 0.63998(8) 0.8822(3) 0.0156 1.0000 Uani . . . . . .
C10 C 0.5000 0.7500 0.6250 0.0117 1.0000 Uani S T . . . .
O11 O 0.52614(8) 0.55031(8) 0.5609(3) 0.0311 1.0000 Uani . . . . . .
O12 O 0.45304(8) 0.55732(8) 0.6011(3) 0.0330 1.0000 Uani . . . . . .
C13 C 0.49121(11) 0.54459(10) 0.6522(4) 0.0263 1.0000 Uani . . . . . .
C14 C 0.49524(11) 0.52120(9) 0.8331(3) 0.0247 1.0000 Uani . . . . . .
C15 C 0.45999(12) 0.52004(10) 0.9524(4) 0.0306 1.0000 Uani . . . . . .
C16 C 0.53535(12) 0.50130(10) 0.8813(4) 0.0287 1.0000 Uani . . . . . .
O21 O 0.61410(13) 0.56076(13) 0.6327(5) 0.0667 1.0000 Uani . . . . . .
O31 O 0.39303(14) 0.61651(18) 0.7669(5) 0.0899 1.0000 Uani . . . . . .
O41 O 0.37173(8) 0.62976(8) 1.1207(3) 0.0361 1.0000 Uani . . . . . .
O51 O 0.67051(16) 0.5651(2) 0.9197(7) 0.0536 0.6000 Uani . . . . . .
O61 O 0.3683(2) 0.5164(2) 0.5511(9) 0.0688 0.6000 Uani . . . . . .
O71 O 0.3045(3) 0.4955(2) 0.8166(13) 0.0702 0.5000 Uani . . . . . .
H51 H 0.4425 0.6799 1.1163 0.0212 1.0000 Uiso R . . . . .
H61 H 0.4449 0.7351 0.8981 0.0202 1.0000 Uiso R . . . . .
H81 H 0.5449 0.6705 0.6508 0.0176 1.0000 Uiso R . . . . .
H91 H 0.5436 0.6151 0.8789 0.0219 1.0000 Uiso R . . . . .
H151 H 0.4328 0.5334 0.9240 0.0391 1.0000 Uiso R . . . . .
H161 H 0.5591 0.5019 0.8008 0.0375 1.0000 Uiso R . . . . .
H12 H 0.4574 0.5953 1.3816 0.0279 1.0000 Uiso R . . . . .
H21 H 0.5324 0.5817 1.3372 0.0291 1.0000 Uiso R . . . . .
H11 H 0.4315 0.6120 1.2289 0.0267 1.0000 Uiso R . . . . .
H22 H 0.5543 0.5980 1.1638 0.0296 1.0000 Uiso R . . . . .
H411 H 0.3784 0.6256 1.0101 0.0453 1.0000 Uiso R . . . . .
H412 H 0.3543 0.6143 1.1859 0.0453 1.0000 Uiso R . . . . .
H311 H 0.4112 0.5986 0.7168 0.1063 1.0000 Uiso R . . . . .
H312 H 0.3678 0.6225 0.7213 0.1063 1.0000 Uiso R . . . . .
H211 H 0.5866 0.5574 0.6105 0.0820 1.0000 Uiso R . . . . .
H611 H 0.3935 0.5287 0.5660 0.0826 0.6000 Uiso R . . . . .
H511 H 0.6528 0.5639 0.8301 0.0647 0.6000 Uiso R . . . . .
H212 H 0.6196 0.5368 0.5755 0.0819 1.0000 Uiso R . . . . .
H512 H 0.6886 0.5804 0.8567 0.0640 0.6000 Uiso R . . . . .
H711 H 0.3122 0.4768 0.8971 0.0835 0.5000 Uiso R . . . . .
H712 H 0.2900 0.5123 0.8883 0.0835 0.5000 Uiso R . . . . .
H612 H 0.3490 0.5103 0.6316 0.0822 0.6000 Uiso R . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          3.15(8)

loop_
_oxford_twin_element_scale_factors
0.506(3)
0.494(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C3 . 1.315(4) yes
N1 . H12 . 0.866 no
N1 . H11 . 0.847 no
N2 . C3 . 1.314(4) yes
N2 . H21 . 0.883 no
N2 . H22 . 0.855 no
C3 . C4 . 1.484(3) yes
C4 . C5 . 1.394(4) yes
C4 . C9 . 1.383(4) yes
C5 . C6 . 1.380(4) yes
C5 . H51 . 0.928 no
C6 . C7 . 1.398(3) yes
C6 . H61 . 0.949 no
C7 . C8 . 1.388(3) yes
C7 . C10 . 1.546(2) yes
C8 . C9 . 1.410(3) yes
C8 . H81 . 0.921 no
C9 . H91 . 0.961 no
O11 . C13 . 1.260(4) yes
O12 . C13 . 1.268(4) yes
C13 . C14 . 1.514(3) yes
C14 . C15 . 1.379(5) yes
C14 . C16 . 1.393(5) yes
C15 . C16 2_667 1.392(4) yes
C15 . H151 . 0.936 no
C16 . H161 . 0.929 no
O21 . H211 . 0.850 no
O21 . H212 . 0.850 no
O31 . H311 . 0.850 no
O31 . H312 . 0.850 no
O41 . H411 . 0.850 no
O41 . H412 . 0.850 no
O51 . H511 . 0.850 no
O51 . H512 . 0.850 no
O61 . H611 . 0.850 no
O61 . H612 . 0.850 no
O71 . H711 . 0.850 no
O71 . H712 . 0.850 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 . N1 . H12 . 121.9 no
C3 . N1 . H11 . 121.3 no
H12 . N1 . H11 . 116.7 no
C3 . N2 . H21 . 118.0 no
C3 . N2 . H22 . 119.3 no
H21 . N2 . H22 . 122.2 no
N1 . C3 . N2 . 120.5(2) yes
N1 . C3 . C4 . 120.0(2) yes
N2 . C3 . C4 . 119.5(2) yes
C3 . C4 . C5 . 118.4(2) yes
C3 . C4 . C9 . 122.1(2) yes
C5 . C4 . C9 . 119.2(2) yes
C4 . C5 . C6 . 120.3(2) yes
C4 . C5 . H51 . 117.6 no
C6 . C5 . H51 . 122.1 no
C5 . C6 . C7 . 121.4(2) yes
C5 . C6 . H61 . 117.6 no
C7 . C6 . H61 . 120.9 no
C6 . C7 . C8 . 118.2(2) yes
C6 . C7 . C10 . 116.95(18) yes
C8 . C7 . C10 . 124.63(19) yes
C7 . C8 . C9 . 120.5(2) yes
C7 . C8 . H81 . 118.5 no
C9 . C8 . H81 . 120.9 no
C8 . C9 . C4 . 120.3(2) yes
C8 . C9 . H91 . 120.3 no
C4 . C9 . H91 . 119.3 no
C7 12_564 C10 . C7 8_545 111.49(8) yes
C7 12_564 C10 . C7 . 105.51(15) yes
C7 8_545 C10 . C7 . 111.49(8) yes
C7 12_564 C10 . C7 14_466 111.49(8) yes
C7 8_545 C10 . C7 14_466 105.51(15) yes
C7 . C10 . C7 14_466 111.49(8) yes
O12 . C13 . O11 . 123.7(3) yes
O12 . C13 . C14 . 118.4(3) yes
O11 . C13 . C14 . 118.0(3) yes
C13 . C14 . C15 . 120.9(3) yes
C13 . C14 . C16 . 119.6(3) yes
C15 . C14 . C16 . 119.5(3) yes
C16 2_667 C15 . C14 . 119.8(3) yes
C16 2_667 C15 . H151 . 118.9 no
C14 . C15 . H151 . 121.2 no
C14 . C16 . C15 2_667 120.7(3) yes
C14 . C16 . H161 . 119.6 no
C15 2_667 C16 . H161 . 119.7 no
H211 . O21 . H212 . 89.6 no
H311 . O31 . H312 . 122.4 no
H411 . O41 . H412 . 127.4 no
H511 . O51 . H512 . 89.9 no
H611 . O61 . H612 . 127.7 no
H711 . O71 . H712 . 95.5 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
C8 . H81 . C6 8_545 124.34(8) 0.921 2.536 3.149(3) yes
N1 . H12 . O12 1_556 164.66(10) 0.866 1.987 2.832(3) yes
N2 . H21 . O11 1_556 171.06(10) 0.883 1.911 2.787(3) yes
N1 . H11 . O41 . 177.87(9) 0.847 2.038 2.885(3) yes
N2 . H22 . O41 8_546 150.71(9) 0.855 2.121 2.898(3) yes
O41 . H411 . O31 . 179.8(2) 0.850 1.869 2.719(3) yes
O41 . H412 . O51 14_467 179.55(18) 0.850 1.902 2.752(3) yes
O31 . H311 . O12 . 179.96(12) 0.850 1.965 2.815(3) yes
O31 . H312 . O21 14_466 179.69(16) 0.850 1.921 2.771(3) yes
O21 . H211 . O11 . 179.70(12) 0.850 1.866 2.716(3) yes
O61 . H611 . O12 . 179.8(2) 0.850 2.003 2.853(3) yes
O51 . H511 . O21 . 179.7(2) 0.850 1.867 2.717(3) yes
O21 . H212 . O61 2_666 179.9(2) 0.850 1.889 2.739(3) yes
O51 . H512 . O61 8_545 179.8(2) 0.850 2.119 2.969(3) yes
O71 . H711 . O51 2_667 179.6(3) 0.850 1.921 2.771(3) yes
O71 . H712 . O71 13_555 179.4(3) 0.850 2.118 2.968(3) yes
O61 . H612 . O71 . 179.3(3) 0.850 1.965 2.815(3) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 06/06/16 at 11:19:35
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
SUMFIX ELEMENT SCALES 
RIDE N   (   1,X'S) H   (  12,X'S) H   (  11,X'S) 
RIDE N   (   2,X'S) H   (  21,X'S) H   (  22,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE O   (  21,X'S) H   ( 211,X'S) H   ( 212,X'S) 
RIDE O   (  31,X'S) H   ( 311,X'S) H   ( 312,X'S) 
RIDE O   (  41,X'S) H   ( 411,X'S) H   ( 412,X'S) 
RIDE O   (  51,X'S) H   ( 511,X'S) H   ( 512,X'S) 
RIDE O   (  61,X'S) H   ( 611,X'S) H   ( 612,X'S) 
RIDE O   (  71,X'S) H   ( 711,X'S) H   ( 712,X'S) 
END        
;

_iucr_refine_instructions_details_restraints 
;
#
# Punched on 06/06/16 at 11:19:35
#
#LIST     16                                                                    
NO 
END                                                                             
;

# 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 10 0 x .
12 12 0 x .
-3 10 1 x .
4 10 0 x .
10 10 0 x .
-2 7 1 x .
0 12 0 x .
0 14 0 x .
4 8 0 x .
0 7 1 x .
####################################################################### 
# 
# 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_1BzO
_database_code_depnum_ccdc_archive 'CCDC 1523337'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-02-03 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          
; 
Crystals were visibly split (lengthwise down the long dimension of the 
lath-like crystals). Several crystals were tried, but all gave relatively
"split" looking diffraction patterns. Analysis using ROTAX indicated the 
presence of two twin components, and the appropriate twin law was inserted
within CRYSTALS, and the occupancy of the two components refined.

Crystals were relatively weakly-diffracting, and absent high angle reflections
were removed following analysis of the Wilson plot.

C-H hydrogen atoms were  visible in the Fourier difference map and 
were initially refined with restraints on bond lengths and angles, after which 
the positions were used as the basis for a riding model. N-H hydrogen 
atoms were visible in the Fourier difference map and were refined
with restraints on bond lengths and angles. 

Otherwise, it was not necessary to use any crystallographic restraints
in the final refinement.
;

_cell_length_a                   9.9217(6)
_cell_length_b                   10.0318(5)
_cell_length_c                   18.7148(11)
_cell_angle_alpha                90.632(5)
_cell_angle_beta                 93.900(5)
_cell_angle_gamma                119.479(6)
_cell_volume                     1615.70(9)

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

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 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            'C18 H22 N2 O2'
_chemical_formula_moiety         'C11 H17 N2, C7 H5 O2'
_chemical_compound_source        synthesized
_chemical_formula_weight         298.39


_cell_measurement_reflns_used    3919
_cell_measurement_theta_min      4.72
_cell_measurement_theta_max      73.2
_cell_measurement_temperature    150

_exptl_crystal_description       lath
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.02
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_max          0.40

_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             639.995
_exptl_absorpt_coefficient_mu    0.640

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

_computing_data_collection       'CrysAlisPro, (Agilent, 2011)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    '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            12187
_reflns_number_total             6328
_diffrn_reflns_av_R_equivalents  0.027

_diffrn_reflns_theta_min         4.743
_diffrn_reflns_theta_max         73.762
_diffrn_measured_fraction_theta_max 0.966

_diffrn_reflns_theta_full        67.519
_diffrn_measured_fraction_theta_full 0.995

_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       23
_reflns_limit_h_min              -12
_reflns_limit_h_max              11
_reflns_limit_k_min              -12
_reflns_limit_k_max              12
_reflns_limit_l_min              0
_reflns_limit_l_max              23

_oxford_diffrn_Wilson_B_factor   1.95
_oxford_diffrn_Wilson_scale      0.09

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.37
_refine_diff_density_max         0.45

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         5082
_refine_ls_number_restraints     16
_refine_ls_number_parameters     422
_oxford_refine_ls_R_factor_ref   0.1122
_refine_ls_wR_factor_ref         0.2844
_refine_ls_goodness_of_fit_ref   1.0684
_refine_ls_shift/su_max          0.0000820
_refine_ls_shift/su_mean         0.0000077

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        5082
_refine_ls_R_factor_all          0.1122
_refine_ls_wR_factor_all         0.2844

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4299
_refine_ls_R_factor_gt           0.1031
_refine_ls_wR_factor_gt          0.2836

