# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_cpd1
_database_code_depnum_ccdc_archive 'CCDC 1402184'
_audit_update_record             
;
2015-07-03 deposited with the CCDC.
2015-07-13 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          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   9.2264(7)
_cell_length_b                   31.583(3)
_cell_length_c                   13.1257(10)
_cell_angle_alpha                90
_cell_angle_beta                 105.764(3)
_cell_angle_gamma                90
_cell_volume                     3680.9(5)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

_chemical_formula_sum            'C60 H68 Cl6 N16 O21'
_chemical_formula_moiety         
'2(C15 H15 N6),3(C6 Cl2 O4),4(C3 H7 N O),5(H2 O) '
_chemical_compound_source        ?
_chemical_formula_weight         1562.01


_cell_measurement_reflns_used    9817
_cell_measurement_theta_min      2
_cell_measurement_theta_max      25
_cell_measurement_temperature    100

_exptl_crystal_description       planar
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.050
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_max          0.120

_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1616
_exptl_absorpt_coefficient_mu    0.315

# Sheldrick geometric approximatio 0.96 0.98 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.98
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      100
_diffrn_reflns_number            95094
_reflns_number_total             6447
_diffrn_reflns_av_R_equivalents  0.044
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 6447 
# Theoretical number of reflections is about 12945 


_diffrn_reflns_theta_min         1.289
_diffrn_reflns_theta_max         24.985
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        24.985
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              37
_reflns_limit_l_min              0
_reflns_limit_l_max              15

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.60
_refine_diff_density_max         1.73


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         5627
_refine_ls_number_restraints     3
_refine_ls_number_parameters     514
_oxford_refine_ls_R_factor_ref   0.0754
_refine_ls_wR_factor_ref         0.0721
_refine_ls_goodness_of_fit_ref   1.0484
_refine_ls_shift/su_max          0.0020271
_refine_ls_shift/su_mean         0.0000331


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6419
_refine_ls_R_factor_all          0.0840
_refine_ls_wR_factor_all         0.0815

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                6015
_refine_ls_R_factor_gt           0.0798
_refine_ls_wR_factor_gt          0.0747