_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: 
 0.488E+04 0.795E+04 0.534E+04 0.242E+04 714. 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.4947(5) 0.6305(5) 0.4365(2) 0.0304 1.0000 Uani D . . . . .
N2 N 0.5271(6) 0.8726(5) 0.4368(2) 0.0300 1.0000 Uani D . . . . .
C3 C 0.5057(6) 0.7483(6) 0.4014(3) 0.0250 1.0000 Uani D . . . . .
C4 C 0.4949(6) 0.7428(6) 0.3227(3) 0.0265 1.0000 Uani . . . . . .
C5 C 0.5587(6) 0.6688(6) 0.2851(3) 0.0293 1.0000 Uani . . . . . .
C6 C 0.5517(6) 0.6653(6) 0.2110(3) 0.0316 1.0000 Uani . . . . . .
C7 C 0.4855(6) 0.7391(5) 0.1713(3) 0.0270 1.0000 Uani . . . . . .
C8 C 0.4212(6) 0.8103(6) 0.2092(3) 0.0311 1.0000 Uani . . . . . .
C9 C 0.4282(6) 0.8144(6) 0.2833(3) 0.0291 1.0000 Uani . . . . . .
C10 C 0.4812(6) 0.7333(6) 0.0890(3) 0.0330 1.0000 Uani . . . . . .
C11 C 0.4107(14) 0.8259(11) 0.0561(4) 0.0847 1.0000 Uani . . . . . .
C12 C 0.3802(10) 0.5706(8) 0.0599(4) 0.0660 1.0000 Uani . . . . . .
C13 C 0.6473(9) 0.7958(13) 0.0671(4) 0.0902 1.0000 Uani . . . . . .
N21 N 1.0318(6) 0.8770(5) 0.0666(2) 0.0309 1.0000 Uani D . . . . .
N22 N 0.9813(6) 0.6310(5) 0.0616(2) 0.0325 1.0000 Uani D . . . . .
C23 C 1.0012(6) 0.7509(6) 0.0990(3) 0.0292 1.0000 Uani D . . . . .
C24 C 0.9923(6) 0.7433(6) 0.1777(3) 0.0264 1.0000 Uani . . . . . .
C25 C 1.0824(6) 0.8759(5) 0.2232(3) 0.0272 1.0000 Uani . . . . . .
C26 C 1.0770(6) 0.8672(5) 0.2957(3) 0.0260 1.0000 Uani . . . . . .
C27 C 0.9825(6) 0.7292(6) 0.3280(3) 0.0290 1.0000 Uani . . . . . .
C28 C 0.8938(6) 0.6006(6) 0.2818(3) 0.0258 1.0000 Uani . . . . . .
C29 C 0.8971(6) 0.6063(6) 0.2081(3) 0.0267 1.0000 Uani . . . . . .
C30 C 0.9832(6) 0.7243(6) 0.4094(3) 0.0298 1.0000 Uani . . . . . .
C31 C 0.9346(8) 0.8363(7) 0.4378(3) 0.0400 1.0000 Uani . . . . . .
C32 C 0.8678(7) 0.5638(6) 0.4332(3) 0.0361 1.0000 Uani . . . . . .
C33 C 1.1471(7) 0.7697(7) 0.4422(3) 0.0393 1.0000 Uani . . . . . .
O101 O 0.5126(5) 0.1448(4) 0.41660(19) 0.0364 1.0000 Uani . . . . . .
O102 O 0.4454(5) 0.3274(4) 0.41473(18) 0.0318 1.0000 Uani . . . . . .
C103 C 0.4804(6) 0.2368(5) 0.3843(3) 0.0258 1.0000 Uani . . . . . .
C104 C 0.4810(6) 0.2365(5) 0.3039(3) 0.0245 1.0000 Uani . . . . . .
C105 C 0.5838(6) 0.2054(5) 0.2707(3) 0.0271 1.0000 Uani . . . . . .
C106 C 0.5847(7) 0.2063(6) 0.1960(3) 0.0369 1.0000 Uani . . . . . .
C107 C 0.4833(7) 0.2368(6) 0.1559(3) 0.0361 1.0000 Uani . . . . . .
C108 C 0.3820(6) 0.2697(6) 0.1883(3) 0.0330 1.0000 Uani . . . . . .
C109 C 0.3826(6) 0.2716(6) 0.2624(3) 0.0297 1.0000 Uani . . . . . .
O121 O -0.0132(5) 0.3568(4) 0.08553(19) 0.0375 1.0000 Uani . . . . . .
O122 O -0.0141(5) 0.1348(4) 0.08378(19) 0.0362 1.0000 Uani . . . . . .
C123 C -0.0105(6) 0.2472(6) 0.1165(3) 0.0279 1.0000 Uani . . . . . .
C124 C -0.0067(6) 0.2490(6) 0.1958(3) 0.0262 1.0000 Uani . . . . . .
C125 C 0.0781(6) 0.3888(6) 0.2367(3) 0.0281 1.0000 Uani . . . . . .
C126 C 0.0852(7) 0.3907(7) 0.3116(3) 0.0398 1.0000 Uani . . . . . .
C127 C 0.0007(8) 0.2526(8) 0.3450(3) 0.0481 1.0000 Uani . . . . . .
C128 C -0.0805(8) 0.1184(7) 0.3057(3) 0.0413 1.0000 Uani . . . . . .
C129 C -0.0830(7) 0.1156(6) 0.2315(3) 0.0340 1.0000 Uani . . . . . .
H51 H 0.6048 0.6196 0.3108 0.0405 1.0000 Uiso R . . . . .
H61 H 0.5945 0.6141 0.1871 0.0420 1.0000 Uiso R . . . . .
H81 H 0.3722 0.8578 0.1839 0.0395 1.0000 Uiso R . . . . .
H91 H 0.3849 0.8640 0.3077 0.0371 1.0000 Uiso R . . . . .
H111 H 0.4030 0.8136 0.0048 0.1309 1.0000 Uiso R . . . . .
H113 H 0.4778 0.9316 0.0716 0.1310 1.0000 Uiso R . . . . .
H112 H 0.3092 0.7888 0.0729 0.1309 1.0000 Uiso R . . . . .
H121 H 0.3770 0.5684 0.0083 0.0979 1.0000 Uiso R . . . . .
H123 H 0.2769 0.5322 0.0751 0.0981 1.0000 Uiso R . . . . .
H122 H 0.4260 0.5110 0.0785 0.0980 1.0000 Uiso R . . . . .
H131 H 0.6442 0.7887 0.0153 0.1540 1.0000 Uiso R . . . . .
H133 H 0.7105 0.9019 0.0841 0.1541 1.0000 Uiso R . . . . .
H132 H 0.6891 0.7347 0.0878 0.1542 1.0000 Uiso R . . . . .
H251 H 1.1454 0.9696 0.2026 0.0360 1.0000 Uiso R . . . . .
H261 H 1.1380 0.9555 0.3250 0.0360 1.0000 Uiso R . . . . .
H281 H 0.8277 0.5054 0.3008 0.0342 1.0000 Uiso R . . . . .
H291 H 0.8348 0.5157 0.1782 0.0343 1.0000 Uiso R . . . . .
H312 H 0.9292 0.8289 0.4887 0.0617 1.0000 Uiso R . . . . .
H311 H 1.0091 0.9388 0.4269 0.0619 1.0000 Uiso R . . . . .
H313 H 0.8348 0.8091 0.4151 0.0619 1.0000 Uiso R . . . . .
H321 H 0.8716 0.5653 0.4849 0.0577 1.0000 Uiso R . . . . .
H322 H 0.8957 0.4897 0.4156 0.0578 1.0000 Uiso R . . . . .
H323 H 0.7636 0.5353 0.4140 0.0579 1.0000 Uiso R . . . . .
H331 H 1.1463 0.7642 0.4939 0.0658 1.0000 Uiso R . . . . .
H332 H 1.2229 0.8740 0.4301 0.0661 1.0000 Uiso R . . . . .
H333 H 1.1772 0.6977 0.4240 0.0659 1.0000 Uiso R . . . . .
H1051 H 0.6516 0.1827 0.2987 0.0382 1.0000 Uiso R . . . . .
H1061 H 0.6556 0.1864 0.1734 0.0464 1.0000 Uiso R . . . . .
H1071 H 0.4824 0.2358 0.1056 0.0472 1.0000 Uiso R . . . . .
H1081 H 0.3127 0.2898 0.1603 0.0464 1.0000 Uiso R . . . . .
H1091 H 0.3140 0.2955 0.2854 0.0391 1.0000 Uiso R . . . . .
H1251 H 0.1306 0.4806 0.2127 0.0382 1.0000 Uiso R . . . . .
H1261 H 0.1441 0.4829 0.3393 0.0512 1.0000 Uiso R . . . . .
H1271 H 0.0020 0.2535 0.3954 0.0608 1.0000 Uiso R . . . . .
H1281 H -0.1370 0.0254 0.3286 0.0532 1.0000 Uiso R . . . . .
H1291 H -0.1386 0.0197 0.2052 0.0433 1.0000 Uiso R . . . . .
H211 H 1.031(7) 0.876(4) 0.0207(11) 0.0397 1.0000 Uiso D . . . . .
H212 H 1.039(7) 0.954(3) 0.0904(15) 0.0403 1.0000 Uiso D . . . . .
H11 H 0.477(7) 0.548(3) 0.4132(14) 0.0391 1.0000 Uiso D . . . . .
H222 H 0.993(7) 0.637(4) 0.0162(12) 0.0412 1.0000 Uiso D . . . . .
H221 H 0.984(7) 0.557(4) 0.0830(14) 0.0413 1.0000 Uiso D . . . . .
H21 H 0.526(7) 0.872(4) 0.4833(11) 0.0389 1.0000 Uiso D . . . . .
H12 H 0.486(7) 0.629(4) 0.4826(12) 0.0390 1.0000 Uiso D . . . . .
H22 H 0.539(7) 0.951(3) 0.4136(14) 0.0397 1.0000 Uiso D . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          6.1(4)

loop_
_oxford_twin_element_scale_factors
0.642(5)
0.358(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C3 . 1.319(6) yes
N1 . H11 . 0.861(19) no
N1 . H12 . 0.873(19) no
N2 . C3 . 1.319(6) yes
N2 . H21 . 0.871(19) no
N2 . H22 . 0.862(19) no
C3 . C4 . 1.469(7) yes
C4 . C5 . 1.399(7) yes
C4 . C9 . 1.382(7) yes
C5 . C6 . 1.383(8) yes
C5 . H51 . 0.939 no
C6 . C7 . 1.398(7) yes
C6 . H61 . 0.938 no
C7 . C8 . 1.385(7) yes
C7 . C10 . 1.538(7) yes
C8 . C9 . 1.383(7) yes
C8 . H81 . 0.942 no
C9 . H91 . 0.935 no
C10 . C11 . 1.523(10) yes
C10 . C12 . 1.504(8) yes
C10 . C13 . 1.536(9) yes
C11 . H111 . 0.960 no
C11 . H113 . 0.961 no
C11 . H112 . 0.963 no
C12 . H121 . 0.962 no
C12 . H123 . 0.967 no
C12 . H122 . 0.967 no
C13 . H131 . 0.968 no
C13 . H133 . 0.968 no
C13 . H132 . 0.966 no
N21 . C23 . 1.313(7) yes
N21 . H211 . 0.859(19) no
N21 . H212 . 0.861(19) no
N22 . C23 . 1.306(6) yes
N22 . H222 . 0.863(19) no
N22 . H221 . 0.862(19) no
C23 . C24 . 1.482(7) yes
C24 . C25 . 1.412(7) yes
C24 . C29 . 1.385(7) yes
C25 . C26 . 1.362(7) yes
C25 . H251 . 0.941 no
C26 . C27 . 1.407(7) yes
C26 . H261 . 0.932 no
C27 . C28 . 1.393(7) yes
C27 . C30 . 1.525(7) yes
C28 . C29 . 1.383(7) yes
C28 . H281 . 0.944 no
C29 . H291 . 0.954 no
C30 . C31 . 1.527(7) yes
C30 . C32 . 1.540(7) yes
C30 . C33 . 1.535(8) yes
C31 . H312 . 0.960 no
C31 . H311 . 0.960 no
C31 . H313 . 0.953 no
C32 . H321 . 0.965 no
C32 . H322 . 0.973 no
C32 . H323 . 0.968 no
C33 . H331 . 0.970 no
C33 . H332 . 0.982 no
C33 . H333 . 0.974 no
O101 . C103 . 1.263(6) yes
O102 . C103 . 1.264(6) yes
C103 . C104 . 1.506(7) yes
C104 . C105 . 1.385(7) yes
C104 . C109 . 1.387(7) yes
C105 . C106 . 1.398(8) yes
C105 . H1051 . 0.941 no
C106 . C107 . 1.368(8) yes
C106 . H1061 . 0.944 no
C107 . C108 . 1.375(8) yes
C107 . H1071 . 0.941 no
C108 . C109 . 1.386(8) yes
C108 . H1081 . 0.936 no
C109 . H1091 . 0.951 no
O121 . C123 . 1.259(6) yes
O122 . C123 . 1.261(6) yes
C123 . C124 . 1.483(7) yes
C124 . C125 . 1.410(7) yes
C124 . C129 . 1.379(7) yes
C125 . C126 . 1.399(8) yes
C125 . H1251 . 0.944 no
C126 . C127 . 1.399(9) yes
C126 . H1261 . 0.938 no
C127 . C128 . 1.353(9) yes
C127 . H1271 . 0.942 no
C128 . C129 . 1.387(8) yes
C128 . H1281 . 0.946 no
C129 . H1291 . 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
C3 . N1 . H11 . 120.0(18) no
C3 . N1 . H12 . 119.3(18) no
H11 . N1 . H12 . 119(3) no
C3 . N2 . H21 . 118.8(18) no
C3 . N2 . H22 . 119.7(18) no
H21 . N2 . H22 . 122(3) no
N1 . C3 . N2 . 120.3(5) yes
N1 . C3 . C4 . 120.4(4) yes
N2 . C3 . C4 . 119.4(4) yes
C3 . C4 . C5 . 120.2(5) yes
C3 . C4 . C9 . 122.0(4) yes
C5 . C4 . C9 . 117.7(5) yes
C4 . C5 . C6 . 120.7(5) yes
C4 . C5 . H51 . 119.1 no
C6 . C5 . H51 . 120.2 no
C5 . C6 . C7 . 121.5(5) yes
C5 . C6 . H61 . 118.9 no
C7 . C6 . H61 . 119.6 no
C6 . C7 . C8 . 117.2(5) yes
C6 . C7 . C10 . 119.7(4) yes
C8 . C7 . C10 . 123.1(5) yes
C7 . C8 . C9 . 121.5(5) yes
C7 . C8 . H81 . 119.3 no
C9 . C8 . H81 . 119.2 no
C8 . C9 . C4 . 121.4(5) yes
C8 . C9 . H91 . 120.0 no
C4 . C9 . H91 . 118.6 no
C7 . C10 . C11 . 111.6(5) yes
C7 . C10 . C12 . 109.7(5) yes
C11 . C10 . C12 . 106.7(6) yes
C7 . C10 . C13 . 108.9(5) yes
C11 . C10 . C13 . 110.0(7) yes
C12 . C10 . C13 . 109.9(6) yes
C10 . C11 . H111 . 109.2 no
C10 . C11 . H113 . 107.8 no
H111 . C11 . H113 . 110.5 no
C10 . C11 . H112 . 108.5 no
H111 . C11 . H112 . 110.3 no
H113 . C11 . H112 . 110.5 no
C10 . C12 . H121 . 109.1 no
C10 . C12 . H123 . 108.9 no
H121 . C12 . H123 . 110.2 no
C10 . C12 . H122 . 107.8 no
H121 . C12 . H122 . 110.0 no
H123 . C12 . H122 . 110.8 no
C10 . C13 . H131 . 109.0 no
C10 . C13 . H133 . 109.5 no
H131 . C13 . H133 . 109.4 no
C10 . C13 . H132 . 108.6 no
H131 . C13 . H132 . 109.9 no
H133 . C13 . H132 . 110.4 no
C23 . N21 . H211 . 119.0(18) no
C23 . N21 . H212 . 120.1(18) no
H211 . N21 . H212 . 120(3) no
C23 . N22 . H222 . 119.6(18) no
C23 . N22 . H221 . 119.9(18) no
H222 . N22 . H221 . 118(3) no
N21 . C23 . N22 . 119.5(5) yes
N21 . C23 . C24 . 121.1(4) yes
N22 . C23 . C24 . 119.3(5) yes
C23 . C24 . C25 . 120.4(5) yes
C23 . C24 . C29 . 120.8(5) yes
C25 . C24 . C29 . 118.7(5) yes
C24 . C25 . C26 . 120.1(5) yes
C24 . C25 . H251 . 118.8 no
C26 . C25 . H251 . 121.0 no
C25 . C26 . C27 . 122.3(5) yes
C25 . C26 . H261 . 119.2 no
C27 . C26 . H261 . 118.6 no
C26 . C27 . C28 . 116.3(5) yes
C26 . C27 . C30 . 120.4(5) yes
C28 . C27 . C30 . 123.3(5) yes
C27 . C28 . C29 . 122.6(5) yes
C27 . C28 . H281 . 119.6 no
C29 . C28 . H281 . 117.8 no
C24 . C29 . C28 . 119.9(5) yes
C24 . C29 . H291 . 120.0 no
C28 . C29 . H291 . 120.1 no
C27 . C30 . C31 . 109.2(4) yes
C27 . C30 . C32 . 111.8(4) yes
C31 . C30 . C32 . 107.6(4) yes
C27 . C30 . C33 . 109.6(4) yes
C31 . C30 . C33 . 109.6(5) yes
C32 . C30 . C33 . 109.0(5) yes
C30 . C31 . H312 . 109.2 no
C30 . C31 . H311 . 109.5 no
H312 . C31 . H311 . 110.0 no
C30 . C31 . H313 . 108.3 no
H312 . C31 . H313 . 109.8 no
H311 . C31 . H313 . 110.1 no
C30 . C32 . H321 . 109.4 no
C30 . C32 . H322 . 109.4 no
H321 . C32 . H322 . 109.7 no
C30 . C32 . H323 . 109.7 no
H321 . C32 . H323 . 109.1 no
H322 . C32 . H323 . 109.5 no
C30 . C33 . H331 . 109.2 no
C30 . C33 . H332 . 111.1 no
H331 . C33 . H332 . 109.6 no
C30 . C33 . H333 . 109.2 no
H331 . C33 . H333 . 108.4 no
H332 . C33 . H333 . 109.3 no
O102 . C103 . O101 . 124.5(5) yes
O102 . C103 . C104 . 117.7(4) yes
O101 . C103 . C104 . 117.8(4) yes
C103 . C104 . C105 . 120.0(4) yes
C103 . C104 . C109 . 120.7(4) yes
C105 . C104 . C109 . 119.2(5) yes
C104 . C105 . C106 . 119.8(5) yes
C104 . C105 . H1051 . 119.4 no
C106 . C105 . H1051 . 120.8 no
C105 . C106 . C107 . 119.9(5) yes
C105 . C106 . H1061 . 119.8 no
C107 . C106 . H1061 . 120.2 no
C106 . C107 . C108 . 120.8(5) yes
C106 . C107 . H1071 . 120.1 no
C108 . C107 . H1071 . 119.1 no
C107 . C108 . C109 . 119.5(5) yes
C107 . C108 . H1081 . 120.1 no
C109 . C108 . H1081 . 120.4 no
C104 . C109 . C108 . 120.7(5) yes
C104 . C109 . H1091 . 119.0 no
C108 . C109 . H1091 . 120.3 no
O122 . C123 . O121 . 123.8(5) yes
O122 . C123 . C124 . 118.2(4) yes
O121 . C123 . C124 . 118.0(4) yes
C123 . C124 . C125 . 120.1(5) yes
C123 . C124 . C129 . 121.5(5) yes
C125 . C124 . C129 . 118.4(5) yes
C124 . C125 . C126 . 120.4(5) yes
C124 . C125 . H1251 . 118.9 no
C126 . C125 . H1251 . 120.7 no
C125 . C126 . C127 . 118.8(5) yes
C125 . C126 . H1261 . 120.9 no
C127 . C126 . H1261 . 120.3 no
C126 . C127 . C128 . 120.8(6) yes
C126 . C127 . H1271 . 119.3 no
C128 . C127 . H1271 . 119.9 no
C127 . C128 . C129 . 120.5(6) yes
C127 . C128 . H1281 . 120.4 no
C129 . C128 . H1281 . 119.2 no
C128 . C129 . C124 . 121.1(5) yes
C128 . C129 . H1291 . 119.0 no
C124 . C129 . H1291 . 119.9 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
C12 . H123 . O121 . 160.54(18) 0.967 2.553 3.480(9) yes
C13 . H133 . O122 1_665 142.5(3) 0.968 2.578 3.397(9) yes
N21 . H211 . O122 2_665 176(6) 0.859 1.948 2.805(9) yes
N21 . H212 . O122 1_665 143(4) 0.861 2.121 2.857(9) yes
N1 . H11 . O102 . 149(2) 0.861 2.079 2.851(9) yes
N22 . H222 . O121 2_665 178(4) 0.863 1.928 2.790(9) yes
N22 . H221 . O121 1_655 154(3) 0.862 2.020 2.818(9) yes
N2 . H21 . O101 2_666 170(6) 0.871 1.931 2.793(9) yes
N1 . H12 . O102 2_666 158(6) 0.873 1.964 2.791(9) yes
N2 . H22 . O101 1_565 144(3) 0.862 2.088 2.832(9) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 10/10/16 at 11:23:36
#
#LIST     12                                                                    
BLOCK 
CONT SCALE 
CONT N    (    1 ,X'S,U'S)  UNTIL C    (  129 ) 
CONT H    (  211 ,X'S)  UNTIL H    (   22 ) 
SUMFIX ELEMENT SCALES 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 113,X'S) H   ( 112,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) H   ( 123,X'S) H   ( 122,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) H   ( 133,X'S) H   ( 132,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  31,X'S) H   ( 312,X'S) H   ( 311,X'S) H   ( 313,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) H   ( 322,X'S) H   ( 323,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) H   ( 332,X'S) H   ( 333,X'S) 
RIDE C   ( 105,X'S) H   (1051,X'S) 
RIDE C   ( 106,X'S) H   (1061,X'S) 
RIDE C   ( 107,X'S) H   (1071,X'S) 
RIDE C   ( 108,X'S) H   (1081,X'S) 
RIDE C   ( 109,X'S) H   (1091,X'S) 
RIDE C   ( 125,X'S) H   (1251,X'S) 
RIDE C   ( 126,X'S) H   (1261,X'S) 
RIDE C   ( 127,X'S) H   (1271,X'S) 
RIDE C   ( 128,X'S) H   (1281,X'S) 
RIDE C   ( 129,X'S) H   (1291,X'S) 
END                      
;

_iucr_refine_instructions_details_restraints 
;                                                       
#
# Punched on 10/10/16 at 11:23:36
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM NO H   NO #H U MULT DIST 
REM C-H 
REM >4           1.5    .96 DISORDER 
REM 1      1     1.2    .93 C C-H (ACETYLENE) 
REM 1      2     1.2    .93 C-C(H)-C 
REM 1      3     1.2    .98 (C)3-C-H 
REM 2      1     1.2    .93 C=C-H(2) 
REM 2      2     1.2    .97 (C)2-C-(H)2 
REM 3      1     1.5    .96 C-C-(H)3 
REM N-H 
REM >4           1.5    .89 DISORDER 
REM 1      1     1.2    .86 N-N/H 
REM 1      2     1.2    .86 (C)2-N-H 
REM 1      3     1.2    .89 (C)3-N-H 
REM 2      1     1.2    .86 C-N-(H)2 
REM 2      2     1.2    .89 (C)2-N-(H)2 
REM 3      1     1.2    .89 C-H-(H)3 
REM O-H 
REM 1      1     1.5    .82 O-H 
REM 
REM DIST      ESD = 0.02 
REM VIB       ESD = 0.002 
REM ANGLE     ESD = 2.0 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 1) TO H(11) 
CONT N ( 1) TO H(12) 
REST 0.039, 0.002 = H(11,U[ISO]) 
REST 0.039, 0.002 = H(12,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(3) TO N ( 1) TO H(11) 
CONT C(3) TO N ( 1) TO H(12) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 2) TO H(21) 
CONT N ( 2) TO H(22) 
REST 0.039, 0.002 = H(21,U[ISO]) 
REST 0.039, 0.002 = H(22,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(3) TO N ( 2) TO H(21) 
CONT C(3) TO N ( 2) TO H(22) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 21) TO H(211) 
CONT N ( 21) TO H(212) 
REST 0.040, 0.002 = H(211,U[ISO]) 
REST 0.040, 0.002 = H(212,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(23) TO N ( 21) TO H(211) 
CONT C(23) TO N ( 21) TO H(212) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 22) TO H(222) 
CONT N ( 22) TO H(221) 
REST 0.041, 0.002 = H(222,U[ISO]) 
REST 0.041, 0.002 = H(221,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(23) TO N ( 22) TO H(222) 
CONT C(23) TO N ( 22) TO H(221) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
3 0 0 x .
-3 0 2 x .
-3 0 8 x .
3 0 6 x .
-2 -2 1 x .
-2 4 0 x .
0 4 13 x .
-8 8 1 x .
0 -4 7 x .
0 5 2 x .
-3 1 0 x .
0 4 5 x .
-1 -2 3 x .
4 -10 1 x .
3 0 4 x .
2 2 3 x .
2 -4 4 x .
-2 4 4 x .
-4 8 0 x .
2 -4 6 x .
-2 4 6 x .
-1 -2 1 x .
0 5 12 x .
1 2 1 x .
-3 0 6 x .
-4 -2 2 x .
-6 6 1 x .
0 -5 4 x .
0 4 12 x .
1 2 3 x .
-4 -2 6 x .
0 -5 14 x .
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CH3CN'
####################################################################### 
# 
# 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_triclinicframework
_database_code_depnum_ccdc_archive 'CCDC 1523341'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-02-03 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 -0.067 0.262 0.163 698 194 ' '
2 0.039 0.738 0.837 698 195 ' '
_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          
;A large amount of electron density is present, which appears to correspond to 
water solvent molecules. It was not possible to model this sensibly and so 
PLATON-SQUEEZE was used to include this electron density in the refinement.

C-H hydrogen atoms were  visible in the Fourier difference map and 
were initially refined with restraints on bond lengths and angles, after which 
the positions were used as the basis for a riding model. N-H hydrogen 
atoms were visible in the Fourier difference map and were refined
with restraints on bond lengths and angles. 

Otherwise, it was not necessary to use any crystallographic restraints
in the final refinement., SQUEEZE
;

_cell_length_a                   13.4321(3)
_cell_length_b                   17.9171(5)
_cell_length_c                   22.5211(5)
_cell_angle_alpha                110.859(2)
_cell_angle_beta                 91.4675(18)
_cell_angle_gamma                100.683(2)
_cell_volume                     4952.16(10)

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

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 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            2

_chemical_formula_sum            'C90 H80 N16 O16'
_chemical_formula_moiety         '2(C29 H32 N8), 4(C8 H4 O4)'
_chemical_compound_source        synthesized
_chemical_formula_weight         1641.73

_cell_measurement_reflns_used    27163
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      72.3
_cell_measurement_temperature    150

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.03
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_max          0.47

_exptl_crystal_density_diffrn    1.101
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1720
_exptl_absorpt_coefficient_mu    0.637

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

_computing_data_collection       'CrysAlisPro, (Agilent, 2011)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    '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            83752
_reflns_number_total             17650
_diffrn_reflns_av_R_equivalents  0.053

_diffrn_reflns_theta_min         2.698
_diffrn_reflns_theta_max         67.064
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        67.064
_diffrn_measured_fraction_theta_full 0.999

_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       26
_reflns_limit_h_min              -16
_reflns_limit_h_max              16
_reflns_limit_k_min              -21
_reflns_limit_k_max              19
_reflns_limit_l_min              0
_reflns_limit_l_max              26

_oxford_diffrn_Wilson_B_factor   1.66
_oxford_diffrn_Wilson_scale      0.12

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.42
_refine_diff_density_max         0.63

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         16511
_refine_ls_number_restraints     64
_refine_ls_number_parameters     1195
_oxford_refine_ls_R_factor_ref   0.0691
_refine_ls_wR_factor_ref         0.1565
_refine_ls_goodness_of_fit_ref   0.9498
_refine_ls_shift/su_max          0.0004385
_refine_ls_shift/su_mean         0.0000277

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        16511
_refine_ls_R_factor_all          0.0691
_refine_ls_wR_factor_all         0.1565

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                13762
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_gt          0.1433

_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: 
 0.236E+04 0.388E+04 0.236E+04 954. 192. 
;

# 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
O1 O 0.04453(12) 0.01669(11) 0.12791(8) 0.0178 1.0000 Uani . . . . . .
C2 C 0.12196(18) -0.01573(15) 0.12083(11) 0.0148 1.0000 Uani . . . . . .
O3 O 0.13892(14) -0.06641(11) 0.06912(8) 0.0241 1.0000 Uani . . . . . .
C4 C 0.19682(17) 0.00773(15) 0.17904(11) 0.0137 1.0000 Uani . . . . . .
C5 C 0.19537(18) 0.07760(16) 0.23214(12) 0.0175 1.0000 Uani . . . . . .
C6 C 0.25965(19) 0.09627(16) 0.28741(12) 0.0182 1.0000 Uani . . . . . .
C7 C 0.32539(17) 0.04628(15) 0.28993(11) 0.0145 1.0000 Uani . . . . . .
C8 C 0.32789(18) -0.02297(15) 0.23656(12) 0.0169 1.0000 Uani . . . . . .
C9 C 0.26378(18) -0.04173(15) 0.18115(12) 0.0161 1.0000 Uani . . . . . .
C10 C 0.39638(18) 0.06617(16) 0.34921(11) 0.0174 1.0000 Uani . . . . . .
O11 O 0.46959(13) 0.03103(12) 0.34412(8) 0.0213 1.0000 Uani . . . . . .
O12 O 0.37852(15) 0.11830(12) 0.40084(9) 0.0278 1.0000 Uani . . . . . .
O13 O 0.73405(13) 0.02371(12) 0.09938(9) 0.0240 1.0000 Uani . . . . . .
C14 C 0.64137(19) -0.01017(15) 0.09595(12) 0.0174 1.0000 Uani . . . . . .
O15 O 0.60740(14) -0.05001(12) 0.12934(9) 0.0263 1.0000 Uani . . . . . .
C16 C 0.56776(18) -0.00348(15) 0.04688(12) 0.0153 1.0000 Uani . . . . . .
C17 C 0.60112(19) 0.03908(16) 0.00806(13) 0.0198 1.0000 Uani . . . . . .
C18 C 0.53445(19) 0.04304(16) -0.03851(13) 0.0196 1.0000 Uani . . . . . .
O19 O 0.77507(14) 1.00228(11) 0.40333(9) 0.0231 1.0000 Uani . . . . . .
C20 C 0.8698(2) 1.03058(16) 0.40903(12) 0.0206 1.0000 Uani . . . . . .
O21 O 0.91110(15) 1.07232(13) 0.37865(10) 0.0331 1.0000 Uani . . . . . .
C22 C 0.9374(2) 1.01419(16) 0.45585(12) 0.0198 1.0000 Uani . . . . . .
C23 C 0.8998(2) 0.95763(17) 0.48293(13) 0.0222 1.0000 Uani . . . . . .
C24 C 0.9618(2) 0.94413(17) 0.52700(14) 0.0244 1.0000 Uani . . . . . .
O25 O 0.11427(14) 0.41130(11) 0.36761(9) 0.0227 1.0000 Uani . . . . . .
C26 C 0.2063(2) 0.44811(16) 0.37357(12) 0.0221 1.0000 Uani . . . . . .
O27 O 0.27093(16) 0.45645(13) 0.41771(9) 0.0307 1.0000 Uani . . . . . .
C28 C 0.2397(2) 0.48220(17) 0.32317(13) 0.0214 1.0000 Uani . . . . . .
C29 C 0.1862(2) 0.44990(17) 0.26290(13) 0.0234 1.0000 Uani . . . . . .
C30 C 0.2205(2) 0.47705(17) 0.21513(13) 0.0255 1.0000 Uani . . . . . .
C31 C 0.3050(2) 0.54003(16) 0.22792(13) 0.0202 1.0000 Uani . . . . . .
C32 C 0.3422(2) 0.56813(17) 0.17515(13) 0.0228 1.0000 Uani . . . . . .
O33 O 0.39979(16) 0.63690(13) 0.18983(10) 0.0315 1.0000 Uani . . . . . .
O34 O 0.31133(18) 0.51896(14) 0.11888(10) 0.0379 1.0000 Uani . . . . . .
C35 C 0.3563(2) 0.57518(19) 0.28890(14) 0.0295 1.0000 Uani . . . . . .
C36 C 0.3252(2) 0.54485(19) 0.33554(14) 0.0308 1.0000 Uani . . . . . .
O37 O 0.82645(15) 0.47375(12) 0.13413(9) 0.0263 1.0000 Uani . . . . . .
C38 C 0.78139(19) 0.53128(15) 0.13933(12) 0.0194 1.0000 Uani . . . . . .
O39 O 0.76914(16) 0.55843(12) 0.09577(9) 0.0270 1.0000 Uani . . . . . .
C40 C 0.74093(19) 0.57267(15) 0.20189(12) 0.0183 1.0000 Uani . . . . . .
C41 C 0.78113(19) 0.57007(16) 0.25838(12) 0.0196 1.0000 Uani . . . . . .
C42 C 0.74782(19) 0.61298(16) 0.31591(12) 0.0193 1.0000 Uani . . . . . .
C43 C 0.67177(19) 0.65688(15) 0.31765(12) 0.0180 1.0000 Uani . . . . . .
C44 C 0.6342(2) 0.70304(16) 0.38011(12) 0.0193 1.0000 Uani . . . . . .
O45 O 0.64994(16) 0.68275(12) 0.42707(9) 0.0262 1.0000 Uani . . . . . .
O46 O 0.58932(15) 0.75939(12) 0.38141(9) 0.0259 1.0000 Uani . . . . . .
C47 C 0.6297(2) 0.65764(16) 0.26079(12) 0.0200 1.0000 Uani . . . . . .
C48 C 0.6654(2) 0.61646(16) 0.20346(12) 0.0195 1.0000 Uani . . . . . .
N49 N 0.48014(16) 0.12237(14) 0.51402(10) 0.0179 1.0000 Uani D . . . . .
C50 C 0.56502(18) 0.09555(14) 0.50906(11) 0.0137 1.0000 Uani D . . . . .
N51 N 0.58403(16) 0.04677(13) 0.45333(10) 0.0181 1.0000 Uani D . . . . .
C52 C 0.64259(18) 0.12137(15) 0.56475(11) 0.0144 1.0000 Uani . . . . . .
C53 C 0.72160(19) 0.08033(15) 0.56249(12) 0.0176 1.0000 Uani . . . . . .
C54 C 0.80401(19) 0.11329(16) 0.60885(12) 0.0178 1.0000 Uani . . . . . .
C55 C 0.80851(18) 0.18720(15) 0.65898(11) 0.0128 1.0000 Uani . . . . . .
C56 C 0.90870(17) 0.23600(14) 0.70053(11) 0.0119 1.0000 Uani . . . . . .
C57 C 0.95614(18) 0.28603(15) 0.66076(11) 0.0136 1.0000 Uani . . . . . .
C58 C 0.93475(18) 0.36208(15) 0.66807(11) 0.0153 1.0000 Uani . . . . . .
C59 C 0.97033(19) 0.40227(15) 0.62792(12) 0.0178 1.0000 Uani . . . . . .
C60 C 1.02643(19) 0.36667(16) 0.57817(12) 0.0179 1.0000 Uani . . . . . .
C61 C 1.06397(19) 0.41013(16) 0.53565(12) 0.0192 1.0000 Uani D . . . . .
N62 N 1.07200(19) 0.36837(15) 0.47549(11) 0.0242 1.0000 Uani D . . . . .
N63 N 1.0901(2) 0.48992(15) 0.55886(12) 0.0279 1.0000 Uani D . . . . .
C64 C 1.04488(19) 0.28941(16) 0.56916(12) 0.0180 1.0000 Uani . . . . . .
C65 C 1.00996(19) 0.25006(16) 0.60992(12) 0.0175 1.0000 Uani . . . . . .
C66 C 0.98101(17) 0.18491(14) 0.71378(10) 0.0114 1.0000 Uani . . . . . .
C67 C 0.94524(18) 0.11205(15) 0.72278(11) 0.0153 1.0000 Uani . . . . . .
C68 C 1.01068(19) 0.07554(15) 0.74649(12) 0.0166 1.0000 Uani . . . . . .
C69 C 1.11445(18) 0.11219(15) 0.76223(11) 0.0150 1.0000 Uani . . . . . .
C70 C 1.18360(18) 0.08011(15) 0.79449(11) 0.0155 1.0000 Uani D . . . . .
N71 N 1.28133(16) 0.09355(14) 0.78785(11) 0.0201 1.0000 Uani D . . . . .
N72 N 1.14763(17) 0.04055(14) 0.83136(11) 0.0201 1.0000 Uani D . . . . .
C73 C 1.15064(18) 0.18350(16) 0.75150(12) 0.0181 1.0000 Uani . . . . . .
C74 C 1.08540(18) 0.21929(15) 0.72769(12) 0.0166 1.0000 Uani . . . . . .
C75 C 0.89061(18) 0.28812(15) 0.76918(11) 0.0130 1.0000 Uani . . . . . .
C76 C 0.95442(18) 0.36323(15) 0.80401(11) 0.0165 1.0000 Uani . . . . . .
C77 C 0.94259(19) 0.40493(16) 0.86748(12) 0.0188 1.0000 Uani . . . . . .
C78 C 0.86902(18) 0.37079(16) 0.89796(11) 0.0163 1.0000 Uani . . . . . .
C79 C 0.80683(19) 0.29461(16) 0.86408(12) 0.0170 1.0000 Uani . . . . . .
C80 C 0.81720(18) 0.25476(15) 0.80062(11) 0.0152 1.0000 Uani . . . . . .
C81 C 0.85624(19) 0.41628(16) 0.96562(12) 0.0188 1.0000 Uani D . . . . .
N82 N 0.83891(19) 0.37823(14) 1.00537(10) 0.0233 1.0000 Uani D . . . . .
N83 N 0.86349(19) 0.49571(14) 0.98481(11) 0.0249 1.0000 Uani D . . . . .
C84 C 0.72530(18) 0.22484(15) 0.66325(11) 0.0150 1.0000 Uani . . . . . .
C85 C 0.64336(18) 0.19306(15) 0.61699(11) 0.0164 1.0000 Uani . . . . . .
N86 N 0.82371(16) 0.11623(15) 0.28469(11) 0.0214 1.0000 Uani D . . . . .
C87 C 0.72508(19) 0.10810(15) 0.28748(12) 0.0170 1.0000 Uani D . . . . .
N88 N 0.67949(17) 0.07158(14) 0.32371(11) 0.0210 1.0000 Uani D . . . . .
C89 C 0.66486(19) 0.14385(16) 0.25316(11) 0.0166 1.0000 Uani . . . . . .
C90 C 0.56082(19) 0.11164(15) 0.23517(12) 0.0172 1.0000 Uani . . . . . .
C91 C 0.50248(19) 0.15139(15) 0.20994(12) 0.0175 1.0000 Uani . . . . . .
C92 C 0.54548(18) 0.22376(15) 0.20218(11) 0.0149 1.0000 Uani . . . . . .
C93 C 0.47978(18) 0.27783(14) 0.18691(11) 0.0139 1.0000 Uani . . . . . .
C94 C 0.52188(18) 0.31446(15) 0.13786(12) 0.0157 1.0000 Uani . . . . . .
C95 C 0.57899(19) 0.27409(16) 0.09106(13) 0.0203 1.0000 Uani . . . . . .
C96 C 0.6001(2) 0.29831(17) 0.03996(13) 0.0216 1.0000 Uani . . . . . .
C97 C 0.56802(19) 0.36602(16) 0.03644(12) 0.0189 1.0000 Uani . . . . . .
C98 C 0.5141(2) 0.40906(16) 0.08440(13) 0.0205 1.0000 Uani . . . . . .
C99 C 0.48946(19) 0.38226(16) 0.13359(12) 0.0196 1.0000 Uani . . . . . .
C100 C 0.58680(19) 0.39087(17) -0.01928(13) 0.0201 1.0000 Uani D . . . . .
N101 N 0.61734(18) 0.46863(15) -0.01010(11) 0.0241 1.0000 Uani D . . . . .
N102 N 0.5702(2) 0.33524(15) -0.07650(11) 0.0271 1.0000 Uani D . . . . .
C103 C 0.37352(17) 0.23025(14) 0.15405(11) 0.0128 1.0000 Uani . . . . . .
C104 C 0.36812(19) 0.15854(16) 0.10088(12) 0.0201 1.0000 Uani . . . . . .
C105 C 0.2786(2) 0.12007(16) 0.06225(13) 0.0217 1.0000 Uani . . . . . .
C106 C 0.19156(18) 0.15176(15) 0.07451(11) 0.0154 1.0000 Uani . . . . . .
C107 C 0.09956(18) 0.11322(16) 0.02840(12) 0.0169 1.0000 Uani D . . . . .
N108 N 0.01899(17) 0.14574(15) 0.03498(12) 0.0265 1.0000 Uani D . . . . .
N109 N 0.09861(17) 0.04649(14) -0.02117(11) 0.0224 1.0000 Uani D . . . . .
C110 C 0.1950(2) 0.22075(17) 0.12906(13) 0.0249 1.0000 Uani . . . . . .
C111 C 0.28585(19) 0.25974(16) 0.16812(12) 0.0207 1.0000 Uani . . . . . .
C112 C 0.4834(2) 0.34359(15) 0.25452(12) 0.0184 1.0000 Uani . . . . . .
C113 C 0.5582(2) 0.41572(17) 0.27295(13) 0.0277 1.0000 Uani . . . . . .
C114 C 0.5881(2) 0.46107(18) 0.33660(14) 0.0300 1.0000 Uani . . . . . .
C115 C 0.5445(2) 0.43707(16) 0.38369(12) 0.0216 1.0000 Uani . . . . . .
C116 C 0.5940(2) 0.47713(16) 0.44984(13) 0.0219 1.0000 Uani D . . . . .
N117 N 0.58665(19) 0.43657(15) 0.48861(11) 0.0256 1.0000 Uani D . . . . .
N118 N 0.65096(18) 0.55127(14) 0.46906(11) 0.0248 1.0000 Uani D . . . . .
C119 C 0.4636(2) 0.36941(17) 0.36565(13) 0.0238 1.0000 Uani . . . . . .
C120 C 0.4335(2) 0.32365(17) 0.30115(13) 0.0227 1.0000 Uani . . . . . .
C121 C 0.64977(19) 0.25377(17) 0.21824(13) 0.0211 1.0000 Uani . . . . . .
C122 C 0.70914(19) 0.21469(17) 0.24336(13) 0.0212 1.0000 Uani . . . . . .
H51 H 0.1511 0.1132 0.2318 0.0214 1.0000 Uiso R . . . . .
H61 H 0.2574 0.1431 0.3232 0.0228 1.0000 Uiso R . . . . .
H81 H 0.3757 -0.0576 0.2376 0.0222 1.0000 Uiso R . . . . .
H91 H 0.2665 -0.0883 0.1452 0.0200 1.0000 Uiso R . . . . .
H171 H 0.6704 0.0672 0.0137 0.0257 1.0000 Uiso R . . . . .
H181 H 0.5615 0.0717 -0.0654 0.0251 1.0000 Uiso R . . . . .
H231 H 0.8312 0.9268 0.4708 0.0276 1.0000 Uiso R . . . . .
H241 H 0.9334 0.9060 0.5455 0.0309 1.0000 Uiso R . . . . .
H291 H 0.1264 0.4094 0.2538 0.0294 1.0000 Uiso R . . . . .
H301 H 0.1868 0.4517 0.1734 0.0320 1.0000 Uiso R . . . . .
H351 H 0.4131 0.6202 0.2991 0.0361 1.0000 Uiso R . . . . .
H361 H 0.3640 0.5666 0.3767 0.0393 1.0000 Uiso R . . . . .
H411 H 0.8336 0.5418 0.2583 0.0237 1.0000 Uiso R . . . . .
H421 H 0.7769 0.6113 0.3543 0.0260 1.0000 Uiso R . . . . .
H471 H 0.5782 0.6876 0.2612 0.0255 1.0000 Uiso R . . . . .
H481 H 0.6375 0.6175 0.1645 0.0245 1.0000 Uiso R . . . . .
H531 H 0.7185 0.0293 0.5289 0.0231 1.0000 Uiso R . . . . .
H541 H 0.8567 0.0860 0.6059 0.0234 1.0000 Uiso R . . . . .
H581 H 0.8951 0.3871 0.7005 0.0196 1.0000 Uiso R . . . . .
H591 H 0.9544 0.4534 0.6325 0.0236 1.0000 Uiso R . . . . .
H641 H 1.0807 0.2628 0.5340 0.0241 1.0000 Uiso R . . . . .
H651 H 1.0221 0.1979 0.6035 0.0227 1.0000 Uiso R . . . . .
H671 H 0.8748 0.0881 0.7138 0.0194 1.0000 Uiso R . . . . .
H681 H 0.9844 0.0248 0.7513 0.0216 1.0000 Uiso R . . . . .
H731 H 1.2209 0.2082 0.7624 0.0239 1.0000 Uiso R . . . . .
H741 H 1.1112 0.2688 0.7219 0.0205 1.0000 Uiso R . . . . .
H761 H 1.0071 0.3857 0.7838 0.0221 1.0000 Uiso R . . . . .
H771 H 0.9842 0.4569 0.8906 0.0234 1.0000 Uiso R . . . . .
H791 H 0.7569 0.2709 0.8848 0.0218 1.0000 Uiso R . . . . .
H801 H 0.7727 0.2039 0.7772 0.0195 1.0000 Uiso R . . . . .
H841 H 0.7257 0.2739 0.6981 0.0202 1.0000 Uiso R . . . . .
H851 H 0.5867 0.2192 0.6203 0.0224 1.0000 Uiso R . . . . .
H901 H 0.5312 0.0637 0.2417 0.0213 1.0000 Uiso R . . . . .
H911 H 0.4313 0.1278 0.1977 0.0224 1.0000 Uiso R . . . . .
H951 H 0.6039 0.2290 0.0953 0.0260 1.0000 Uiso R . . . . .
H961 H 0.6365 0.2671 0.0078 0.0271 1.0000 Uiso R . . . . .
H981 H 0.4923 0.4565 0.0827 0.0258 1.0000 Uiso R . . . . .
H991 H 0.4493 0.4101 0.1648 0.0242 1.0000 Uiso R . . . . .
H1041 H 0.4267 0.1345 0.0916 0.0258 1.0000 Uiso R . . . . .
H1051 H 0.2761 0.0734 0.0271 0.0287 1.0000 Uiso R . . . . .
H1101 H 0.1350 0.2416 0.1397 0.0319 1.0000 Uiso R . . . . .
H1111 H 0.2875 0.3072 0.2035 0.0266 1.0000 Uiso R . . . . .
H1131 H 0.5889 0.4327 0.2407 0.0368 1.0000 Uiso R . . . . .
H1141 H 0.6423 0.5090 0.3481 0.0368 1.0000 Uiso R . . . . .
H1191 H 0.4283 0.3544 0.3982 0.0286 1.0000 Uiso R . . . . .
H1201 H 0.3776 0.2786 0.2895 0.0277 1.0000 Uiso R . . . . .
H1211 H 0.6793 0.3048 0.2135 0.0261 1.0000 Uiso R . . . . .
H1221 H 0.7780 0.2362 0.2550 0.0268 1.0000 Uiso R . . . . .
H721 H 1.0838(14) 0.0323(18) 0.8361(14) 0.0260 1.0000 Uiso D . . . . .
H862 H 0.8531(16) 0.1382(19) 0.2601(13) 0.0278 1.0000 Uiso D . . . . .
H511 H 0.6440(15) 0.0372(17) 0.4483(11) 0.0232 1.0000 Uiso D . . . . .
H492 H 0.4668(18) 0.1570(16) 0.5480(10) 0.0249 1.0000 Uiso D . . . . .
H632 H 1.113(3) 0.5155(13) 0.5350(11) 0.0342 1.0000 Uiso D . . . . .
H1022 H 0.581(3) 0.3491(14) -0.1093(9) 0.0331 1.0000 Uiso D . . . . .
H621 H 1.054(2) 0.3158(11) 0.4610(11) 0.0313 1.0000 Uiso D . . . . .
H512 H 0.5452(18) 0.0367(17) 0.4200(9) 0.0245 1.0000 Uiso D . . . . .
H711 H 1.3036(16) 0.1165(18) 0.7620(13) 0.0259 1.0000 Uiso D . . . . .
H1011 H 0.641(2) 0.5027(13) 0.0279(9) 0.0304 1.0000 Uiso D . . . . .
H1092 H 0.1526(16) 0.0267(15) -0.0278(12) 0.0292 1.0000 Uiso D . . . . .
H822 H 0.844(2) 0.3274(12) 0.9946(11) 0.0299 1.0000 Uiso D . . . . .
H1172 H 0.620(2) 0.4623(14) 0.5287(10) 0.0325 1.0000 Uiso D . . . . .
H881 H 0.7131(16) 0.0500(18) 0.3443(13) 0.0274 1.0000 Uiso D . . . . .
H1181 H 0.680(2) 0.5736(15) 0.5096(10) 0.0311 1.0000 Uiso D . . . . .
H1012 H 0.632(2) 0.4829(14) -0.0428(10) 0.0315 1.0000 Uiso D . . . . .
H622 H 1.095(2) 0.3938(13) 0.4503(10) 0.0311 1.0000 Uiso D . . . . .
H1182 H 0.652(2) 0.5815(14) 0.4451(12) 0.0316 1.0000 Uiso D . . . . .
H1082 H 0.0202(18) 0.1914(14) 0.0646(12) 0.0334 1.0000 Uiso D . . . . .
H631 H 1.087(3) 0.5159(13) 0.5985(9) 0.0349 1.0000 Uiso D . . . . .
H861 H 0.8602(16) 0.1035(19) 0.3105(12) 0.0272 1.0000 Uiso D . . . . .
H882 H 0.6150(14) 0.0666(18) 0.3263(14) 0.0271 1.0000 Uiso D . . . . .
H1021 H 0.554(3) 0.2837(11) -0.0824(11) 0.0334 1.0000 Uiso D . . . . .
H722 H 1.1869(16) 0.0220(18) 0.8501(13) 0.0266 1.0000 Uiso D . . . . .
H1091 H 0.0456(16) 0.0244(15) -0.0492(11) 0.0289 1.0000 Uiso D . . . . .
H832 H 0.844(2) 0.5207(13) 1.0214(11) 0.0328 1.0000 Uiso D . . . . .
H1171 H 0.551(2) 0.3865(13) 0.4775(11) 0.0324 1.0000 Uiso D . . . . .
H821 H 0.828(3) 0.4040(13) 1.0444(9) 0.0311 1.0000 Uiso D . . . . .
H1081 H -0.0293(17) 0.1258(17) 0.0049(11) 0.0332 1.0000 Uiso D . . . . .
H831 H 0.861(3) 0.5189(13) 0.9578(10) 0.0326 1.0000 Uiso D . . . . .
H491 H 0.4426(18) 0.1159(18) 0.4805(9) 0.0244 1.0000 Uiso D . . . . .
H712 H 1.3217(16) 0.0816(19) 0.8111(13) 0.0269 1.0000 Uiso D . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.919(16)