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or 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: 
 0.394 0.413 0.161 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.5463(4) 0.27606(11) 0.7276(3) 0.0155 1.0000 Uani . . . . . .
C2 C 0.5578(4) 0.23250(11) 0.7277(3) 0.0162 1.0000 Uani . . . . . .
C3 C 0.4256(4) 0.20870(11) 0.7008(3) 0.0164 1.0000 Uani . . . . . .
C4 C 0.2851(4) 0.22798(11) 0.6701(3) 0.0165 1.0000 Uani . . . . . .
C5 C 0.2790(4) 0.27177(11) 0.6668(3) 0.0163 1.0000 Uani . . . . . .
C6 C 0.4075(4) 0.29640(11) 0.6962(3) 0.0164 1.0000 Uani . . . . . .
N7 N 0.6810(3) 0.30087(9) 0.7604(2) 0.0176 1.0000 Uani . . . . . .
C8 C 0.8190(4) 0.28504(11) 0.8048(3) 0.0197 1.0000 Uani . . . . . .
N9 N 0.9153(3) 0.31683(9) 0.8293(2) 0.0203 1.0000 Uani . . . . . .
C10 C 0.8386(4) 0.35383(12) 0.8001(4) 0.0309 1.0000 Uani . . . . . .
C11 C 0.6929(4) 0.34448(12) 0.7577(4) 0.0310 1.0000 Uani . . . . . .
N12 N 0.4364(3) 0.16388(9) 0.7041(2) 0.0185 1.0000 Uani . . . . . .
C13 C 0.3281(4) 0.13687(11) 0.6541(3) 0.0215 1.0000 Uani . . . . . .
N14 N 0.3778(3) 0.09798(10) 0.6761(3) 0.0250 1.0000 Uani . . . . . .
C15 C 0.5222(4) 0.09936(12) 0.7409(3) 0.0277 1.0000 Uani . . . . . .
C16 C 0.5599(4) 0.14041(12) 0.7594(3) 0.0250 1.0000 Uani . . . . . .
N17 N 0.1357(3) 0.29241(9) 0.6310(2) 0.0173 1.0000 Uani . . . . . .
C18 C 0.0026(4) 0.27297(11) 0.5917(3) 0.0185 1.0000 Uani . . . . . .
N19 N -0.1022(3) 0.30212(10) 0.5632(2) 0.0206 1.0000 Uani . . . . . .
C20 C -0.0378(4) 0.34135(12) 0.5840(3) 0.0246 1.0000 Uani . . . . . .
C21 C 0.1111(4) 0.33584(12) 0.6257(3) 0.0251 1.0000 Uani . . . . . .
C22 C 0.5098(4) 0.27758(11) 0.4674(3) 0.0192 1.0000 Uani . . . . . .
O23 O 0.6056(3) 0.30684(8) 0.4871(2) 0.0251 1.0000 Uani . . . . . .
C24 C 0.5694(4) 0.23162(11) 0.4809(3) 0.0183 1.0000 Uani . . . . . .
O25 O 0.7087(3) 0.22736(8) 0.5085(2) 0.0242 1.0000 Uani . . . . . .
C26 C 0.4650(4) 0.19871(11) 0.4614(3) 0.0186 1.0000 Uani . . . . . .
Cl27 Cl 0.53213(9) 0.14684(3) 0.47512(7) 0.0254 1.0000 Uani . . . . . .
C28 C 0.3085(4) 0.20465(11) 0.4297(3) 0.0192 1.0000 Uani . . . . . .
O29 O 0.2118(3) 0.17603(8) 0.4134(2) 0.0264 1.0000 Uani . . . . . .
C30 C 0.2497(4) 0.25056(11) 0.4155(3) 0.0182 1.0000 Uani . . . . . .
O31 O 0.1108(3) 0.25533(8) 0.3882(2) 0.0245 1.0000 Uani . . . . . .
C32 C 0.3546(4) 0.28371(11) 0.4340(3) 0.0197 1.0000 Uani . . . . . .
Cl33 Cl 0.28607(10) 0.33531(3) 0.41644(7) 0.0257 1.0000 Uani . . . . . .
C34 C 0.8485(4) 0.51006(11) 0.9375(3) 0.0207 1.0000 Uani . . . . . .
O35 O 0.7220(3) 0.52196(8) 0.8808(2) 0.0298 1.0000 Uani . . . . . .
C36 C 0.8813(4) 0.46940(10) 0.9785(3) 0.0202 1.0000 Uani . . . . . .
Cl37 Cl 0.73754(10) 0.43218(3) 0.95370(8) 0.0287 1.0000 Uani . . . . . .
C38 C 0.9753(4) 0.54355(11) 0.9629(3) 0.0197 1.0000 Uani . . . . . .
O39 O 0.9405(3) 0.58016(7) 0.9299(2) 0.0248 1.0000 Uani . . . . . .
O40 O 0.3794(3) 0.40147(9) 0.6921(2) 0.0334 1.0000 Uani . . . . . .
C41 C 0.4048(4) 0.43416(13) 0.7471(3) 0.0286 1.0000 Uani . . . . . .
N42 N 0.3284(3) 0.44730(10) 0.8115(3) 0.0270 1.0000 Uani . . . . . .
C43 C 0.2000(5) 0.42349(14) 0.8257(4) 0.0440 1.0000 Uani . . . . . .
C44 C 0.3667(5) 0.48622(14) 0.8723(4) 0.0422 1.0000 Uani . . . . . .
O45 O -0.1465(8) 0.4329(2) 0.6598(6) 0.0555 0.5000 Uani . . . . . .
C46 C -0.2346(10) 0.4619(3) 0.6550(7) 0.0367 0.5000 Uani . . . . . .
N47 N -0.3715(8) 0.4654(2) 0.5882(6) 0.0401 0.5000 Uani . . . . . .
C48 C -0.4326(12) 0.4310(4) 0.5135(9) 0.0591 0.5000 Uani . . . . . .
C49 C -0.458892(10) 0.504780(10) 0.581275(10) 0.0659 0.5000 Uani . . . . . .
O50 O 0.2341(7) 0.52624(18) 0.6494(5) 0.0341 0.5000 Uani . . . . . .
C51 C 0.1341(13) 0.5360(3) 0.5895(9) 0.0511 0.5000 Uani . . . . . .
N52 N 0.0014(9) 0.5543(3) 0.6097(9) 0.0721 0.5000 Uani . . . . . .
C53 C -0.0005(12) 0.5750(4) 0.6926(9) 0.0554 0.5000 Uani . . . . . .
C54 C -0.1237(10) 0.5617(4) 0.5094(7) 0.0533 0.5000 Uani . . . . . .
O55 O 0.8905(3) 0.18441(8) 0.7946(2) 0.0256 1.0000 Uani . . . . . .
O56 O 0.9399(3) 0.33554(8) 1.0927(2) 0.0239 1.0000 Uani . . . . . .
O57 O -0.4489(9) 0.3974(2) 0.5395(6) 0.0564 0.5000 Uani . . . . . .
H21 H 0.6528 0.2192 0.7464 0.0213 1.0000 Uiso R . . . . .
H41 H 0.1970 0.2118 0.6545 0.0212 1.0000 Uiso R . . . . .
H61 H 0.4008 0.3261 0.6955 0.0214 1.0000 Uiso R . . . . .
H81 H 0.8420 0.2561 0.8167 0.0242 1.0000 Uiso R . . . . .
H101 H 0.8825 0.3810 0.8080 0.0373 1.0000 Uiso R . . . . .
H111 H 0.6135 0.3632 0.7314 0.0385 1.0000 Uiso R . . . . .
H131 H 0.2350 0.1445 0.6092 0.0270 1.0000 Uiso R . . . . .
H151 H 0.5823 0.0757 0.7677 0.0331 1.0000 Uiso R . . . . .
H161 H 0.6504 0.1516 0.8006 0.0299 1.0000 Uiso R . . . . .
H181 H -0.0125 0.2435 0.5871 0.0245 1.0000 Uiso R . . . . .
H201 H -0.0875 0.3674 0.5723 0.0315 1.0000 Uiso R . . . . .
H211 H 0.1850 0.3568 0.6465 0.0300 1.0000 Uiso R . . . . .
H411 H 0.4844 0.4517 0.7409 0.0358 1.0000 Uiso R . . . . .
H432 H 0.1861 0.4288 0.8945 0.0673 1.0000 Uiso R . . . . .
H433 H 0.2179 0.3938 0.8190 0.0670 1.0000 Uiso R . . . . .
H431 H 0.1103 0.4316 0.7726 0.0674 1.0000 Uiso R . . . . .
H441 H 0.3761 0.4808 0.9465 0.0673 1.0000 Uiso R . . . . .
H443 H 0.4610 0.4972 0.8637 0.0667 1.0000 Uiso R . . . . .