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
O1 . C2 . 1.269(3) yes
C2 . O3 . 1.253(3) yes
C2 . C4 . 1.513(3) yes
C4 . C5 . 1.393(4) yes
C4 . C9 . 1.385(3) yes
C5 . C6 . 1.396(3) yes
C5 . H51 . 0.951 no
C6 . C7 . 1.383(4) yes
C6 . H61 . 0.940 no
C7 . C8 . 1.393(4) yes
C7 . C10 . 1.513(3) yes
C8 . C9 . 1.397(3) yes
C8 . H81 . 0.978 no
C9 . H91 . 0.941 no
C10 . O11 . 1.249(3) yes
C10 . O12 . 1.267(3) yes
O13 . C14 . 1.267(3) yes
C14 . O15 . 1.250(3) yes
C14 . C16 . 1.515(3) yes
C16 . C18 2_655 1.398(4) yes
C16 . C17 . 1.384(4) yes
C17 . C18 . 1.391(4) yes
C17 . H171 . 0.954 no
C18 . H181 . 0.961 no
O19 . C20 . 1.264(3) yes
C20 . O21 . 1.251(3) yes
C20 . C22 . 1.514(3) yes
C22 . C24 2_776 1.391(4) yes
C22 . C23 . 1.386(4) yes
C23 . C24 . 1.392(4) yes
C23 . H231 . 0.959 no
C24 . H241 . 0.949 no
O25 . C26 . 1.268(3) yes
C26 . O27 . 1.252(3) yes
C26 . C28 . 1.510(4) yes
C28 . C29 . 1.389(4) yes
C28 . C36 . 1.392(4) yes
C29 . C30 . 1.386(4) yes
C29 . H291 . 0.940 no
C30 . C31 . 1.386(4) yes
C30 . H301 . 0.945 no
C31 . C32 . 1.509(4) yes
C31 . C35 . 1.390(4) yes
C32 . O33 . 1.253(3) yes
C32 . O34 . 1.264(4) yes
C35 . C36 . 1.385(4) yes
C35 . H351 . 0.958 no
C36 . H361 . 0.963 no
O37 . C38 . 1.262(3) yes
C38 . O39 . 1.260(3) yes
C38 . C40 . 1.508(3) yes
C40 . C41 . 1.389(4) yes
C40 . C48 . 1.387(4) yes
C41 . C42 . 1.385(4) yes
C41 . H411 . 0.941 no
C42 . C43 . 1.393(4) yes
C42 . H421 . 0.952 no
C43 . C44 . 1.510(3) yes
C43 . C47 . 1.392(4) yes
C44 . O45 . 1.260(3) yes
C44 . O46 . 1.260(3) yes
C47 . C48 . 1.388(4) yes
C47 . H471 . 0.949 no
C48 . H481 . 0.953 no
N49 . C50 . 1.309(3) yes
N49 . H492 . 0.844(17) no
N49 . H491 . 0.857(17) no
C50 . N51 . 1.312(3) yes
C50 . C52 . 1.488(3) yes
N51 . H511 . 0.856(17) no
N51 . H512 . 0.847(17) no
C52 . C53 . 1.391(3) yes
C52 . C85 . 1.397(3) yes
C53 . C54 . 1.387(3) yes
C53 . H531 . 0.949 no
C54 . C55 . 1.391(3) yes
C54 . H541 . 0.923 no
C55 . C56 . 1.539(3) yes
C55 . C84 . 1.397(3) yes
C56 . C57 . 1.549(3) yes
C56 . C66 . 1.543(3) yes
C56 . C75 . 1.548(3) yes
C57 . C58 . 1.398(3) yes
C57 . C65 . 1.392(3) yes
C58 . C59 . 1.387(4) yes
C58 . H581 . 0.945 no
C59 . C60 . 1.394(4) yes
C59 . H591 . 0.950 no
C60 . C61 . 1.479(4) yes
C60 . C64 . 1.396(4) yes
C61 . N62 . 1.312(4) yes
C61 . N63 . 1.309(4) yes
N62 . H621 . 0.863(18) no
N62 . H622 . 0.876(18) no
N63 . H632 . 0.852(18) no
N63 . H631 . 0.854(18) no
C64 . C65 . 1.385(4) yes
C64 . H641 . 0.960 no
C65 . H651 . 0.939 no
C66 . C67 . 1.392(3) yes
C66 . C74 . 1.401(3) yes
C67 . C68 . 1.387(3) yes
C67 . H671 . 0.947 no
C68 . C69 . 1.403(3) yes
C68 . H681 . 0.957 no
C69 . C70 . 1.477(3) yes
C69 . C73 . 1.387(4) yes
C70 . N71 . 1.312(3) yes
C70 . N72 . 1.318(3) yes
N71 . H711 . 0.856(17) no
N71 . H712 . 0.850(17) no
N72 . H721 . 0.859(17) no
N72 . H722 . 0.848(17) no
C73 . C74 . 1.377(3) yes
C73 . H731 . 0.950 no
C74 . H741 . 0.947 no
C75 . C76 . 1.395(3) yes
C75 . C80 . 1.396(3) yes
C76 . C77 . 1.386(4) yes
C76 . H761 . 0.954 no
C77 . C78 . 1.390(4) yes
C77 . H771 . 0.947 no
C78 . C79 . 1.395(4) yes
C78 . C81 . 1.482(3) yes
C79 . C80 . 1.376(4) yes
C79 . H791 . 0.948 no
C80 . H801 . 0.951 no
C81 . N82 . 1.306(4) yes
C81 . N83 . 1.315(4) yes
N82 . H822 . 0.873(17) no
N82 . H821 . 0.865(18) no
N83 . H832 . 0.857(18) no
N83 . H831 . 0.853(18) no
C84 . C85 . 1.381(3) yes
C84 . H841 . 0.946 no
C85 . H851 . 0.956 no
N86 . C87 . 1.311(3) yes
N86 . H862 . 0.852(17) no
N86 . H861 . 0.866(17) no
C87 . N88 . 1.314(3) yes
C87 . C89 . 1.475(3) yes
N88 . H881 . 0.865(17) no
N88 . H882 . 0.860(17) no
C89 . C90 . 1.398(3) yes
C89 . C122 . 1.393(4) yes
C90 . C91 . 1.384(3) yes
C90 . H901 . 0.940 no
C91 . C92 . 1.391(4) yes
C91 . H911 . 0.961 no
C92 . C93 . 1.541(3) yes
C92 . C121 . 1.392(3) yes
C93 . C94 . 1.543(3) yes
C93 . C103 . 1.535(3) yes
C93 . C112 . 1.551(3) yes
C94 . C95 . 1.388(4) yes
C94 . C99 . 1.397(4) yes
C95 . C96 . 1.386(4) yes
C95 . H951 . 0.962 no
C96 . C97 . 1.387(4) yes
C96 . H961 . 0.953 no
C97 . C98 . 1.393(4) yes
C97 . C100 . 1.486(4) yes
C98 . C99 . 1.381(4) yes
C98 . H981 . 0.962 no
C99 . H991 . 0.951 no
C100 . N101 . 1.316(4) yes
C100 . N102 . 1.301(4) yes
N101 . H1011 . 0.866(18) no
N101 . H1012 . 0.876(18) no
N102 . H1022 . 0.866(18) no
N102 . H1021 . 0.869(18) no
C103 . C104 . 1.398(4) yes
C103 . C111 . 1.377(4) yes
C104 . C105 . 1.375(4) yes
C104 . H1041 . 0.958 no
C105 . C106 . 1.384(4) yes
C105 . H1051 . 0.918 no
C106 . C107 . 1.480(3) yes
C106 . C110 . 1.391(4) yes
C107 . N108 . 1.309(3) yes
C107 . N109 . 1.311(3) yes
N108 . H1082 . 0.849(18) no
N108 . H1081 . 0.852(18) no
N109 . H1092 . 0.858(18) no
N109 . H1091 . 0.869(17) no
C110 . C111 . 1.394(4) yes
C110 . H1101 . 0.951 no
C111 . H1111 . 0.931 no
C112 . C113 . 1.402(4) yes
C112 . C120 . 1.377(4) yes
C113 . C114 . 1.377(4) yes
C113 . H1131 . 0.958 no
C114 . C115 . 1.384(4) yes
C114 . H1141 . 0.967 no
C115 . C116 . 1.479(4) yes
C115 . C119 . 1.398(4) yes
C116 . N117 . 1.315(4) yes
C116 . N118 . 1.317(4) yes
N117 . H1172 . 0.912(18) no
N117 . H1171 . 0.880(18) no
N118 . H1181 . 0.900(18) no
N118 . H1182 . 0.889(18) no
C119 . C120 . 1.394(4) yes
C119 . H1191 . 0.971 no
C120 . H1201 . 0.948 no
C121 . C122 . 1.383(4) yes
C121 . H1211 . 0.970 no
C122 . H1221 . 0.926 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
O1 . C2 . O3 . 124.0(2) yes
O1 . C2 . C4 . 117.4(2) yes
O3 . C2 . C4 . 118.6(2) yes
C2 . C4 . C5 . 119.8(2) yes
C2 . C4 . C9 . 120.5(2) yes
C5 . C4 . C9 . 119.6(2) yes
C4 . C5 . C6 . 119.9(2) yes
C4 . C5 . H51 . 121.5 no
C6 . C5 . H51 . 118.7 no
C5 . C6 . C7 . 120.6(2) yes
C5 . C6 . H61 . 119.2 no
C7 . C6 . H61 . 120.1 no
C6 . C7 . C8 . 119.6(2) yes
C6 . C7 . C10 . 121.3(2) yes
C8 . C7 . C10 . 119.2(2) yes
C7 . C8 . C9 . 120.0(2) yes
C7 . C8 . H81 . 119.9 no
C9 . C8 . H81 . 120.1 no
C8 . C9 . C4 . 120.4(2) yes
C8 . C9 . H91 . 119.3 no
C4 . C9 . H91 . 120.3 no
C7 . C10 . O11 . 118.1(2) yes
C7 . C10 . O12 . 117.8(2) yes
O11 . C10 . O12 . 124.1(2) yes
O13 . C14 . O15 . 124.3(2) yes
O13 . C14 . C16 . 117.5(2) yes
O15 . C14 . C16 . 118.1(2) yes
C14 . C16 . C18 2_655 120.3(2) yes
C14 . C16 . C17 . 120.8(2) yes
C18 2_655 C16 . C17 . 118.9(2) yes
C16 . C17 . C18 . 120.9(2) yes
C16 . C17 . H171 . 119.9 no
C18 . C17 . H171 . 119.2 no
C16 2_655 C18 . C17 . 120.1(2) yes
C16 2_655 C18 . H181 . 121.8 no
C17 . C18 . H181 . 118.0 no
O19 . C20 . O21 . 123.7(2) yes
O19 . C20 . C22 . 118.4(2) yes
O21 . C20 . C22 . 117.8(2) yes
C20 . C22 . C24 2_776 120.9(2) yes
C20 . C22 . C23 . 120.6(2) yes
C24 2_776 C22 . C23 . 118.5(2) yes
C22 . C23 . C24 . 120.3(3) yes
C22 . C23 . H231 . 120.0 no
C24 . C23 . H231 . 119.6 no
C23 . C24 . C22 2_776 121.2(3) yes
C23 . C24 . H241 . 118.4 no
C22 2_776 C24 . H241 . 120.4 no
O25 . C26 . O27 . 124.1(2) yes
O25 . C26 . C28 . 117.5(2) yes
O27 . C26 . C28 . 118.4(2) yes
C26 . C28 . C29 . 120.0(2) yes
C26 . C28 . C36 . 121.1(2) yes
C29 . C28 . C36 . 118.9(2) yes
C28 . C29 . C30 . 120.3(3) yes
C28 . C29 . H291 . 120.7 no
C30 . C29 . H291 . 119.0 no
C29 . C30 . C31 . 120.4(2) yes
C29 . C30 . H301 . 119.7 no
C31 . C30 . H301 . 119.9 no
C30 . C31 . C32 . 119.8(2) yes
C30 . C31 . C35 . 119.5(2) yes
C32 . C31 . C35 . 120.7(2) yes
C31 . C32 . O33 . 118.7(2) yes
C31 . C32 . O34 . 115.9(2) yes
O33 . C32 . O34 . 125.4(3) yes
C31 . C35 . C36 . 119.8(3) yes
C31 . C35 . H351 . 120.8 no
C36 . C35 . H351 . 119.4 no
C28 . C36 . C35 . 120.8(3) yes
C28 . C36 . H361 . 119.6 no
C35 . C36 . H361 . 119.5 no
O37 . C38 . O39 . 124.4(2) yes
O37 . C38 . C40 . 118.9(2) yes
O39 . C38 . C40 . 116.7(2) yes
C38 . C40 . C41 . 120.8(2) yes
C38 . C40 . C48 . 119.7(2) yes
C41 . C40 . C48 . 119.5(2) yes
C40 . C41 . C42 . 119.9(2) yes
C40 . C41 . H411 . 120.6 no
C42 . C41 . H411 . 119.4 no
C41 . C42 . C43 . 120.7(2) yes
C41 . C42 . H421 . 119.0 no
C43 . C42 . H421 . 120.4 no
C42 . C43 . C44 . 121.0(2) yes
C42 . C43 . C47 . 119.3(2) yes
C44 . C43 . C47 . 119.7(2) yes
C43 . C44 . O45 . 117.9(2) yes
C43 . C44 . O46 . 117.4(2) yes
O45 . C44 . O46 . 124.7(2) yes
C43 . C47 . C48 . 119.8(2) yes
C43 . C47 . H471 . 120.3 no
C48 . C47 . H471 . 119.9 no
C47 . C48 . C40 . 120.7(2) yes
C47 . C48 . H481 . 120.1 no
C40 . C48 . H481 . 119.2 no
C50 . N49 . H492 . 122.9(15) no
C50 . N49 . H491 . 120.4(15) no
H492 . N49 . H491 . 115(2) no
N49 . C50 . N51 . 119.5(2) yes
N49 . C50 . C52 . 121.6(2) yes
N51 . C50 . C52 . 118.9(2) yes
C50 . N51 . H511 . 119.3(14) no
C50 . N51 . H512 . 120.5(15) no
H511 . N51 . H512 . 117(2) no
C50 . C52 . C53 . 120.7(2) yes
C50 . C52 . C85 . 119.8(2) yes
C53 . C52 . C85 . 119.1(2) yes
C52 . C53 . C54 . 120.5(2) yes
C52 . C53 . H531 . 119.3 no
C54 . C53 . H531 . 120.2 no
C53 . C54 . C55 . 120.8(2) yes
C53 . C54 . H541 . 119.3 no
C55 . C54 . H541 . 119.9 no
C54 . C55 . C56 . 121.6(2) yes
C54 . C55 . C84 . 118.1(2) yes
C56 . C55 . C84 . 119.0(2) yes
C55 . C56 . C57 . 101.42(17) yes
C55 . C56 . C66 . 115.86(19) yes
C57 . C56 . C66 . 111.91(19) yes
C55 . C56 . C75 . 112.26(19) yes
C57 . C56 . C75 . 114.61(19) yes
C66 . C56 . C75 . 101.37(17) yes
C56 . C57 . C58 . 122.1(2) yes
C56 . C57 . C65 . 119.4(2) yes
C58 . C57 . C65 . 117.9(2) yes
C57 . C58 . C59 . 121.1(2) yes
C57 . C58 . H581 . 120.5 no
C59 . C58 . H581 . 118.5 no
C58 . C59 . C60 . 120.6(2) yes
C58 . C59 . H591 . 120.8 no
C60 . C59 . H591 . 118.6 no
C59 . C60 . C61 . 120.1(2) yes
C59 . C60 . C64 . 118.6(2) yes
C61 . C60 . C64 . 121.3(2) yes
C60 . C61 . N62 . 119.8(2) yes
C60 . C61 . N63 . 119.4(2) yes
N62 . C61 . N63 . 120.8(2) yes
C61 . N62 . H621 . 119.4(15) no
C61 . N62 . H622 . 120.0(15) no
H621 . N62 . H622 . 121(2) no
C61 . N63 . H632 . 120.1(15) no
C61 . N63 . H631 . 119.5(15) no
H632 . N63 . H631 . 120(2) no
C60 . C64 . C65 . 120.4(2) yes
C60 . C64 . H641 . 119.9 no
C65 . C64 . H641 . 119.7 no
C57 . C65 . C64 . 121.4(2) yes
C57 . C65 . H651 . 118.5 no
C64 . C65 . H651 . 120.1 no
C56 . C66 . C67 . 122.3(2) yes
C56 . C66 . C74 . 118.7(2) yes
C67 . C66 . C74 . 118.2(2) yes
C66 . C67 . C68 . 120.9(2) yes
C66 . C67 . H671 . 119.4 no
C68 . C67 . H671 . 119.7 no
C67 . C68 . C69 . 120.1(2) yes
C67 . C68 . H681 . 119.2 no
C69 . C68 . H681 . 120.6 no
C68 . C69 . C70 . 121.4(2) yes
C68 . C69 . C73 . 118.9(2) yes
C70 . C69 . C73 . 119.5(2) yes
C69 . C70 . N71 . 119.6(2) yes
C69 . C70 . N72 . 120.1(2) yes
N71 . C70 . N72 . 120.3(2) yes
C70 . N71 . H711 . 119.8(15) no
C70 . N71 . H712 . 118.8(15) no
H711 . N71 . H712 . 121(2) no
C70 . N72 . H721 . 120.4(15) no
C70 . N72 . H722 . 120.6(15) no
H721 . N72 . H722 . 119(2) no
C69 . C73 . C74 . 120.6(2) yes
C69 . C73 . H731 . 118.5 no
C74 . C73 . H731 . 120.8 no
C66 . C74 . C73 . 121.1(2) yes
C66 . C74 . H741 . 119.5 no
C73 . C74 . H741 . 119.4 no
C56 . C75 . C76 . 121.9(2) yes
C56 . C75 . C80 . 119.3(2) yes
C76 . C75 . C80 . 118.2(2) yes
C75 . C76 . C77 . 120.8(2) yes
C75 . C76 . H761 . 119.3 no
C77 . C76 . H761 . 119.9 no
C76 . C77 . C78 . 120.2(2) yes
C76 . C77 . H771 . 120.8 no
C78 . C77 . H771 . 119.1 no
C77 . C78 . C79 . 119.5(2) yes
C77 . C78 . C81 . 119.7(2) yes
C79 . C78 . C81 . 120.8(2) yes
C78 . C79 . C80 . 119.9(2) yes
C78 . C79 . H791 . 119.7 no
C80 . C79 . H791 . 120.3 no
C75 . C80 . C79 . 121.4(2) yes
C75 . C80 . H801 . 118.9 no
C79 . C80 . H801 . 119.7 no
C78 . C81 . N82 . 120.6(2) yes
C78 . C81 . N83 . 118.6(2) yes
N82 . C81 . N83 . 120.8(2) yes
C81 . N82 . H822 . 120.8(15) no
C81 . N82 . H821 . 121.1(15) no
H822 . N82 . H821 . 118(2) no
C81 . N83 . H832 . 118.7(15) no
C81 . N83 . H831 . 120.6(15) no
H832 . N83 . H831 . 116(2) no
C55 . C84 . C85 . 121.5(2) yes
C55 . C84 . H841 . 119.3 no
C85 . C84 . H841 . 119.2 no
C52 . C85 . C84 . 119.7(2) yes
C52 . C85 . H851 . 119.3 no
C84 . C85 . H851 . 120.9 no
C87 . N86 . H862 . 120.4(15) no
C87 . N86 . H861 . 120.0(15) no
H862 . N86 . H861 . 119(2) no
N86 . C87 . N88 . 120.2(2) yes
N86 . C87 . C89 . 120.7(2) yes
N88 . C87 . C89 . 119.1(2) yes
C87 . N88 . H881 . 120.8(15) no
C87 . N88 . H882 . 120.8(15) no
H881 . N88 . H882 . 118(2) no
C87 . C89 . C90 . 120.6(2) yes
C87 . C89 . C122 . 120.1(2) yes
C90 . C89 . C122 . 119.0(2) yes
C89 . C90 . C91 . 120.2(2) yes
C89 . C90 . H901 . 118.8 no
C91 . C90 . H901 . 121.0 no
C90 . C91 . C92 . 121.1(2) yes
C90 . C91 . H911 . 118.5 no
C92 . C91 . H911 . 120.5 no
C91 . C92 . C93 . 122.0(2) yes
C91 . C92 . C121 . 118.2(2) yes
C93 . C92 . C121 . 119.0(2) yes
C92 . C93 . C94 . 113.9(2) yes
C92 . C93 . C103 . 113.06(19) yes
C94 . C93 . C103 . 101.65(18) yes
C92 . C93 . C112 . 99.93(18) yes
C94 . C93 . C112 . 112.7(2) yes
C103 . C93 . C112 . 116.2(2) yes
C93 . C94 . C95 . 121.0(2) yes
C93 . C94 . C99 . 119.8(2) yes
C95 . C94 . C99 . 118.4(2) yes
C94 . C95 . C96 . 121.0(2) yes
C94 . C95 . H951 . 118.1 no
C96 . C95 . H951 . 121.0 no
C95 . C96 . C97 . 120.1(2) yes
C95 . C96 . H961 . 118.2 no
C97 . C96 . H961 . 121.7 no
C96 . C97 . C98 . 119.5(2) yes
C96 . C97 . C100 . 120.7(2) yes
C98 . C97 . C100 . 119.8(2) yes
C97 . C98 . C99 . 119.9(2) yes
C97 . C98 . H981 . 120.2 no
C99 . C98 . H981 . 119.8 no
C94 . C99 . C98 . 121.0(2) yes
C94 . C99 . H991 . 119.5 no
C98 . C99 . H991 . 119.4 no
C97 . C100 . N101 . 119.6(2) yes
C97 . C100 . N102 . 119.2(2) yes
N101 . C100 . N102 . 121.2(2) yes
C100 . N101 . H1011 . 118.9(15) no
C100 . N101 . H1012 . 119.5(15) no
H1011 . N101 . H1012 . 119(2) no
C100 . N102 . H1022 . 120.0(15) no
C100 . N102 . H1021 . 121.1(15) no
H1022 . N102 . H1021 . 119(2) no
C93 . C103 . C104 . 117.4(2) yes
C93 . C103 . C111 . 123.7(2) yes
C104 . C103 . C111 . 118.2(2) yes
C103 . C104 . C105 . 120.9(2) yes
C103 . C104 . H1041 . 120.2 no
C105 . C104 . H1041 . 118.9 no
C104 . C105 . C106 . 120.9(2) yes
C104 . C105 . H1051 . 120.2 no
C106 . C105 . H1051 . 118.8 no
C105 . C106 . C107 . 119.3(2) yes
C105 . C106 . C110 . 118.4(2) yes
C107 . C106 . C110 . 122.3(2) yes
C106 . C107 . N108 . 121.2(2) yes
C106 . C107 . N109 . 120.1(2) yes
N108 . C107 . N109 . 118.7(2) yes
C107 . N108 . H1082 . 120.1(15) no
C107 . N108 . H1081 . 118.7(15) no
H1082 . N108 . H1081 . 120(2) no
C107 . N109 . H1092 . 119.7(15) no
C107 . N109 . H1091 . 120.7(15) no
H1092 . N109 . H1091 . 119(2) no
C106 . C110 . C111 . 120.5(2) yes
C106 . C110 . H1101 . 119.7 no
C111 . C110 . H1101 . 119.8 no
C110 . C111 . C103 . 120.8(2) yes
C110 . C111 . H1111 . 119.4 no
C103 . C111 . H1111 . 119.8 no
C93 . C112 . C113 . 119.1(2) yes
C93 . C112 . C120 . 120.2(2) yes
C113 . C112 . C120 . 118.5(2) yes
C112 . C113 . C114 . 120.5(3) yes
C112 . C113 . H1131 . 119.1 no
C114 . C113 . H1131 . 120.4 no
C113 . C114 . C115 . 120.9(3) yes
C113 . C114 . H1141 . 119.0 no
C115 . C114 . H1141 . 120.0 no
C114 . C115 . C116 . 118.4(2) yes
C114 . C115 . C119 . 118.6(2) yes
C116 . C115 . C119 . 122.4(2) yes
C115 . C116 . N117 . 119.8(2) yes
C115 . C116 . N118 . 120.5(2) yes
N117 . C116 . N118 . 119.5(2) yes
C116 . N117 . H1172 . 117.9(15) no
C116 . N117 . H1171 . 122.6(15) no
H1172 . N117 . H1171 . 119(2) no
C116 . N118 . H1181 . 118.1(15) no
C116 . N118 . H1182 . 120.8(15) no
H1181 . N118 . H1182 . 120(2) no
C115 . C119 . C120 . 120.1(3) yes
C115 . C119 . H1191 . 119.8 no
C120 . C119 . H1191 . 120.2 no
C119 . C120 . C112 . 120.8(3) yes
C119 . C120 . H1201 . 119.4 no
C112 . C120 . H1201 . 119.8 no
C92 . C121 . C122 . 121.3(2) yes
C92 . C121 . H1211 . 118.0 no
C122 . C121 . H1211 . 120.5 no
C89 . C122 . C121 . 120.1(2) yes
C89 . C122 . H1221 . 119.5 no
C121 . C122 . H1221 . 120.4 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
C85 . H851 . O46 2_666 161.41(7) 0.956 2.466 3.386(4) yes
C114 . H1141 . C42 . 148.19(9) 0.967 2.458 3.319(4) yes
N72 . H721 . O1 2_656 153(2) 0.859 2.101 2.892(4) yes
N51 . H511 . O19 1_545 161(2) 0.856 2.137 2.959(4) yes
N49 . H492 . O46 2_666 168(2) 0.844 2.031 2.863(4) yes
N102 . H1022 . C32 2_665 159(2) 0.866 2.559 3.382(4) yes
N102 . H1022 . O33 2_665 172(2) 0.866 1.935 2.795(4) yes
N51 . H512 . O11 . 170(3) 0.847 1.926 2.765(4) yes
N101 . H1011 . O39 . 147(3) 0.866 2.103 2.869(4) yes
N109 . H1092 . O13 2_655 148(3) 0.858 2.309 3.068(4) yes
N117 . H1172 . O27 2_666 147(2) 0.912 1.898 2.709(4) yes
N88 . H881 . O19 1_545 171(2) 0.865 2.052 2.909(4) yes
N118 . H1181 . O27 2_666 142(2) 0.900 2.027 2.791(4) yes
N101 . H1012 . O34 2_665 159(3) 0.876 1.885 2.720(4) yes
N62 . H622 . O25 1_655 157(2) 0.876 2.011 2.838(4) yes
N118 . H1182 . O45 . 156(3) 0.889 1.999 2.836(4) yes
N86 . H861 . O21 1_545 166(2) 0.866 1.959 2.806(4) yes
N88 . H882 . O11 . 163(2) 0.860 2.036 2.869(4) yes
N72 . H722 . O13 2_756 173(2) 0.848 2.005 2.849(4) yes
N109 . H1091 . O1 2_555 163(3) 0.869 1.945 2.788(4) yes
N83 . H832 . O39 1_556 166(3) 0.857 1.955 2.794(4) yes
N82 . H821 . O37 1_556 170(3) 0.865 1.965 2.822(4) yes
N108 . H1081 . O3 2_555 174(2) 0.852 2.027 2.876(4) yes
N49 . H491 . O12 . 168(3) 0.857 1.988 2.832(4) yes
N71 . H712 . O15 2_756 170(2) 0.850 1.924 2.765(4) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 31/05/16 at 16:48:28
#
#LIST     12                                                                    
BLOCK 
CONT SCALE 
CONT O    (    1 ,X'S,U'S)  UNTIL C    (  122 ) 
CONT H    (  721 ,X'S)  UNTIL H    (  712 ) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  41,X'S) H   ( 411,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) 
RIDE C   (  53,X'S) H   ( 531,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) 
RIDE C   (  58,X'S) H   ( 581,X'S) 
RIDE C   (  59,X'S) H   ( 591,X'S) 
RIDE C   (  64,X'S) H   ( 641,X'S) 
RIDE C   (  65,X'S) H   ( 651,X'S) 
RIDE C   (  67,X'S) H   ( 671,X'S) 
RIDE C   (  68,X'S) H   ( 681,X'S) 
RIDE C   (  73,X'S) H   ( 731,X'S) 
RIDE C   (  74,X'S) H   ( 741,X'S) 
RIDE C   (  76,X'S) H   ( 761,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) 
RIDE C   (  79,X'S) H   ( 791,X'S) 
RIDE C   (  80,X'S) H   ( 801,X'S) 
RIDE C   (  84,X'S) H   ( 841,X'S) 
RIDE C   (  85,X'S) H   ( 851,X'S) 
RIDE C   (  90,X'S) H   ( 901,X'S) 
RIDE C   (  91,X'S) H   ( 911,X'S) 
RIDE C   (  95,X'S) H   ( 951,X'S) 
RIDE C   (  96,X'S) H   ( 961,X'S) 
RIDE C   (  98,X'S) H   ( 981,X'S) 
RIDE C   (  99,X'S) H   ( 991,X'S) 
RIDE C   ( 104,X'S) H   (1041,X'S) 
RIDE C   ( 105,X'S) H   (1051,X'S) 
RIDE C   ( 110,X'S) H   (1101,X'S) 
RIDE C   ( 111,X'S) H   (1111,X'S) 
RIDE C   ( 113,X'S) H   (1131,X'S) 
RIDE C   ( 114,X'S) H   (1141,X'S) 
RIDE C   ( 119,X'S) H   (1191,X'S) 
RIDE C   ( 120,X'S) H   (1201,X'S) 
RIDE C   ( 121,X'S) H   (1211,X'S) 
RIDE C   ( 122,X'S) H   (1221,X'S) 
END 
;

_iucr_refine_instructions_details_restraints 
;                                                                       
#
# Punched on 31/05/16 at 16:48:28
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM NO H   NO #H U MULT DIST 
REM C-H 
REM >4           1.5    .96 DISORDER 
REM 1      1     1.2    .93 C C-H (ACETYLENE) 
REM 1      2     1.2    .93 C-C(H)-C 
REM 1      3     1.2    .98 (C)3-C-H 
REM 2      1     1.2    .93 C=C-H(2) 
REM 2      2     1.2    .97 (C)2-C-(H)2 
REM 3      1     1.5    .96 C-C-(H)3 
REM N-H 
REM >4           1.5    .89 DISORDER 
REM 1      1     1.2    .86 N-N/H 
REM 1      2     1.2    .86 (C)2-N-H 
REM 1      3     1.2    .89 (C)3-N-H 
REM 2      1     1.2    .86 C-N-(H)2 
REM 2      2     1.2    .89 (C)2-N-(H)2 
REM 3      1     1.2    .89 C-H-(H)3 
REM O-H 
REM 1      1     1.5    .82 O-H 
REM 
REM DIST      ESD = 0.02 
REM VIB       ESD = 0.002 
REM ANGLE     ESD = 2.0 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 49) TO H(492) 
CONT N ( 49) TO H(491) 
REST 0.022, 0.002 = H(492,U[ISO]) 
REST 0.022, 0.002 = H(491,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(50) TO N ( 49) TO H(492) 
CONT C(50) TO N ( 49) TO H(491) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 51) TO H(511) 
CONT N ( 51) TO H(512) 
REST 0.022, 0.002 = H(511,U[ISO]) 
REST 0.022, 0.002 = H(512,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(50) TO N ( 51) TO H(511) 
CONT C(50) TO N ( 51) TO H(512) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 62) TO H(621) 
CONT N ( 62) TO H(622) 
REST 0.029, 0.002 = H(621,U[ISO]) 
REST 0.029, 0.002 = H(622,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(61) TO N ( 62) TO H(621) 
CONT C(61) TO N ( 62) TO H(622) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 63) TO H(632) 
CONT N ( 63) TO H(631) 
REST 0.033, 0.002 = H(632,U[ISO]) 
REST 0.033, 0.002 = H(631,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(61) TO N ( 63) TO H(632) 
CONT C(61) TO N ( 63) TO H(631) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 71) TO H(711) 
CONT N ( 71) TO H(712) 
REST 0.024, 0.002 = H(711,U[ISO]) 
REST 0.024, 0.002 = H(712,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(70) TO N ( 71) TO H(711) 
CONT C(70) TO N ( 71) TO H(712) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 72) TO H(721) 
CONT N ( 72) TO H(722) 
REST 0.025, 0.002 = H(721,U[ISO]) 
REST 0.025, 0.002 = H(722,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(70) TO N ( 72) TO H(721) 
CONT C(70) TO N ( 72) TO H(722) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 82) TO H(822) 
CONT N ( 82) TO H(821) 
REST 0.028, 0.002 = H(822,U[ISO]) 
REST 0.028, 0.002 = H(821,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(81) TO N ( 82) TO H(822) 
CONT C(81) TO N ( 82) TO H(821) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 83) TO H(832) 
CONT N ( 83) TO H(831) 
REST 0.030, 0.002 = H(832,U[ISO]) 
REST 0.030, 0.002 = H(831,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(81) TO N ( 83) TO H(832) 
CONT C(81) TO N ( 83) TO H(831) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 86) TO H(862) 
CONT N ( 86) TO H(861) 
REST 0.026, 0.002 = H(862,U[ISO]) 
REST 0.026, 0.002 = H(861,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(87) TO N ( 86) TO H(862) 
CONT C(87) TO N ( 86) TO H(861) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 88) TO H(881) 
CONT N ( 88) TO H(882) 
REST 0.025, 0.002 = H(881,U[ISO]) 
REST 0.025, 0.002 = H(882,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(87) TO N ( 88) TO H(881) 
CONT C(87) TO N ( 88) TO H(882) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 101) TO H(1011) 
CONT N ( 101) TO H(1012) 
REST 0.029, 0.002 = H(1011,U[ISO]) 
REST 0.029, 0.002 = H(1012,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(100) TO N ( 101) TO H(1011) 
CONT C(100) TO N ( 101) TO H(1012) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 102) TO H(1022) 
CONT N ( 102) TO H(1021) 
REST 0.033, 0.002 = H(1022,U[ISO]) 
REST 0.033, 0.002 = H(1021,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(100) TO N ( 102) TO H(1022) 
CONT C(100) TO N ( 102) TO H(1021) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 108) TO H(1082) 
CONT N ( 108) TO H(1081) 
REST 0.032, 0.002 = H(1082,U[ISO]) 
REST 0.032, 0.002 = H(1081,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(107) TO N ( 108) TO H(1082) 
CONT C(107) TO N ( 108) TO H(1081) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 109) TO H(1092) 
CONT N ( 109) TO H(1091) 
REST 0.027, 0.002 = H(1092,U[ISO]) 
REST 0.027, 0.002 = H(1091,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(107) TO N ( 109) TO H(1092) 
CONT C(107) TO N ( 109) TO H(1091) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 117) TO H(1172) 
CONT N ( 117) TO H(1171) 
REST 0.031, 0.002 = H(1172,U[ISO]) 
REST 0.031, 0.002 = H(1171,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(116) TO N ( 117) TO H(1172) 
CONT C(116) TO N ( 117) TO H(1171) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 118) TO H(1181) 
CONT N ( 118) TO H(1182) 
REST 0.030, 0.002 = H(1181,U[ISO]) 
REST 0.030, 0.002 = H(1182,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(116) TO N ( 118) TO H(1181) 
CONT C(116) TO N ( 118) TO H(1182) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