H442 H 0.2884 0.5068 0.8464 0.0671 1.0000 Uiso R . . . . .
H461 H -0.2009 0.4847 0.7015 0.0471 0.5000 Uiso R . . . . .
H492 H -0.5000 0.5000 0.5000 0.1020 1.0000 Uiso RS . . . . .
H493 H -0.5330 0.5017 0.6203 0.1020 0.5000 Uiso R . . . . .
H494 H -0.3906 0.5285 0.6020 0.1022 0.5000 Uiso R . . . . .
H541 H -0.2126 0.5718 0.5254 0.0822 0.5000 Uiso R . . . . .
H542 H -0.0901 0.5820 0.4666 0.0822 0.5000 Uiso R . . . . .
H543 H -0.1471 0.5354 0.4708 0.0819 0.5000 Uiso R . . . . .
H91 H 1.0120 0.3143 0.8586 0.0252 1.0000 Uiso R . . . . .
H191 H -0.1993 0.2972 0.5453 0.0264 1.0000 Uiso R . . . . .
H141 H 0.3284 0.0747 0.6536 0.0317 1.0000 Uiso R . . . . .
H532 H 0.0704 0.5630 0.7514 0.0739 0.5000 Uiso R . . . . .
H533 H 0.0256 0.6030 0.6811 0.0739 0.5000 Uiso R . . . . .
H531 H -0.0984 0.5738 0.7021 0.0741 0.5000 Uiso R . . . . .
H483 H -0.4610 0.4425 0.4427 0.0930 0.5000 Uiso R . . . . .
H482 H -0.5192 0.4187 0.5302 0.0931 0.5000 Uiso R . . . . .
H481 H -0.3546 0.4098 0.5190 0.0928 0.5000 Uiso R . . . . .
H511 H 0.1349 0.5325 0.5192 0.0695 0.5000 Uiso R . . . . .
H551 H 0.9010 0.1789 0.7349 0.0400 1.0000 Uiso R . . . . .
H552 H 0.9685 0.1947 0.8358 0.0402 1.0000 Uiso R . . . . .
H561 H 0.8570 0.3250 1.0618 0.0364 1.0000 Uiso R . . . . .
H562 H 0.9598 0.3606 1.0881 0.0367 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.380(5) yes
C1 . C6 . 1.391(5) yes
C1 . N7 . 1.432(4) yes
C2 . C3 . 1.394(5) yes
C2 . H21 . 0.943 no
C3 . C4 . 1.389(5) yes
C3 . N12 . 1.419(4) yes
C4 . C5 . 1.385(5) yes
C4 . H41 . 0.934 no
C5 . C6 . 1.383(5) yes
C5 . N17 . 1.433(4) yes
C6 . H61 . 0.941 no
N7 . C8 . 1.345(4) yes
N7 . C11 . 1.383(5) yes
C8 . N9 . 1.321(5) yes
C8 . H81 . 0.942 no
N9 . C10 . 1.366(5) yes
N9 . H91 . 0.874 no
C10 . C11 . 1.341(5) yes
C10 . H101 . 0.942 no
C11 . H111 . 0.933 no
N12 . C13 . 1.342(4) yes
N12 . C16 . 1.388(5) yes
C13 . N14 . 1.316(5) yes
C13 . H131 . 0.932 no
N14 . C15 . 1.372(5) yes
N14 . H141 . 0.873 no
C15 . C16 . 1.347(5) yes
C15 . H151 . 0.939 no
C16 . H161 . 0.933 no
N17 . C18 . 1.344(4) yes
N17 . C21 . 1.389(5) yes
C18 . N19 . 1.314(5) yes
C18 . H181 . 0.941 no
N19 . C20 . 1.369(5) yes
N19 . H191 . 0.875 no
C20 . C21 . 1.345(5) yes
C20 . H201 . 0.934 no
C21 . H211 . 0.938 no
C22 . O23 . 1.256(4) yes
C22 . C24 . 1.545(5) yes
C22 . C32 . 1.392(5) yes
C24 . O25 . 1.244(4) yes
C24 . C26 . 1.393(5) yes
C26 . Cl27 . 1.743(3) yes
C26 . C28 . 1.402(5) yes
C28 . O29 . 1.247(4) yes
C28 . C30 . 1.541(5) yes
C30 . O31 . 1.243(4) yes
C30 . C32 . 1.401(5) yes
C32 . Cl33 . 1.741(3) yes
C34 . O35 . 1.259(4) yes
C34 . C36 . 1.394(5) yes
C34 . C38 . 1.545(5) yes
C36 . C38 2_767 1.399(5) yes
C36 . Cl37 . 1.735(3) yes
C38 . O39 . 1.246(4) yes
O40 . C41 . 1.245(5) yes
C41 . N42 . 1.307(5) yes
C41 . H411 . 0.941 no
N42 . C43 . 1.457(5) yes
N42 . C44 . 1.456(5) yes
C43 . H432 . 0.961 no
C43 . H433 . 0.959 no
C43 . H431 . 0.961 no
C44 . H441 . 0.969 no
C44 . H443 . 0.971 no
C44 . H442 . 0.963 no
O45 . C46 . 1.216(11) yes
C46 . N47 . 1.332(11) yes
C46 . H461 . 0.940 no
N47 . C48 . 1.469(13) yes
N47 . C49 . 1.472(7) yes
C48 . H483 . 0.965 no
C48 . H482 . 0.966 no
C48 . H481 . 0.971 no
C49 . H492 . 1.042 no
C49 . H493 . 0.965 no
C49 . H494 . 0.969 no
O50 . C51 . 1.082(13) yes
C51 . N52 . 1.442(14) yes
C51 . H511 . 0.931 no
N52 . C53 . 1.273(12) yes
N52 . C54 . 1.514(12) yes
C53 . H532 . 0.944 no
C53 . H533 . 0.940 no
C53 . H531 . 0.946 no
C54 . H541 . 0.956 no
C54 . H542 . 0.957 no
C54 . H543 . 0.968 no
O55 . H551 . 0.834 no
O55 . H552 . 0.839 no
O56 . H561 . 0.832 no
O56 . H562 . 0.818 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 121.6(3) yes
C2 . C1 . N7 . 119.0(3) yes
C6 . C1 . N7 . 119.3(3) yes
C1 . C2 . C3 . 118.4(3) yes
C1 . C2 . H21 . 120.7 no
C3 . C2 . H21 . 120.8 no
C2 . C3 . C4 . 121.4(3) yes
C2 . C3 . N12 . 118.7(3) yes
C4 . C3 . N12 . 119.9(3) yes
C3 . C4 . C5 . 118.3(3) yes
C3 . C4 . H41 . 120.8 no
C5 . C4 . H41 . 120.8 no
C4 . C5 . C6 . 121.9(3) yes
C4 . C5 . N17 . 119.4(3) yes
C6 . C5 . N17 . 118.7(3) yes
C1 . C6 . C5 . 118.3(3) yes
C1 . C6 . H61 . 121.1 no
C5 . C6 . H61 . 120.6 no
C1 . N7 . C8 . 124.7(3) yes
C1 . N7 . C11 . 127.3(3) yes
C8 . N7 . C11 . 108.0(3) yes
N7 . C8 . N9 . 108.5(3) yes
N7 . C8 . H81 . 125.2 no
N9 . C8 . H81 . 126.3 no
C8 . N9 . C10 . 108.6(3) yes
C8 . N9 . H91 . 125.2 no
C10 . N9 . H91 . 126.2 no
N9 . C10 . C11 . 108.2(3) yes
N9 . C10 . H101 . 125.0 no
C11 . C10 . H101 . 126.8 no
N7 . C11 . C10 . 106.7(3) yes
N7 . C11 . H111 . 125.6 no
C10 . C11 . H111 . 127.7 no
C3 . N12 . C13 . 125.6(3) yes
C3 . N12 . C16 . 126.2(3) yes
C13 . N12 . C16 . 108.2(3) yes
N12 . C13 . N14 . 108.5(3) yes
N12 . C13 . H131 . 125.5 no
N14 . C13 . H131 . 125.9 no
C13 . N14 . C15 . 109.2(3) yes
C13 . N14 . H141 . 126.3 no
C15 . N14 . H141 . 124.5 no
N14 . C15 . C16 . 107.6(3) yes
N14 . C15 . H151 . 125.6 no
C16 . C15 . H151 . 126.8 no
N12 . C16 . C15 . 106.5(3) yes
N12 . C16 . H161 . 125.3 no
C15 . C16 . H161 . 128.1 no
C5 . N17 . C18 . 125.6(3) yes
C5 . N17 . C21 . 126.1(3) yes
C18 . N17 . C21 . 108.2(3) yes
N17 . C18 . N19 . 108.3(3) yes
N17 . C18 . H181 . 125.5 no
N19 . C18 . H181 . 126.2 no
C18 . N19 . C20 . 109.3(3) yes
C18 . N19 . H191 . 124.9 no
C20 . N19 . H191 . 124.8 no
N19 . C20 . C21 . 107.7(3) yes
N19 . C20 . H201 . 126.7 no
C21 . C20 . H201 . 125.6 no
N17 . C21 . C20 . 106.5(3) yes
N17 . C21 . H211 . 126.0 no
C20 . C21 . H211 . 127.5 no
O23 . C22 . C24 . 117.3(3) yes
O23 . C22 . C32 . 124.6(3) yes
C24 . C22 . C32 . 118.0(3) yes
C22 . C24 . O25 . 116.2(3) yes
C22 . C24 . C26 . 118.2(3) yes
O25 . C24 . C26 . 125.5(3) yes
C24 . C26 . Cl27 . 118.3(3) yes
C24 . C26 . C28 . 124.0(3) yes
Cl27 . C26 . C28 . 117.7(3) yes
C26 . C28 . O29 . 125.8(3) yes
C26 . C28 . C30 . 117.5(3) yes
O29 . C28 . C30 . 116.7(3) yes
C28 . C30 . O31 . 116.8(3) yes
C28 . C30 . C32 . 118.6(3) yes
O31 . C30 . C32 . 124.7(3) yes
C30 . C32 . C22 . 123.6(3) yes
C30 . C32 . Cl33 . 117.9(3) yes
C22 . C32 . Cl33 . 118.5(3) yes
O35 . C34 . C36 . 124.9(3) yes
O35 . C34 . C38 . 116.7(3) yes
C36 . C34 . C38 . 118.4(3) yes
C38 2_767 C36 . C34 . 123.7(3) yes
C38 2_767 C36 . Cl37 . 117.8(3) yes
C34 . C36 . Cl37 . 118.5(3) yes
C34 . C38 . C36 2_767 117.8(3) yes
C34 . C38 . O39 . 116.9(3) yes
C36 2_767 C38 . O39 . 125.3(3) yes
O40 . C41 . N42 . 126.1(4) yes
O40 . C41 . H411 . 117.8 no
N42 . C41 . H411 . 116.1 no
C41 . N42 . C43 . 121.3(3) yes
C41 . N42 . C44 . 122.0(3) yes
C43 . N42 . C44 . 116.8(3) yes
N42 . C43 . H432 . 110.5 no
N42 . C43 . H433 . 109.0 no
H432 . C43 . H433 . 109.0 no
N42 . C43 . H431 . 109.8 no
H432 . C43 . H431 . 109.1 no
H433 . C43 . H431 . 109.3 no
N42 . C44 . H441 . 110.1 no
N42 . C44 . H443 . 109.2 no
H441 . C44 . H443 . 109.9 no
N42 . C44 . H442 . 109.2 no
H441 . C44 . H442 . 109.2 no
H443 . C44 . H442 . 109.2 no
O45 . C46 . N47 . 126.7(9) yes
O45 . C46 . H461 . 116.4 no
N47 . C46 . H461 . 116.9 no
C46 . N47 . C48 . 120.1(8) yes
C46 . N47 . C49 . 121.0(7) yes
C48 . N47 . C49 . 118.6(7) yes
N47 . C48 . H483 . 108.5 no
N47 . C48 . H482 . 109.8 no
H483 . C48 . H482 . 110.2 no
N47 . C48 . H481 . 108.5 no
H483 . C48 . H481 . 109.5 no
H482 . C48 . H481 . 110.3 no
N47 . C49 . H492 . 88.9 no
N47 . C49 . H493 . 109.7 no
H492 . C49 . H493 . 114.6 no
N47 . C49 . H494 . 109.4 no
H492 . C49 . H494 . 115.3 no
H493 . C49 . H494 . 115.5 no
O50 . C51 . N52 . 125.4(10) yes
O50 . C51 . H511 . 116.8 no
N52 . C51 . H511 . 117.7 no
C51 . N52 . C53 . 124.8(9) yes
C51 . N52 . C54 . 112.8(9) yes
C53 . N52 . C54 . 118.7(9) yes
N52 . C53 . H532 . 109.1 no
N52 . C53 . H533 . 106.4 no
H532 . C53 . H533 . 110.9 no
N52 . C53 . H531 . 109.1 no
H532 . C53 . H531 . 110.5 no
H533 . C53 . H531 . 110.7 no
N52 . C54 . H541 . 111.0 no
N52 . C54 . H542 . 108.8 no
H541 . C54 . H542 . 109.9 no
N52 . C54 . H543 . 109.3 no
H541 . C54 . H543 . 108.6 no
H542 . C54 . H543 . 109.2 no
H551 . O55 . H552 . 112.8 no
H561 . O56 . H562 . 123.2 no
C49 . H492 . C49 2_466 180.0 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C2 . H21 . O55 . 179.0 0.943 2.380 3.323(7) yes
C6 . H61 . O40 . 179.0 0.941 2.387 3.328(7) yes
C8 . H81 . O55 . 164.0 0.942 2.341 3.256(7) yes
C10 . H101 . O45 1_655 124.0 0.942 2.502 3.128(7) yes
C11 . H111 . O40 . 165.0 0.933 2.405 3.316(7) yes
C15 . H151 . O50 4_646 169.0 0.939 2.345 3.271(7) yes
C16 . H161 . O55 . 144.0 0.933 2.465 3.269(7) yes
C18 . H181 . O56 3_454 174.0 0.941 2.539 3.476(7) yes
C20 . H201 . O45 . 144.0 0.934 2.496 3.301(7) yes
C21 . H211 . O40 . 173.0 0.938 2.231 3.164(7) yes
C43 . H433 . O29 3_555 141.0 0.959 2.538 3.339(7) yes
C43 . H431 . O45 . 162.0 0.961 2.429 3.356(7) yes
C44 . H443 . O35 . 168.0 0.971 2.483 3.440(7) yes
C49 . H492 . N47 2_466 125.0 1.042 1.788 2.529(7) yes
C49 2_466 H492 . N47 . 125.0 1.042 1.788 2.529(7) yes
C49 2_466 H492 . C49 . 180.0 1.04 1.04 2.083(7) yes
C49 . H493 . O50 1_455 147.0 0.965 2.410 3.265(7) yes
C54 . H543 . O50 2_566 171.0 0.968 2.497 3.457(7) yes
C54 . H543 . C51 2_566 163.0 0.968 2.403 3.340(7) yes
N9 . H91 . O29 3_655 165.0 0.874 1.814 2.668(7) yes
N19 . H191 . O23 1_455 158.0 0.875 1.781 2.612(7) yes
N19 . H191 . O25 1_455 120.0 0.875 2.365 2.907(7) yes
N14 . H141 . O35 4_646 164.0 0.873 1.755 2.607(7) yes
C48 . H483 . C49 2_466 120.0 0.965 1.814 2.447(7) yes
O55 . H551 . O56 3_554 177.0 0.834 2.046 2.879(7) yes
O55 . H552 . O31 3_655 151.0 0.839 2.048 2.811(7) yes
O56 . H561 . O25 3_555 153.0 0.832 2.138 2.904(7) yes
O56 . H562 . O39 2_767 166.0 0.818 2.127 2.928(3) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 11/05/15 at 16:31:24
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE N   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE N   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE N   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  41,X'S) H   ( 411,X'S) 
RIDE C   (  43,X'S) H   ( 432,X'S) H   ( 433,X'S) H   ( 431,X'S) 
RIDE C   (  44,X'S) H   ( 441,X'S) H   ( 443,X'S) H   ( 442,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  48,X'S) H   ( 483,X'S) H   ( 482,X'S) H   ( 481,X'S) 
RIDE C   (  49,X'S) H   ( 492,X'S) H   ( 493,X'S) H   ( 494,X'S) 
RIDE C   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  53,X'S) H   ( 532,X'S) H   ( 533,X'S) H   ( 531,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) H   ( 542,X'S) H   ( 543,X'S) 
RIDE O   (  55,X'S) H   ( 551,X'S) H   ( 552,X'S) 
RIDE O   (  56,X'S) H   ( 561,X'S) H   ( 562,X'S) 
END                                                                             
;