# Manually omitted reflections
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
3 -5 1 x .
0 3 2 x .
####################################################################### 
# 
# 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_orthorhombicframeworkSQUEEZED
_database_code_depnum_ccdc_archive 'CCDC 1523339'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-02-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT250_orthorhombicframeworkSQUEEZED 
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....       12.8 Note
RESPONSE: This is due to the molecular motion of one position of a disordered terephthalate anion. See the CIF for full details.
;
# Added during the CSD deposition process: Friday 16 December 2016 09:53 AM
# end Validation Reply Form

#==============================================================================

# 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 0.059 0.075 0.125 594 142 ' '
2 -0.094 0.321 0.375 594 142 ' '
3 0.059 0.575 0.625 594 142 ' '
4 -0.094 0.821 0.875 594 142 ' '
_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          
;The asymmetric unit cell contains one quarter of a tetraamidinium ligand
and one half of a terephthalate anion.

A significant amount of electron density is present, which appears to 
correspond to water solvent molecules. Modelling this as disordered water
molecules was attempted, and gave a reasonable solution. However, including
this electron density in the refinement using PLATON-SQUEEZE gave a far
superior refinement, which is presented here.

The terephthalate anion exhibits positional disorder, which appears to 
correspond to two different hydrogen bonding interactions with the amidinium 
group. This disorder was modeled over two positions, each with occupancy of
one half. These were initially refined with restraints on bond lengths and
bond angles, and thermal and vibrational ellipsoids. This led to a satisfactory
model, and it was possible to remove the bond length and distance 
restraints in the final refinement. Restraints on the thermal and vibrational
ellipsoid parameters of this disorderd group were necessary to achieve a
sensible refinement. A small amount of electron density is located around
this disordered anion.

The higher numbered position of the disorder has 
relatively prolate ellipsoids, suggesting significant molecular motion - 
attempts to model this with further positions (i.e. disorder over three or 
more sites) were unsuccessful. Instead these were modelled with large 
ellipsoids, leading to a level A alert in checkCIF.

C-H hydrogen atoms were visible in the Fourier difference map and 
were initially refined with restraints on bond lengths and angles, after which 
the positions were used as the basis for a riding model. N-H hydrogen 
atoms were visible in the Fourier difference map and were refined
with restraints on bond lengths and angles., SQUEEZE
;

_cell_length_a                   14.7538(4)
_cell_length_b                   19.4911(5)
_cell_length_c                   34.2841(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9859.0(4)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'F d d d '
_symmetry_space_group_name_Hall  '-F 2uv 2vw'

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
x+1/2,y,z+1/2
-x+1/2,-y,-z+1/2
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x+3/4,-y,z+3/4
-x+3/4,y,-z+3/4
x+3/4,-y+1/2,z+5/4
-x+3/4,y+1/2,-z+5/4
x+5/4,-y,z+5/4
-x+5/4,y,-z+5/4
x+5/4,-y+1/2,z+3/4
-x+5/4,y+1/2,-z+3/4
-x+1/4,-y+1/4,z
x+1/4,y+1/4,-z
-x+1/4,-y+3/4,z+1/2
x+1/4,y+3/4,-z+1/2
-x+3/4,-y+1/4,z+1/2
x+3/4,y+1/4,-z+1/2
-x+3/4,-y+3/4,z
x+3/4,y+3/4,-z
x,-y+1/4,-z+1/4
-x,y+1/4,z+1/4
x,-y+3/4,-z+3/4
-x,y+3/4,z+3/4
x+1/2,-y+1/4,-z+3/4
-x+1/2,y+1/4,z+3/4
x+1/2,-y+3/4,-z+1/4
-x+1/2,y+3/4,z+1/4

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            32

_chemical_formula_sum            'C11.25 H10 N2 O 2'
_chemical_formula_moiety         '0.25(C29 H32 N8), 0.5(C8 H4 O4)'
_chemical_compound_source        synthesized
_chemical_formula_weight         205.22

_cell_measurement_reflns_used    7119
_cell_measurement_theta_min      3.94
_cell_measurement_theta_max      71.5
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.02
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_max          0.26

_exptl_crystal_density_diffrn    1.106
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3440
_exptl_absorpt_coefficient_mu    0.640

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

_computing_data_collection       'CrysAlisPro, (Agilent, 2011)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'

_diffrn_ambient_temperature      150
_diffrn_reflns_number            34347
_reflns_number_total             2212
_diffrn_reflns_av_R_equivalents  0.039

_diffrn_reflns_theta_min         3.973
_diffrn_reflns_theta_max         66.983
_diffrn_measured_fraction_theta_max 1.000

_diffrn_reflns_theta_full        66.983
_diffrn_measured_fraction_theta_full 1.000

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       40
_reflns_limit_h_min              0
_reflns_limit_h_max              17
_reflns_limit_k_min              0
_reflns_limit_k_max              23
_reflns_limit_l_min              0
_reflns_limit_l_max              40

_oxford_diffrn_Wilson_B_factor   4.26
_oxford_diffrn_Wilson_scale      0.48

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.30
_refine_diff_density_max         0.66

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         2070
_refine_ls_number_restraints     108
_refine_ls_number_parameters     205
_oxford_refine_ls_R_factor_ref   0.0917
_refine_ls_wR_factor_ref         0.2174
_refine_ls_goodness_of_fit_ref   0.9931
_refine_ls_shift/su_max          0.0002632
_refine_ls_shift/su_mean         0.0000248

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2070
_refine_ls_R_factor_all          0.0917
_refine_ls_wR_factor_all         0.2174

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1758
_refine_ls_R_factor_gt           0.0831
_refine_ls_wR_factor_gt          0.2093