_iucr_refine_instructions_details_restraints 
;
#
# Punched on 11/05/15 at 16:31:24
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_Cpd2
_database_code_depnum_ccdc_archive 'CCDC 1402185'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-07-13 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          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   10.72290(10)
_cell_length_b                   34.3062(4)
_cell_length_c                   15.2099(2)
_cell_angle_alpha                90
_cell_angle_beta                 114.8000(10)
_cell_angle_gamma                90
_cell_volume                     5079.15(11)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
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

# Given Formula = C46 H49 Cl4 N7 O15 
# Dc =      1.41 Fooo =   2248.00 Mu =     27.48 M =   1081.74
# Found Formula = C46 H49 Cl4 N7 O15 
# Dc =      1.41 FOOO =   2248.00 Mu =     27.48 M =   1081.74

_chemical_formula_sum            'C46 H49 Cl4 N7 O15'
_chemical_formula_moiety         'C25 H28 N4 O4, 2(C6 Cl2 O4), 3(C3 H7 N O)'
_chemical_compound_source        ?
_chemical_formula_weight         1081.74


_cell_measurement_reflns_used    26937
_cell_measurement_theta_min      3
_cell_measurement_theta_max      62
_cell_measurement_temperature    180

_exptl_crystal_description       block
_exptl_crystal_colour            violet
_exptl_crystal_size_min          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_max          0.300

_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2248
_exptl_absorpt_coefficient_mu    2.748

# Sheldrick geometric approximatio 0.58 0.58 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.41
_exptl_absorpt_correction_T_max  0.65
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'XRED (Stoe & Cie 1996)'
_computing_structure_solution    'SHELXS 86 (Sheldrick, 1986)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      180
_diffrn_reflns_number            41877
_reflns_number_total             7995
_diffrn_reflns_av_R_equivalents  0.026
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 7995 
# Theoretical number of reflections is about 15995 


_diffrn_reflns_theta_min         3.450
_diffrn_reflns_theta_max         62.027
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        62.027
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -12
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              39
_reflns_limit_l_min              0
_reflns_limit_l_max              17


_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.87
_refine_diff_density_max         1.48


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         7130
_refine_ls_number_restraints     72
_refine_ls_number_parameters     649
_oxford_refine_ls_R_factor_ref   0.0698
_refine_ls_wR_factor_ref         0.0861
_refine_ls_goodness_of_fit_ref   0.9676
_refine_ls_shift/su_max          0.0008338
_refine_ls_shift/su_mean         0.0000379


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        7957
_refine_ls_R_factor_all          0.0747
_refine_ls_wR_factor_all         0.0873

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                7409
_refine_ls_R_factor_gt           0.0716
_refine_ls_wR_factor_gt          0.0864

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or 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: 
 15.6 14.8 12.8 3.87 
;