_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: 
 0.401E+04 0.673E+04 0.416E+04 0.173E+04 397. 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.34450(18) 0.79538(16) 0.51048(12) 0.0720 1.0000 Uani D . . . . .
N2 N 0.2819(3) 0.8124(2) 0.56956(16) 0.1111 1.0000 Uani D . . . . .
C3 C 0.3456(2) 0.78647(15) 0.54785(14) 0.0690 1.0000 Uani D . . . . .
C4 C 0.4205(2) 0.74719(14) 0.56624(10) 0.0587 1.0000 Uani . . . . . .
C5 C 0.4534(4) 0.76474(18) 0.60290(11) 0.0893 1.0000 Uani . . . . . .
C6 C 0.5209(4) 0.72734(17) 0.61977(10) 0.0873 1.0000 Uani . . . . . .
C7 C 0.5588(2) 0.67020(12) 0.60148(8) 0.0473 1.0000 Uani . . . . . .
C8 C 0.52607(18) 0.65308(12) 0.56510(8) 0.0419 1.0000 Uani . . . . . .
C9 C 0.45872(18) 0.69134(14) 0.54723(9) 0.0493 1.0000 Uani . . . . . .
C10 C 0.6250 0.6250 0.6250 0.0436 1.0000 Uani S T . . . .
O11 O 0.3056(5) 0.6154(4) 0.4968(2) 0.0521 0.5000 Uani . U . . 1 .
O12 O 0.2639(3) 0.5274(3) 0.53603(13) 0.0641 0.5000 Uani . U . . 1 .
C14 C 0.4145(6) 0.5271(5) 0.5065(3) 0.0457 0.5000 Uani . U . . 1 .
C15 C 0.4708(8) 0.5562(4) 0.4787(2) 0.0462 0.5000 Uani . U . . 1 .
C16 C 0.5555(6) 0.5292(4) 0.47240(18) 0.0478 0.5000 Uani . U . . 1 .
C13 C 0.3221(4) 0.5596(3) 0.51321(17) 0.0505 0.5000 Uani . U . . 1 .
O21 O 0.3634(4) 0.6250(4) 0.4479(2) 0.1112 0.5000 Uani . U . . 2 .
C23 C 0.3541(5) 0.5916(5) 0.4771(3) 0.0850 0.5000 Uani . U . . 2 .
C26 C 0.5845(6) 0.5058(7) 0.4821(4) 0.0886 0.5000 Uani . U . . 2 .
C24 C 0.4281(10) 0.5423(8) 0.4896(5) 0.0873 0.5000 Uani . U . . 2 .
C25 C 0.5132(9) 0.5497(6) 0.4704(3) 0.0929 0.5000 Uani . U . . 2 .
O22 O 0.2824(6) 0.5936(4) 0.5003(4) 0.0865 0.5000 Uani . U . . 2 .
H51 H 0.4280 0.8034 0.6162 0.1002 1.0000 Uiso R . . . . .
H61 H 0.5410 0.7409 0.6444 0.0942 1.0000 Uiso R . . . . .
H81 H 0.5515 0.6143 0.5514 0.0514 1.0000 Uiso R . . . . .
H91 H 0.4375 0.6790 0.5221 0.0572 1.0000 Uiso R . . . . .
H151 H 0.4500 0.5937 0.4643 0.0566 0.5000 Uiso R . . . 1 .
H161 H 0.5929 0.5498 0.4537 0.0568 0.5000 Uiso R . . . 1 .
H261 H 0.6415 0.5096 0.4698 0.1062 0.5000 Uiso R . . . 2 .
H251 H 0.5236 0.5815 0.4508 0.1077 0.5000 Uiso R . . . 2 .
H22 H 0.262(3) 0.7888(17) 0.5889(12) 0.1310 1.0000 Uiso D . . . . .
H12 H 0.3899(18) 0.781(2) 0.4964(7) 0.0858 1.0000 Uiso D . . . . .
H21 H 0.242(3) 0.840(3) 0.5591(8) 0.1313 1.0000 Uiso D . . . . .
H11 H 0.2997(19) 0.818(2) 0.4998(7) 0.0849 1.0000 Uiso D . . . . .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.76(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
N1 . C3 . 1.293(5) yes
N1 . H12 . 0.870(18) no
N1 . H11 . 0.871(18) no
N2 . C3 . 1.301(5) yes
N2 . H22 . 0.861(19) no
N2 . H21 . 0.875(19) no
C3 . C4 . 1.485(5) yes
C4 . C5 . 1.390(5) yes
C4 . C9 . 1.388(4) yes
C5 . C6 . 1.364(5) yes
C5 . H51 . 0.958 no
C6 . C7 . 1.395(4) yes
C6 . H61 . 0.932 no
C7 . C8 . 1.378(4) yes
C7 . C10 . 1.543(3) yes
C8 . C9 . 1.385(4) yes
C8 . H81 . 0.966 no
C9 . H91 . 0.947 no
O11 . C13 . 1.248(11) yes
O12 . C13 . 1.321(8) yes
C14 . C16 2_666 1.387(11) yes
C14 . C15 . 1.385(11) yes
C14 . C13 . 1.520(11) yes
C15 . C16 . 1.373(12) yes
C15 . H151 . 0.935 no
C16 . H161 . 0.938 no
O21 . C23 . 1.202(12) yes
C23 . C24 . 1.517(11) yes
C23 . O22 . 1.324(14) yes
C26 . C24 2_666 1.36(2) yes
C26 . C25 . 1.414(10) yes
C26 . H261 . 0.945 no
C24 . C25 . 1.425(18) yes
C25 . H251 . 0.928 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
C3 . N1 . H12 . 119.7(16) no
C3 . N1 . H11 . 119.5(16) no
H12 . N1 . H11 . 121(2) no
C3 . N2 . H22 . 119.0(18) no
C3 . N2 . H21 . 119.4(18) no
H22 . N2 . H21 . 114(4) no
N2 . C3 . N1 . 120.4(4) yes
N2 . C3 . C4 . 119.7(4) yes
N1 . C3 . C4 . 119.9(3) yes
C3 . C4 . C5 . 121.1(3) yes
C3 . C4 . C9 . 120.5(3) yes
C5 . C4 . C9 . 118.4(3) yes
C4 . C5 . C6 . 120.5(3) yes
C4 . C5 . H51 . 119.2 no
C6 . C5 . H51 . 120.3 no
C5 . C6 . C7 . 121.9(3) yes
C5 . C6 . H61 . 117.7 no
C7 . C6 . H61 . 120.4 no
C6 . C7 . C8 . 117.4(3) yes
C6 . C7 . C10 . 118.3(2) yes
C8 . C7 . C10 . 123.81(19) yes
C7 . C8 . C9 . 121.4(2) yes
C7 . C8 . H81 . 119.6 no
C9 . C8 . H81 . 119.0 no
C4 . C9 . C8 . 120.4(3) yes
C4 . C9 . H91 . 119.4 no
C8 . C9 . H91 . 120.2 no
C7 25_566 C10 . C7 14_555 116.98(19) yes
C7 25_566 C10 . C7 17_665 110.4(2) yes
C7 14_555 C10 . C7 17_665 101.4(2) yes
C7 25_566 C10 . C7 . 101.4(2) yes
C7 14_555 C10 . C7 . 110.4(2) yes
C7 17_665 C10 . C7 . 116.98(19) yes
C16 2_666 C14 . C15 . 119.4(9) yes
C16 2_666 C14 . C13 . 122.4(8) yes
C15 . C14 . C13 . 118.2(10) yes
C14 . C15 . C16 . 119.8(8) yes
C14 . C15 . H151 . 119.1 no
C16 . C15 . H151 . 121.1 no
C14 2_666 C16 . C15 . 120.8(7) yes
C14 2_666 C16 . H161 . 120.6 no
C15 . C16 . H161 . 118.6 no
C14 . C13 . O12 . 118.4(6) yes
C14 . C13 . O11 . 118.0(7) yes
O12 . C13 . O11 . 123.6(6) yes
O21 . C23 . C24 . 119.7(11) yes
O21 . C23 . O22 . 125.2(7) yes
C24 . C23 . O22 . 115.1(12) yes
C24 2_666 C26 . C25 . 121.1(11) yes
C24 2_666 C26 . H261 . 119.7 no
C25 . C26 . H261 . 119.1 no
C23 . C24 . C26 2_666 122.6(15) yes
C23 . C24 . C25 . 116.2(16) yes
C26 2_666 C24 . C25 . 121.2(8) yes
C24 . C25 . C26 . 117.6(11) yes
C24 . C25 . H251 . 123.2 no
C26 . C25 . H251 . 119.2 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C9 . H91 . O11 . 135.18(18) 0.947 2.465 3.207(9) yes
C15 . H151 . O21 . 141.7(5) 0.935 1.523 2.330(9) yes
C26 . H261 . O12 2_666 143.6(7) 0.945 1.584 2.410(9) yes
N1 . H12 . O12 18_556 163(4) 0.870 2.142 2.985(9) yes
N2 . H21 . O11 8_566 144(2) 0.875 2.219 2.971(9) yes
N2 . H21 . O21 8_566 156(4) 0.875 1.714 2.538(9) yes
N2 . H21 . C23 8_566 172(3) 0.875 2.306 3.175(9) yes
N2 . H21 . O22 8_566 140(3) 0.875 2.438 3.161(9) yes
N1 . H11 . O11 8_566 151(2) 0.871 2.033 2.827(9) yes
N1 . H11 . O22 8_566 148(3) 0.871 2.112 2.885(9) yes

_iucr_refine_instructions_details_constraints 
;
#
# Punched on 08/06/16 at 12:41:24
#
#LIST     12                                                                    
BLOCK 
CONT SCALE 
CONT N    (    1 ,X'S,U'S)  UNTIL O    (   22 ) 
CONT H    (   22 ,X'S)  UNTIL H    (   11 ) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
END
;

_iucr_refine_instructions_details_restraints 
;                                                                             
#
# Punched on 08/06/16 at 12:41:24
#
#LIST     16                                                                    
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM NO H   NO #H U MULT DIST 
REM C-H 
REM >4           1.5    .96 DISORDER 
REM 1      1     1.2    .93 C C-H (ACETYLENE) 
REM 1      2     1.2    .93 C-C(H)-C 
REM 1      3     1.2    .98 (C)3-C-H 
REM 2      1     1.2    .93 C=C-H(2) 
REM 2      2     1.2    .97 (C)2-C-(H)2 
REM 3      1     1.5    .96 C-C-(H)3 
REM N-H 
REM >4           1.5    .89 DISORDER 
REM 1      1     1.2    .86 N-N/H 
REM 1      2     1.2    .86 (C)2-N-H 
REM 1      3     1.2    .89 (C)3-N-H 
REM 2      1     1.2    .86 C-N-(H)2 
REM 2      2     1.2    .89 (C)2-N-(H)2 
REM 3      1     1.2    .89 C-H-(H)3 
REM O-H 
REM 1      1     1.5    .82 O-H 
REM 
REM DIST      ESD = 0.02 
REM VIB       ESD = 0.002 
REM ANGLE     ESD = 2.0 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 1) TO H(12) 
CONT N ( 1) TO H(11) 
REST 0.084, 0.002 = H(12,U[ISO]) 
REST 0.084, 0.002 = H(11,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(3) TO N ( 1) TO H(12) 
CONT C(3) TO N ( 1) TO H(11) 
REM            H2-N-R 
DIST 0.86, 0.02 = 
CONT N ( 2) TO H(22) 
CONT N ( 2) TO H(21) 
REST 0.131, 0.002 = H(22,U[ISO]) 
REST 0.131, 0.002 = H(21,U[ISO]) 
ANGLE 120.0, 2.0 = 
CONT C(3) TO N ( 2) TO H(22) 
CONT C(3) TO N ( 2) TO H(21) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
REM   DELU   START (DO NOT REMOVE THIS LINE) 
VIBR .0, 0.00200 = O(11) TO C(13) 
VIBR .0, 0.00200 = O(12) TO C(13) 
VIBR .0, 0.00200 = C(14) TO C(16,-1,1,1,1,1) 
VIBR .0, 0.00200 = C(14) TO C(15) 
VIBR .0, 0.00200 = C(14) TO C(13) 
VIBR .0, 0.00500 = C(15) TO C(16,-1,1,1,1,1) 
VIBR .0, 0.00500 = C(13) TO C(16,-1,1,1,1,1) 
VIBR .0, 0.00500 = C(13) TO C(15) 
VIBR .0, 0.00200 = C(15) TO C(16) 
VIBR .0, 0.00500 = C(16) TO C(14) 
VIBR .0, 0.00500 = C(15) TO C(14,-1,1,1,1,1) 
VIBR .0, 0.00500 = O(12) TO C(14) 
VIBR .0, 0.00500 = O(11) TO C(14) 
VIBR .0, 0.00500 = O(11) TO O(12) 
VIBR .0, 0.00200 = O(21) TO C(23) 
VIBR .0, 0.00200 = C(23) TO C(24) 
VIBR .0, 0.00200 = C(23) TO O(22) 
VIBR .0, 0.00500 = C(24) TO O(21) 
VIBR .0, 0.00500 = O(22) TO O(21) 
VIBR .0, 0.00500 = O(22) TO C(24) 
VIBR .0, 0.00200 = C(26) TO C(24,-1,1,1,1,1) 
VIBR .0, 0.00200 = C(26) TO C(25) 
VIBR .0, 0.00500 = C(25) TO C(24,-1,1,1,1,1) 
VIBR .0, 0.00200 = C(24) TO C(25) 
VIBR .0, 0.00500 = C(26,-1,1,1,1,1) TO C(23) 
VIBR .0, 0.00500 = C(25) TO C(23) 
VIBR .0, 0.00500 = C(25) TO C(26,-1,1,1,1,1) 
VIBR .0, 0.00500 = C(26) TO C(24) 
REM   DELU   END (DO NOT REMOVE THIS LINE) 
REM   THERMSIM   START (DO NOT REMOVE THIS LINE) 
U(IJ) .0, 0.08000 = O(11) TO C(13) 
U(IJ) .0, 0.08000 = O(12) TO C(13) 
U(IJ) .0, 0.04000 = C(14) TO C(16,-1,1,1,1,1) 
U(IJ) .0, 0.04000 = C(14) TO C(15) 
U(IJ) .0, 0.04000 = C(14) TO C(13) 
U(IJ) .0, 0.04000 = C(15) TO C(16) 
U(IJ) .0, 0.08000 = O(21) TO C(23) 
U(IJ) .0, 0.04000 = C(23) TO C(24) 
U(IJ) .0, 0.08000 = C(23) TO O(22) 
U(IJ) .0, 0.04000 = C(26) TO C(24,-1,1,1,1,1) 
U(IJ) .0, 0.04000 = C(26) TO C(25) 
U(IJ) .0, 0.04000 = C(24) TO C(25) 
REM   THERMSIM   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

# 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 0 8 x .
####################################################################### 
# 
# 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_orthorhombicframeworkNOTSQUEEZED
_database_code_depnum_ccdc_archive 'CCDC 1523340'
_audit_update_record             
;
2016-12-16 deposited with the CCDC.
2017-02-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT250_orthorhombicframeworkNOTSQUEEZED 
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....       10.9 Note
RESPONSE: This is due to the molecular motion of one position of a disordered terephthalate anion. See the CIF for full details. A higher quality refinement of this structure where PLATON SQUEEZE was used to model poorly-defined solvent molecules is also provided
;

_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 asymmetric unit cell contains one quarter of a tetraamidinium ligand
and one half of a terephthalate anion and two partial-occupancy water
molecules.

The terephthalate anion exhibits positional disorder, which appears to 
correspond to two different hydrogen bonding interactions with the amidinium 
group. This disorder was modeled over two positions, each with occupancy of
one half. It was necessary to add restraints to thermal and vibrational 
ellispoid parameters, as well as the bond lengths and angles of the disordered
terephthalate anion in order to achieve a sensible refinement. A small amount 
of electron density is located around this disordered anion.

The higher numbered position of the disorder has 
relatively prolate ellipsoids, suggesting significant molecular motion - 
attempts to model this with further positions (i.e. disorder over three or 
more sites) were unsuccessful. Instead these were modelled with large 
ellipsoids, leading to a level A alert in checkCIF.

C-H hydrogen atoms were visible in the Fourier difference map and 
were initially refined with restraints on bond lengths and angles, after which 
the positions were used as the basis for a riding model. N-H hydrogen 
atoms were visible in the Fourier difference map and were refined
with restraints on bond lengths and angles. O-H hydrogen atoms could not be
sensibly refined and so were these hydrogen atoms were inserted at idealised 
hydrogen bonding positions with O-H distances of 0.85 A and ride on the
attached oxygen atoms.

A higher quality refinement of the same data, where PLATON-SQUEEZE was used
to include the partial occupancy water molecules in the refinement is also 
included in this CIF.
;

_cell_length_a                   14.7538(4)
_cell_length_b                   19.4911(5)
_cell_length_c                   34.2841(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9859.0(4)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'F d d d '
_symmetry_space_group_name_Hall  '-F 2uv 2vw'

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
x+1/2,y,z+1/2
-x+1/2,-y,-z+1/2
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x+3/4,-y,z+3/4
-x+3/4,y,-z+3/4
x+3/4,-y+1/2,z+5/4
-x+3/4,y+1/2,-z+5/4
x+5/4,-y,z+5/4
-x+5/4,y,-z+5/4
x+5/4,-y+1/2,z+3/4
-x+5/4,y+1/2,-z+3/4
-x+1/4,-y+1/4,z
x+1/4,y+1/4,-z
-x+1/4,-y+3/4,z+1/2
x+1/4,y+3/4,-z+1/2
-x+3/4,-y+1/4,z+1/2
x+3/4,y+1/4,-z+1/2
-x+3/4,-y+3/4,z
x+3/4,y+3/4,-z
x,-y+1/4,-z+1/4
-x,y+1/4,z+1/4
x,-y+3/4,-z+3/4
-x,y+3/4,z+3/4
x+1/2,-y+1/4,-z+3/4
-x+1/2,y+1/4,z+3/4
x+1/2,-y+3/4,-z+1/4
-x+1/2,y+3/4,z+1/4

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            32

_chemical_formula_sum            'C11.25 H11.5 N2 O2.75'
_chemical_formula_moiety         
'0.25(C29 H32 N8), 0.5(C8 H4 O4), 0.5(H2 O), 0.25 (H2 O)'
_chemical_compound_source        synthesized
_chemical_formula_weight         218.73

_cell_measurement_reflns_used    7119
_cell_measurement_theta_min      3.94
_cell_measurement_theta_max      71.5
_cell_measurement_temperature    150

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.02
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_max          0.26

_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             3680
_exptl_absorpt_coefficient_mu    0.714

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  1.00
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

_computing_data_collection       'CrysAlisPro, (Agilent, 2011)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    '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            34347
_reflns_number_total             2212
_diffrn_reflns_av_R_equivalents  0.039

_diffrn_reflns_theta_min         3.973
_diffrn_reflns_theta_max         66.983
_diffrn_measured_fraction_theta_max 1.000

_diffrn_reflns_theta_full        66.983
_diffrn_measured_fraction_theta_full 1.000

_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       40
_reflns_limit_h_min              0
_reflns_limit_h_max              17
_reflns_limit_k_min              0
_reflns_limit_k_max              23
_reflns_limit_l_min              0
_reflns_limit_l_max              40

_oxford_diffrn_Wilson_B_factor   4.29
_oxford_diffrn_Wilson_scale      0.47

_atom_sites_solution_primary     Other
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.32
_refine_diff_density_max         0.65

# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         2191
_refine_ls_number_restraints     217
_refine_ls_number_parameters     211
_oxford_refine_ls_R_factor_ref   0.1224
_refine_ls_wR_factor_ref         0.3190
_refine_ls_goodness_of_fit_ref   1.0573
_refine_ls_shift/su_max          0.0001859
_refine_ls_shift/su_mean         0.0000168

# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2191
_refine_ls_R_factor_all          0.1224
_refine_ls_wR_factor_all         0.3190

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1848
_refine_ls_R_factor_gt           0.1136
_refine_ls_wR_factor_gt          0.3024