# 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
O3 O 0.46715(19) 0.37760(6) 0.09217(16) 0.0360 1.0000 Uani . . . . . .
O11 O 0.5938(2) 0.39515(6) 0.30896(17) 0.0378 1.0000 Uani . . . . . .
O19 O 0.8810(2) 0.34599(7) 0.22303(16) 0.0417 1.0000 Uani . . . . . .
O27 O 0.8372(2) 0.43969(6) 0.17438(16) 0.0385 1.0000 Uani . . . . . .
N7 N 0.1065(3) 0.31858(9) -0.0024(2) 0.0466 1.0000 Uani . . . . . .
N15 N 0.3235(3) 0.43634(10) 0.4086(2) 0.0552 1.0000 Uani . . . . . .
N23 N 1.2225(3) 0.28027(9) 0.3584(2) 0.0535 1.0000 Uani . . . . . .
N31 N 1.1250(3) 0.47144(9) 0.0808(3) 0.0536 1.0000 Uani . . . . . .
C1 C 0.7000(3) 0.39030(9) 0.2008(2) 0.0307 1.0000 Uani . . . . . .
C2 C 0.5938(3) 0.35852(9) 0.1518(2) 0.0329 1.0000 Uani . . . . . .
C4 C 0.3515(3) 0.35636(9) 0.0602(2) 0.0339 1.0000 Uani . . . . . .
C5 C 0.3472(3) 0.31681(9) 0.0804(3) 0.0418 1.0000 Uani . . . . . .
C6 C 0.2212(4) 0.29916(10) 0.0476(3) 0.0469 1.0000 Uani . . . . . .
C8 C 0.1085(3) 0.35623(11) -0.0253(3) 0.0478 1.0000 Uani . . . . . .
C9 C 0.2303(3) 0.37579(10) 0.0040(3) 0.0403 1.0000 Uani . . . . . .
C10 C 0.6440(3) 0.41917(9) 0.2524(2) 0.0336 1.0000 Uani . . . . . .
C12 C 0.5092(3) 0.41082(9) 0.3427(2) 0.0356 1.0000 Uani . . . . . .
C13 C 0.4814(4) 0.45054(10) 0.3415(3) 0.0443 1.0000 Uani . . . . . .
C14 C 0.3872(4) 0.46209(12) 0.3757(3) 0.0563 1.0000 Uani . . . . . .
C16 C 0.3521(4) 0.39845(12) 0.4128(3) 0.0535 1.0000 Uani . . . . . .
C17 C 0.4468(4) 0.38468(11) 0.3824(3) 0.0465 1.0000 Uani . . . . . .
C18 C 0.8292(3) 0.37142(9) 0.2760(2) 0.0335 1.0000 Uani . . . . . .
C20 C 0.9956(3) 0.32537(9) 0.2728(2) 0.0354 1.0000 Uani . . . . . .
C21 C 1.0672(3) 0.32564(11) 0.3728(3) 0.0465 1.0000 Uani . . . . . .
C22 C 1.1820(4) 0.30232(13) 0.4127(3) 0.0565 1.0000 Uani . . . . . .
C24 C 1.1570(4) 0.28034(12) 0.2631(3) 0.0575 1.0000 Uani . . . . . .
C25 C 1.0417(4) 0.30265(12) 0.2169(3) 0.0532 1.0000 Uani . . . . . .
C26 C 0.7320(3) 0.41140(9) 0.1240(2) 0.0331 1.0000 Uani . . . . . .
C28 C 0.9265(3) 0.44993(9) 0.1382(2) 0.0359 1.0000 Uani . . . . . .
C29 C 0.9210(3) 0.43738(10) 0.0502(3) 0.0420 1.0000 Uani . . . . . .
C30 C 1.0230(4) 0.44915(11) 0.0236(3) 0.0498 1.0000 Uani . . . . . .
C32 C 1.1306(4) 0.48443(11) 0.1644(3) 0.0544 1.0000 Uani . . . . . .
C33 C 1.0323(3) 0.47442(11) 0.1959(3) 0.0475 1.0000 Uani . . . . . .
Cl35 Cl 0.80270(10) 0.31547(3) 0.48612(8) 0.0575 1.0000 Uani . . . . . .
Cl38 Cl 0.52624(9) 0.14775(3) 0.40577(7) 0.0527 1.0000 Uani . . . . . .
O34 O 0.9352(2) 0.23857(7) 0.4865(2) 0.0544 1.0000 Uani . . . . . .
O36 O 0.5154(3) 0.29380(8) 0.4480(2) 0.0583 1.0000 Uani . . . . . .
O37 O 0.3977(2) 0.22367(7) 0.4113(2) 0.0520 1.0000 Uani . . . . . .
O39 O 0.8214(2) 0.16820(8) 0.4612(2) 0.0557 1.0000 Uani . . . . . .
C34 C 0.8115(3) 0.23728(10) 0.4716(2) 0.0416 1.0000 Uani . . . . . .
C35 C 0.7304(3) 0.26912(10) 0.4689(2) 0.0422 1.0000 Uani . . . . . .
C36 C 0.5896(3) 0.26612(10) 0.4495(2) 0.0421 1.0000 Uani . . . . . .
C37 C 0.5234(3) 0.22531(10) 0.4295(2) 0.0394 1.0000 Uani . . . . . .
C38 C 0.6044(3) 0.19330(10) 0.4332(2) 0.0393 1.0000 Uani . . . . . .
C39 C 0.7447(3) 0.19621(10) 0.4546(2) 0.0407 1.0000 Uani . . . . . .
Cl41 Cl 0.68395(10) 0.52374(3) 0.21854(7) 0.0584 1.0000 Uani . . . . . .
O40 O 0.3928(2) 0.49562(8) 0.13166(19) 0.0532 1.0000 Uani . . . . . .
O42 O 0.7570(2) 0.52658(7) 0.04899(19) 0.0490 1.0000 Uani . . . . . .
C40 C 0.4489(3) 0.49828(9) 0.0744(3) 0.0392 1.0000 Uani . . . . . .
C41 C 0.5824(3) 0.51099(9) 0.0984(3) 0.0411 1.0000 Uani . . . . . .
C42 C 0.6389(3) 0.51430(9) 0.0306(3) 0.0396 1.0000 Uani . . . . . .
Cl44 Cl 0.87452(9) 0.41628(2) 0.50153(6) 0.0462 1.0000 Uani . . . . . .
O43 O 1.0985(3) 0.43722(7) 0.4429(2) 0.0558 1.0000 Uani . . . . . .
O45 O 0.7970(3) 0.49261(8) 0.5583(2) 0.0624 1.0000 Uani . . . . . .
C43 C 1.0494(3) 0.46522(10) 0.4703(2) 0.0387 1.0000 Uani . . . . . .
C44 C 0.9430(3) 0.46218(9) 0.5006(2) 0.0358 1.0000 Uani . . . . . .
C45 C 0.8899(3) 0.49409(10) 0.5305(2) 0.0389 1.0000 Uani . . . . . .
O46 O 1.2899(5) 0.36068(13) 0.5848(3) 0.0981 1.0000 Uani . . . . . .
N48 N 1.1786(4) 0.35925(13) 0.6817(3) 0.0719 1.0000 Uani . . . . . .
C47 C 1.2320(5) 0.37699(16) 0.6282(3) 0.0735 1.0000 Uani . . . . . .
C49 C 1.1154(7) 0.3817(2) 0.7324(5) 0.1026 1.0000 Uani . . . . . .
C50 C 1.1851(7) 0.3173(2) 0.6903(6) 0.1109 1.0000 Uani . . . . . .
O51 O 0.8962(4) 0.41398(12) -0.1801(3) 0.1098 1.0000 Uani D U . . . .
N53 N 0.6725(4) 0.42261(12) -0.2853(2) 0.0731 1.0000 Uani D U . . . .
C52 C 0.8119(5) 0.42291(16) -0.2632(3) 0.0854 1.0000 Uani D U . . . .
C54 C 0.6379(5) 0.4129(2) -0.2113(4) 0.0996 1.0000 Uani D . . . . .
C55 C 0.5821(6) 0.4306(2) -0.3793(4) 0.1121 1.0000 Uani D . . . . .
O56 O 0.4507(5) 0.24138(15) 0.1852(5) 0.1513 1.0000 Uani D U . . . .
N58 N 0.6642(4) 0.21682(10) 0.2122(3) 0.0953 1.0000 Uani D . . . . .
C57 C 0.5232(6) 0.21209(12) 0.1873(5) 0.1276 1.0000 Uani D U . . . .
C59 C 0.7371(7) 0.18283(16) 0.2134(5) 0.1132 1.0000 Uani D . . . . .
C60 C 0.7163(5) 0.25433(14) 0.2268(5) 0.0940 1.0000 Uani D . . . . .
H22 H 0.6238 0.3418 0.1125 0.0394 1.0000 Uiso R . . . . .
H21 H 0.5796 0.3433 0.2015 0.0387 1.0000 Uiso R . . . . .
H51 H 0.4278 0.3028 0.1165 0.0499 1.0000 Uiso R . . . . .
H61 H 0.2151 0.2731 0.0599 0.0561 1.0000 Uiso R . . . . .
H81 H 0.0248 0.3691 -0.0613 0.0561 1.0000 Uiso R . . . . .
H91 H 0.2317 0.4020 -0.0132 0.0481 1.0000 Uiso R . . . . .
H102 H 0.7160 0.4369 0.2929 0.0395 1.0000 Uiso R . . . . .
H101 H 0.5699 0.4343 0.2060 0.0396 1.0000 Uiso R . . . . .
H131 H 0.5262 0.4684 0.3198 0.0523 1.0000 Uiso R . . . . .
H141 H 0.3665 0.4881 0.3765 0.0666 1.0000 Uiso R . . . . .
H161 H 0.3058 0.3813 0.4373 0.0643 1.0000 Uiso R . . . . .
H171 H 0.4705 0.3585 0.3884 0.0554 1.0000 Uiso R . . . . .
H182 H 0.8985 0.3907 0.3109 0.0399 1.0000 Uiso R . . . . .
H181 H 0.8067 0.3563 0.3204 0.0400 1.0000 Uiso R . . . . .
H211 H 1.0378 0.3409 0.4117 0.0562 1.0000 Uiso R . . . . .
H221 H 1.2337 0.3018 0.4804 0.0666 1.0000 Uiso R . . . . .
H241 H 1.1914 0.2646 0.2274 0.0674 1.0000 Uiso R . . . . .
H251 H 0.9946 0.3031 0.1501 0.0635 1.0000 Uiso R . . . . .
H261 H 0.6500 0.4247 0.0782 0.0404 1.0000 Uiso R . . . . .
H262 H 0.7631 0.3928 0.0903 0.0400 1.0000 Uiso R . . . . .
H291 H 0.8504 0.4217 0.0108 0.0504 1.0000 Uiso R . . . . .
H301 H 1.0196 0.4416 -0.0357 0.0588 1.0000 Uiso R . . . . .
H321 H 1.2033 0.5003 0.2019 0.0647 1.0000 Uiso R . . . . .
H331 H 1.0360 0.4835 0.2545 0.0568 1.0000 Uiso R . . . . .
H471 H 1.2267 0.4047 0.6245 0.0870 1.0000 Uiso R . . . . .
H493 H 1.0217 0.3730 0.7120 0.1475 1.0000 Uiso R . . . . .
H492 H 1.1664 0.3768 0.8014 0.1476 1.0000 Uiso R . . . . .
H491 H 1.1167 0.4095 0.7190 0.1475 1.0000 Uiso R . . . . .
H503 H 1.2113 0.3100 0.7572 0.1599 1.0000 Uiso R . . . . .
H502 H 1.2510 0.3069 0.6677 0.1597 1.0000 Uiso R . . . . .
H501 H 1.0959 0.3066 0.6505 0.1597 1.0000 Uiso R . . . . .
H521 H 0.8412 0.4299 -0.3120 0.1020 1.0000 Uiso R . . . . .
H543 H 0.5759 0.3908 -0.2295 0.1448 1.0000 Uiso R . . . . .
H541 H 0.5984 0.4356 -0.1945 0.1448 1.0000 Uiso R . . . . .
H571 H 0.4824 0.1871 0.1717 0.1509 1.0000 Uiso R . . . . .
H592 H 0.7760 0.1847 0.1667 0.1649 1.0000 Uiso R . . . . .
H593 H 0.8083 0.1785 0.2771 0.1647 1.0000 Uiso R . . . . .
H603 H 0.7324 0.2627 0.1719 0.1389 1.0000 Uiso R . . . . .
H602 H 0.6468 0.2716 0.2334 0.1381 1.0000 Uiso R . . . . .
H542 H 0.7262 0.4063 -0.1593 0.1449 1.0000 Uiso R . . . . .
H591 H 0.6706 0.1619 0.1958 0.1646 1.0000 Uiso R . . . . .
H71 H 0.0306 0.3072 -0.0164 0.0563 1.0000 Uiso R . . . . .
H311 H 1.1930 0.4755 0.0657 0.0638 1.0000 Uiso R . . . . .
H231 H 1.3016 0.2682 0.3857 0.0642 1.0000 Uiso R . . . . .
H151 H 0.2591 0.4442 0.4246 0.0662 1.0000 Uiso R . . . . .
H6031 H 0.8008 0.2552 0.2856 0.1390 1.0000 Uiso R . . . . .
H552 H 0.5186 0.4491 -0.3819 0.1337 1.0000 Uiso R . . . . .
H553 H 0.5373 0.4086 -0.4122 0.1337 1.0000 Uiso R . . . . .
H551 H 0.6319 0.4405 -0.4109 0.1337 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None