_chemical_absolute_configuration .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, 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: 
 0.496E+04 0.833E+04 0.513E+04 0.209E+04 441. 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3
# Replace last . with number of unfound hydrogen atoms attached to an atom.
# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.15553(18) 0.70452(15) 0.48936(11) 0.0725 1.0000 Uani . U . . . .
N2 N 0.2180(3) 0.68726(19) 0.43051(16) 0.1122 1.0000 Uani . U . . . .
C3 C 0.1541(2) 0.71331(16) 0.45261(14) 0.0687 1.0000 Uani . U . . . .
C4 C 0.0792(2) 0.75294(15) 0.43363(11) 0.0617 1.0000 Uani . U . . . .
C5 C 0.0475(4) 0.7356(2) 0.39770(11) 0.0901 1.0000 Uani . U . . . .
C6 C -0.0204(4) 0.77263(18) 0.38048(11) 0.0936 1.0000 Uani . U . . . .
C7 C -0.0590(2) 0.83000(12) 0.39862(7) 0.0483 1.0000 Uani . U . . . .
C8 C -0.02612(17) 0.84705(13) 0.43474(8) 0.0441 1.0000 Uani . U . . . .
C9 C 0.04095(19) 0.80857(14) 0.45309(9) 0.0499 1.0000 Uani . U . . . .
C10 C -0.1250 0.8750 0.3750 0.0447 1.0000 Uani S TU . . . .
O11 O 0.3047(4) 0.6150(3) 0.49750(18) 0.0525 0.5000 Uani D U . . 1 .
O12 O 0.2660(3) 0.5281(3) 0.53533(13) 0.0634 0.5000 Uani D U . . 1 .
C14 C 0.4141(4) 0.5273(4) 0.5063(2) 0.0445 0.5000 Uani D U . . 1 .
C15 C 0.4704(5) 0.5568(4) 0.4785(2) 0.0482 0.5000 Uani D U . . 1 .
C16 C 0.5566(4) 0.5300(3) 0.47240(16) 0.0502 0.5000 Uani D U . . 1 .
C13 C 0.3224(3) 0.5585(3) 0.51337(16) 0.0531 0.5000 Uani D U . . 1 .
O21 O 0.3621(4) 0.6240(4) 0.4478(2) 0.1112 0.5000 Uani D U . . 2 .
C23 C 0.3531(4) 0.5898(4) 0.4780(2) 0.0919 0.5000 Uani D U . . 2 .
C26 C 0.4862(5) 0.4504(4) 0.5290(2) 0.0912 0.5000 Uani D U . . 2 .
C24 C 0.4288(5) 0.5432(5) 0.4893(3) 0.0899 0.5000 Uani D U . . 2 .
C25 C 0.4145(4) 0.4939(4) 0.5180(3) 0.0898 0.5000 Uani D U . . 2 .
O22 O 0.2833(5) 0.5936(4) 0.4993(3) 0.0932 0.5000 Uani D U . . 2 .
O101 O 0.4746(5) 0.6915(4) 0.3992(3) 0.1344 0.5000 Uani . . . . 1 .
O111 O 0.2225(10) 0.6016(16) 0.5844(5) 0.1756 0.2500 Uani . . . . 2 .
H51 H 0.0701 0.6966 0.3842 0.1121 1.0000 Uiso R . . . . .
H61 H -0.0404 0.7583 0.3555 0.1091 1.0000 Uiso R . . . . .
H81 H -0.0514 0.8865 0.4466 0.0537 1.0000 Uiso R . . . . .
H91 H 0.0615 0.8214 0.4782 0.0615 1.0000 Uiso R . . . . .
H151 H 0.4506 0.5945 0.4644 0.0511 0.5000 Uiso R . . . 1 .
H161 H 0.5944 0.5505 0.4541 0.0551 0.5000 Uiso R . . . 1 .
H11 H 0.1069 0.7079 0.5035 0.0888 1.0000 Uiso R . . . . .
H12 H 0.2033 0.6859 0.4991 0.0890 1.0000 Uiso R . . . . .
H21 H 0.2253 0.7018 0.4067 0.1319 1.0000 Uiso R . . . . .
H22 H 0.2616 0.6647 0.4410 0.1324 1.0000 Uiso R . . . . .
H1011 H 0.4386 0.6701 0.4143 0.1563 0.5000 Uiso R . . . 1 .
H1012 H 0.4869 0.7173 0.4185 0.1563 0.5000 Uiso R . . . 1 .
H1111 H 0.2399 0.5996 0.5602 0.2096 0.2500 Uiso R . . . 2 .
H1112 H 0.1672 0.6138 0.5844 0.2087 0.2500 Uiso R . . . 2 .
H251 H 0.3569 0.4895 0.5301 0.1131 0.5000 Uiso R . . . 2 .
H261 H 0.4772 0.4169 0.5487 0.1149 0.5000 Uiso R . . . 2 .


_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.80(4)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C3 . 1.272(6) yes
N1 . H11 . 0.868 no
N1 . H12 . 0.861 no
N2 . C3 . 1.312(5) yes
N2 . H21 . 0.870 no
N2 . H22 . 0.858 no
C3 . C4 . 1.497(5) yes
C4 . C5 . 1.360(6) yes
C4 . C9 . 1.392(4) yes
C5 . C6 . 1.368(6) yes
C5 . H51 . 0.951 no
C6 . C7 . 1.401(4) yes
C6 . H61 . 0.949 no
C7 . C8 . 1.371(4) yes
C7 . C10 . 1.540(3) yes
C8 . C9 . 1.392(4) yes
C8 . H81 . 0.947 no
C9 . H91 . 0.947 no
O11 . C13 . 1.256(7) yes
O12 . C13 . 1.268(6) yes
C14 . C16 2_666 1.403(5) yes
C14 . C15 . 1.389(6) yes
C14 . C13 . 1.503(5) yes
C15 . C16 . 1.390(7) yes
C15 . H151 . 0.927 no
C16 . H161 . 0.929 no
O21 . C23 . 1.238(7) yes
C23 . C24 . 1.491(8) yes
C23 . O22 . 1.264(8) yes
C26 . C24 2_666 1.407(6) yes
C26 . C25 . 1.406(7) yes
C26 . H261 . 0.950 no
C24 . C25 . 1.393(8) yes
C25 . H251 . 0.950 no
O101 . H1011 . 0.850 no
O101 . H1012 . 0.850 no
O111 . H1111 . 0.872 no
O111 . H1112 . 0.850 no

loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 . N1 . H11 . 121.9 no
C3 . N1 . H12 . 117.1 no
H11 . N1 . H12 . 119.6 no
C3 . N2 . H21 . 120.2 no
C3 . N2 . H22 . 119.7 no
H21 . N2 . H22 . 117.9 no
N2 . C3 . N1 . 120.5(4) yes
N2 . C3 . C4 . 118.6(4) yes
N1 . C3 . C4 . 120.8(3) yes
C3 . C4 . C5 . 121.3(3) yes
C3 . C4 . C9 . 119.5(3) yes
C5 . C4 . C9 . 119.2(3) yes
C4 . C5 . C6 . 120.8(3) yes
C4 . C5 . H51 . 121.3 no
C6 . C5 . H51 . 117.9 no
C5 . C6 . C7 . 121.8(4) yes
C5 . C6 . H61 . 117.6 no
C7 . C6 . H61 . 120.6 no
C6 . C7 . C8 . 116.8(3) yes
C6 . C7 . C10 . 118.6(3) yes
C8 . C7 . C10 . 124.09(18) yes
C7 . C8 . C9 . 121.9(2) yes
C7 . C8 . H81 . 116.5 no
C9 . C8 . H81 . 121.6 no
C4 . C9 . C8 . 119.4(3) yes
C4 . C9 . H91 . 120.8 no
C8 . C9 . H91 . 119.7 no
C7 27_565 C10 . C7 10_455 116.58(18) yes
C7 27_565 C10 . C7 23_465 110.6(2) yes
C7 10_455 C10 . C7 23_465 101.6(2) yes
C7 27_565 C10 . C7 . 101.6(2) yes
C7 10_455 C10 . C7 . 110.6(2) yes
C7 23_465 C10 . C7 . 116.58(18) yes
C16 2_666 C14 . C15 . 120.1(4) yes
C16 2_666 C14 . C13 . 121.0(4) yes
C15 . C14 . C13 . 118.9(5) yes
C14 . C15 . C16 . 119.7(4) yes
C14 . C15 . H151 . 119.7 no
C16 . C15 . H151 . 120.5 no
C14 2_666 C16 . C15 . 120.1(4) yes
C14 2_666 C16 . H161 . 120.7 no
C15 . C16 . H161 . 119.2 no
C14 . C13 . O12 . 119.8(4) yes
C14 . C13 . O11 . 118.1(4) yes
O12 . C13 . O11 . 122.1(4) yes
O21 . C23 . C24 . 117.6(5) yes
O21 . C23 . O22 . 122.6(5) yes
C24 . C23 . O22 . 119.7(5) yes
C24 2_666 C26 . C25 . 119.9(6) yes
C24 2_666 C26 . H261 . 120.1 no
C25 . C26 . H261 . 120.1 no
C23 . C24 . C26 2_666 119.9(6) yes
C23 . C24 . C25 . 119.4(5) yes
C26 2_666 C24 . C25 . 120.7(6) yes
C26 . C25 . C24 . 119.4(6) yes
C26 . C25 . H251 . 120.2 no
C24 . C25 . H251 . 120.4 no
H1011 . O101 . H1012 . 87.3 no
H1111 . O111 . H1112 . 107.2 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C9 . H91 . O11 8_566 133.90(16) 0.947 2.475 3.206(7) yes
C15 . H151 . O21 . 139.4(4) 0.927 1.536 2.319(7) yes
N1 . H11 . O12 17_565 175.82(15) 0.868 2.135 3.001(7) yes
N1 . H11 . O22 17_565 132.4(3) 0.868 2.303 2.958(7) yes
N1 . H12 . O11 . 151.3(2) 0.861 2.037 2.822(7) yes
N1 . H12 . O22 . 143.4(3) 0.861 2.151 2.888(7) yes
N2 . H21 . O101 10_555 151.97(19) 0.870 2.066 2.863(7) yes
N2 . H22 . O11 . 142.23(18) 0.858 2.258 2.982(7) yes
N2 . H22 . O21 . 162.1(3) 0.858 1.698 2.528(7) yes
N2 . H22 . C23 . 166.3(2) 0.858 2.358 3.198(7) yes
N2 . H22 . O22 . 136.8(2) 0.858 2.453 3.133(7) yes
O101 . H1011 . O21 . 178.8(4) 0.850 1.844 2.694(7) yes
O101 . H1012 . O12 18_556 179.5(3) 0.850 2.023 2.873(7) yes
O111 . H1111 . O11 . 168.1(6) 0.872 2.371 3.229(7) yes
O111 . H1111 . O12 . 126.0(7) 0.872 1.679 2.302(7) yes
O111 . H1111 . C13 . 152.7(7) 0.872 2.167 2.969(7) yes
O111 . H1111 . O22 . 179.4(8) 0.872 2.187 3.059(7) yes
O111 . H1112 . O111 17_565 178.2(15) 0.850 2.168 3.017(7) yes
C25 . H251 . O12 . 141.5(4) 0.950 1.547 2.365(7) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 08/06/16 at 12:33:55
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE N   (   1,X'S) H   (  11,X'S) H   (  12,X'S) 
RIDE N   (   2,X'S) H   (  21,X'S) H   (  22,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE O   ( 101,X'S) H   (1011,X'S) H   (1012,X'S) 
RIDE O   ( 111,X'S) H   (1111,X'S) H   (1112,X'S) 
END           
;

_iucr_refine_instructions_details_restraints 
;                                                             
#
# Punched on 08/06/16 at 12:33:55
#
#LIST     16                                                                    
REM 
REM TEREPHTHALATE1 
REM 
DIST 1.25, 0.01 = O(11) TO C(13), O(12) TO C(13) 
DIST 1.40, 0.01 = C(14) TO C(15), C(15) TO C(16) 
CONT C(16) TO C(14,-1,1,1,1,1), C(14) TO C(16,-1,1,1,1,1) 
DIST 1.50, 0.01 = C(13) TO C(14) 
ANGL 120, 1 = O(11) TO C(13) TO O(12) 
CONT O(11) TO C(13) TO C(14), O(12) TO C(13) TO C(14) 
CONT C(13) TO C(14) TO C(15) 
CONT C(13) TO C(14) TO C(16,-1,1,1,1,1) 
CONT C(14) TO C(15) TO C(16) 
CONT C(15) TO C(16) TO C(14,-1,1,1,1,1) 
REM 
REM TEREPHTHALATE2 
REM 
DIST 1.25, 0.01 = O(21) TO C(23), O(22) TO C(23) 
DIST 1.40, 0.01 = C(24) TO C(25), C(25) TO C(26) 
CONT C(26) TO C(24,-1,1,1,1,1), C(24) TO C(26,-1,1,1,1,1) 
DIST 1.50, 0.01 = C(13) TO C(14) 
ANGL 120, 1 = O(21) TO C(23) TO O(22) 
CONT O(21) TO C(23) TO C(24) 
CONT O(22) TO C(23) TO C(24) 
CONT C(23) TO C(24) TO C(25) 
CONT C(23) TO C(24) TO C(26,-1,1,1,1,1) 
CONT C(24) TO C(25) TO C(26) 
CONT C(25) TO C(26) TO C(24,-1,1,1,1,1) 
REM   DELU   START (DO NOT REMOVE THIS LINE) 
VIBR .0, 0.00200 = N(1) TO C(3) 
VIBR .0, 0.00200 = N(2) TO C(3) 
VIBR .0, 0.00200 = C(3) TO C(4) 
VIBR .0, 0.00500 = N(1) TO N(2) 
VIBR .0, 0.00500 = C(4) TO N(2) 
VIBR .0, 0.00500 = C(4) TO N(1) 
VIBR .0, 0.00200 = C(4) TO C(5) 
VIBR .0, 0.00200 = C(4) TO C(9) 
VIBR .0, 0.00500 = C(5) TO C(3) 
VIBR .0, 0.00500 = C(9) TO C(3) 
VIBR .0, 0.00500 = C(9) TO C(5) 
VIBR .0, 0.00200 = C(5) TO C(6) 
VIBR .0, 0.00500 = C(6) TO C(4) 
VIBR .0, 0.00200 = C(6) TO C(7) 
VIBR .0, 0.00500 = C(7) TO C(5) 
VIBR .0, 0.00200 = C(7) TO C(8) 
VIBR .0, 0.00200 = C(7) TO C(10) 
VIBR .0, 0.00500 = C(8) TO C(6) 
VIBR .0, 0.00500 = C(10) TO C(6) 
VIBR .0, 0.00500 = C(10) TO C(8) 
VIBR .0, 0.00200 = C(8) TO C(9) 
VIBR .0, 0.00500 = C(9) TO C(7) 
VIBR .0, 0.00500 = C(4) TO C(8) 
VIBR .0, 0.00500 = C(7,3,1,1,1) TO C(7) 
VIBR .0, 0.00500 = C(7,-2,3) TO C(7) 
VIBR .0, 0.00500 = C(7,-2,3) TO C(7,3,1,1,1) 
VIBR .0, 0.00500 = C(7,4,1,0,1,1) TO C(7) 
VIBR .0, 0.00500 = C(7,4,1,0,1,1) TO C(7,3,1,1,1) 
VIBR .0, 0.00500 = C(7,4,1,0,1,1) TO C(7,-2,3) 
VIBR .0, 0.00200 = O(11) TO C(13) 
VIBR .0, 0.00200 = O(12) TO C(13) 
VIBR .0, 0.00200 = C(14) TO C(16,-1,1,1,1,1) 
VIBR .0, 0.00200 = C(14) TO C(15) 
VIBR .0, 0.00200 = C(14) TO C(13) 
VIBR .0, 0.00500 = C(15) TO C(16,-1,1,1,1,1) 
VIBR .0, 0.00500 = C(13) TO C(16,-1,1,1,1,1) 
VIBR .0, 0.00500 = C(13) TO C(15) 
VIBR .0, 0.00200 = C(15) TO C(16) 
VIBR .0, 0.00500 = C(16) TO C(14) 
VIBR .0, 0.00500 = C(15) TO C(14,-1,1,1,1,1) 
VIBR .0, 0.00500 = O(11) TO C(14) 
VIBR .0, 0.00500 = O(12) TO C(14) 
VIBR .0, 0.00500 = O(12) TO O(11) 
VIBR .0, 0.00200 = O(21) TO C(23) 
VIBR .0, 0.00200 = C(23) TO C(24) 
VIBR .0, 0.00200 = C(23) TO O(22) 
VIBR .0, 0.00500 = C(24) TO O(21) 
VIBR .0, 0.00500 = O(22) TO O(21) 
VIBR .0, 0.00500 = O(22) TO C(24) 
VIBR .0, 0.00200 = C(26) TO C(24,-1,1,1,1,1) 
VIBR .0, 0.00200 = C(26) TO C(25) 
VIBR .0, 0.00500 = C(25) TO C(24,-1,1,1,1,1) 
VIBR .0, 0.00200 = C(24) TO C(25) 
VIBR .0, 0.00500 = C(26,-1,1,1,1,1) TO C(23) 
VIBR .0, 0.00500 = C(25) TO C(23) 
VIBR .0, 0.00500 = C(25) TO C(26,-1,1,1,1,1) 
VIBR .0, 0.00500 = C(24) TO C(26) 
REM   DELU   END (DO NOT REMOVE THIS LINE) 
REM   THERMSIM   START (DO NOT REMOVE THIS LINE) 
U(IJ) .0, 0.08000 = N(1) TO C(3) 
U(IJ) .0, 0.08000 = N(2) TO C(3) 
U(IJ) .0, 0.04000 = C(3) TO C(4) 
U(IJ) .0, 0.04000 = C(4) TO C(5) 
U(IJ) .0, 0.04000 = C(4) TO C(9) 
U(IJ) .0, 0.04000 = C(5) TO C(6) 
U(IJ) .0, 0.04000 = C(6) TO C(7) 
U(IJ) .0, 0.04000 = C(7) TO C(8) 
U(IJ) .0, 0.04000 = C(7) TO C(10) 
U(IJ) .0, 0.04000 = C(8) TO C(9) 
U(IJ) .0, 0.08000 = O(11) TO C(13) 
U(IJ) .0, 0.08000 = O(12) TO C(13) 
U(IJ) .0, 0.04000 = C(14) TO C(16,-1,1,1,1,1) 
U(IJ) .0, 0.04000 = C(14) TO C(15) 
U(IJ) .0, 0.04000 = C(14) TO C(13) 
U(IJ) .0, 0.04000 = C(15) TO C(16) 
U(IJ) .0, 0.08000 = O(21) TO C(23) 
U(IJ) .0, 0.04000 = C(23) TO C(24) 
U(IJ) .0, 0.08000 = C(23) TO O(22) 
U(IJ) .0, 0.04000 = C(26) TO C(24,-1,1,1,1,1) 
U(IJ) .0, 0.04000 = C(26) TO C(25) 
U(IJ) .0, 0.04000 = C(24) TO C(25) 
REM   THERMSIM   END (DO NOT REMOVE THIS LINE) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

# 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 5 1 x .
0 6 6 x .
4 0 0 x .
0 4 0 x .
2 2 6 x .
2 4 4 x .
6 2 0 x .
1 1 9 x .
5 7 5 x .
3 1 3 x .
0 6 2 x .