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
O3 . C2 . 1.436(3) yes
O3 . C4 . 1.341(4) yes
O11 . C10 . 1.448(3) yes
O11 . C12 . 1.328(4) yes
O19 . C18 . 1.447(3) yes
O19 . C20 . 1.343(4) yes
O27 . C26 . 1.441(4) yes
O27 . C28 . 1.336(4) yes
N7 . C6 . 1.323(5) yes
N7 . C8 . 1.340(5) yes
N7 . H71 . 0.846 no
N15 . C14 . 1.337(5) yes
N15 . C16 . 1.331(5) yes
N15 . H151 . 0.865 no
N23 . C22 . 1.321(5) yes
N23 . C24 . 1.319(5) yes
N23 . H231 . 0.876 no
N31 . C30 . 1.319(5) yes
N31 . C32 . 1.325(6) yes
N31 . H311 . 0.862 no
C1 . C2 . 1.526(4) yes
C1 . C10 . 1.534(4) yes
C1 . C18 . 1.523(4) yes
C1 . C26 . 1.530(4) yes
C2 . H22 . 0.974 no
C2 . H21 . 0.982 no
C4 . C5 . 1.396(5) yes
C4 . C9 . 1.390(4) yes
C5 . C6 . 1.369(5) yes
C5 . H51 . 0.940 no
C6 . H61 . 0.920 no
C8 . C9 . 1.366(5) yes
C8 . H81 . 0.943 no
C9 . H91 . 0.938 no
C10 . H102 . 0.973 no
C10 . H101 . 0.963 no
C12 . C13 . 1.393(5) yes
C12 . C17 . 1.399(5) yes
C13 . C14 . 1.374(5) yes
C13 . H131 . 0.920 no
C14 . H141 . 0.920 no
C16 . C17 . 1.364(5) yes
C16 . H161 . 0.942 no
C17 . H171 . 0.926 no
C18 . H182 . 0.969 no
C18 . H181 . 0.960 no
C20 . C21 . 1.386(5) yes
C20 . C25 . 1.389(5) yes
C21 . C22 . 1.377(5) yes
C21 . H211 . 0.938 no
C22 . H221 . 0.942 no
C24 . C25 . 1.371(5) yes
C24 . H241 . 0.943 no
C25 . H251 . 0.927 no
C26 . H261 . 0.976 no
C26 . H262 . 0.960 no
C28 . C29 . 1.384(5) yes
C28 . C33 . 1.389(5) yes
C29 . C30 . 1.377(5) yes
C29 . H291 . 0.918 no
C30 . H301 . 0.924 no
C32 . C33 . 1.372(5) yes
C32 . H321 . 0.925 no
C33 . H331 . 0.929 no
Cl35 . C35 . 1.740(4) yes
Cl38 . C38 . 1.740(4) yes
O34 . C34 . 1.249(4) yes
O36 . C36 . 1.233(4) yes
O37 . C37 . 1.259(4) yes
O39 . C39 . 1.241(4) yes
C34 . C35 . 1.386(5) yes
C34 . C39 . 1.553(5) yes
C35 . C36 . 1.416(5) yes
C36 . C37 . 1.541(5) yes
C37 . C38 . 1.386(4) yes
C38 . C39 . 1.402(5) yes
Cl41 . C41 . 1.746(4) yes
O40 . C40 . 1.252(4) yes
O42 . C42 . 1.249(4) yes
C40 . C42 2_665 1.538(5) yes
C40 . C41 . 1.390(5) yes
C41 . C42 . 1.403(5) yes
Cl44 . C44 . 1.740(3) yes
O43 . C43 . 1.248(4) yes
O45 . C45 . 1.236(4) yes
C43 . C45 2_766 1.543(5) yes
C43 . C44 . 1.402(4) yes
C44 . C45 . 1.395(5) yes
O46 . C47 . 1.216(6) yes
N48 . C47 . 1.324(6) yes
N48 . C49 . 1.444(7) yes
N48 . C50 . 1.445(8) yes
C47 . H471 . 0.951 no
C49 . H493 . 0.967 no
C49 . H492 . 0.974 no
C49 . H491 . 0.977 no
C50 . H503 . 0.968 no
C50 . H502 . 0.973 no
C50 . H501 . 0.965 no
O51 . C52 . 1.245(5) yes
N53 . C52 . 1.388(5) yes
N53 . C54 . 1.367(6) yes
N53 . C55 . 1.377(6) yes
C52 . H521 . 0.950 no
C54 . H543 . 0.969 no
C54 . H541 . 0.972 no
C54 . H542 . 0.972 no
C55 . H552 . 0.920 no
C55 . H553 . 0.920 no
C55 . H551 . 0.920 no
O56 . C57 . 1.263(7) yes
N58 . C57 . 1.406(6) yes
N58 . C59 . 1.400(6) yes
N58 . C60 . 1.383(6) yes
C57 . H571 . 0.948 no
C59 . H592 . 0.966 no
C59 . H593 . 0.961 no
C59 . H591 . 0.967 no
C60 . H603 . 0.965 no
C60 . H602 . 0.990 no
C60 . H6031 . 0.971 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . O3 . C4 . 117.8(2) yes
C10 . O11 . C12 . 118.9(2) yes
C18 . O19 . C20 . 118.5(2) yes
C26 . O27 . C28 . 119.6(2) yes
C6 . N7 . C8 . 121.5(3) yes
C6 . N7 . H71 . 118.5 no
C8 . N7 . H71 . 119.9 no
C14 . N15 . C16 . 121.3(3) yes
C14 . N15 . H151 . 119.6 no
C16 . N15 . H151 . 119.0 no
C22 . N23 . C24 . 121.5(3) yes
C22 . N23 . H231 . 118.8 no
C24 . N23 . H231 . 119.0 no
C30 . N31 . C32 . 121.3(3) yes
C30 . N31 . H311 . 118.5 no
C32 . N31 . H311 . 119.9 no
C2 . C1 . C10 . 109.8(2) yes
C2 . C1 . C18 . 108.7(2) yes
C10 . C1 . C18 . 108.6(2) yes
C2 . C1 . C26 . 109.0(2) yes
C10 . C1 . C26 . 110.3(2) yes
C18 . C1 . C26 . 110.5(2) yes
C1 . C2 . O3 . 107.3(2) yes
C1 . C2 . H22 . 110.4 no
O3 . C2 . H22 . 110.4 no
C1 . C2 . H21 . 109.2 no
O3 . C2 . H21 . 108.5 no
H22 . C2 . H21 . 110.9 no
O3 . C4 . C5 . 124.0(3) yes
O3 . C4 . C9 . 116.5(3) yes
C5 . C4 . C9 . 119.5(3) yes
C4 . C5 . C6 . 117.9(3) yes
C4 . C5 . H51 . 121.3 no
C6 . C5 . H51 . 120.7 no
C5 . C6 . N7 . 121.6(3) yes
C5 . C6 . H61 . 119.9 no
N7 . C6 . H61 . 118.5 no
N7 . C8 . C9 . 120.4(3) yes
N7 . C8 . H81 . 119.2 no
C9 . C8 . H81 . 120.4 no
C4 . C9 . C8 . 119.0(3) yes
C4 . C9 . H91 . 120.7 no
C8 . C9 . H91 . 120.3 no
C1 . C10 . O11 . 105.1(2) yes
C1 . C10 . H102 . 110.5 no
O11 . C10 . H102 . 111.9 no
C1 . C10 . H101 . 110.6 no
O11 . C10 . H101 . 110.1 no
H102 . C10 . H101 . 108.7 no
O11 . C12 . C13 . 124.6(3) yes
O11 . C12 . C17 . 115.8(3) yes
C13 . C12 . C17 . 119.6(3) yes
C12 . C13 . C14 . 117.6(3) yes
C12 . C13 . H131 . 121.0 no
C14 . C13 . H131 . 121.4 no
C13 . C14 . N15 . 121.6(4) yes
C13 . C14 . H141 . 120.3 no
N15 . C14 . H141 . 118.1 no
N15 . C16 . C17 . 120.8(3) yes
N15 . C16 . H161 . 118.8 no
C17 . C16 . H161 . 120.5 no
C12 . C17 . C16 . 118.9(3) yes
C12 . C17 . H171 . 120.1 no
C16 . C17 . H171 . 121.0 no
C1 . C18 . O19 . 106.2(2) yes
C1 . C18 . H182 . 111.6 no
O19 . C18 . H182 . 109.3 no
C1 . C18 . H181 . 110.0 no
O19 . C18 . H181 . 109.5 no
H182 . C18 . H181 . 110.2 no
O19 . C20 . C21 . 124.7(3) yes
O19 . C20 . C25 . 115.3(3) yes
C21 . C20 . C25 . 120.0(3) yes
C20 . C21 . C22 . 117.5(3) yes
C20 . C21 . H211 . 121.2 no
C22 . C21 . H211 . 121.3 no
C21 . C22 . N23 . 121.6(3) yes
C21 . C22 . H221 . 120.0 no
N23 . C22 . H221 . 118.4 no
N23 . C24 . C25 . 120.9(3) yes
N23 . C24 . H241 . 118.4 no
C25 . C24 . H241 . 120.7 no
C20 . C25 . C24 . 118.4(3) yes
C20 . C25 . H251 . 119.5 no
C24 . C25 . H251 . 122.1 no
C1 . C26 . O27 . 106.8(2) yes
C1 . C26 . H261 . 110.0 no
O27 . C26 . H261 . 109.6 no
C1 . C26 . H262 . 109.4 no
O27 . C26 . H262 . 111.2 no
H261 . C26 . H262 . 109.8 no
O27 . C28 . C29 . 124.7(3) yes
O27 . C28 . C33 . 115.9(3) yes
C29 . C28 . C33 . 119.4(3) yes
C28 . C29 . C30 . 118.5(3) yes
C28 . C29 . H291 . 120.2 no
C30 . C29 . H291 . 121.3 no
C29 . C30 . N31 . 121.2(4) yes
C29 . C30 . H301 . 119.5 no
N31 . C30 . H301 . 119.3 no
N31 . C32 . C33 . 121.2(4) yes
N31 . C32 . H321 . 118.5 no
C33 . C32 . H321 . 120.2 no
C28 . C33 . C32 . 118.4(4) yes
C28 . C33 . H331 . 120.2 no
C32 . C33 . H331 . 121.4 no
O34 . C34 . C35 . 125.6(3) yes
O34 . C34 . C39 . 116.3(3) yes
C35 . C34 . C39 . 118.0(3) yes
Cl35 . C35 . C34 . 118.8(3) yes
Cl35 . C35 . C36 . 117.8(2) yes
C34 . C35 . C36 . 123.4(3) yes
C35 . C36 . O36 . 124.9(3) yes
C35 . C36 . C37 . 118.0(3) yes
O36 . C36 . C37 . 117.1(3) yes
C36 . C37 . O37 . 116.5(3) yes
C36 . C37 . C38 . 118.9(3) yes
O37 . C37 . C38 . 124.6(3) yes
Cl38 . C38 . C37 . 118.1(3) yes
Cl38 . C38 . C39 . 118.8(2) yes
C37 . C38 . C39 . 123.1(3) yes
C34 . C39 . C38 . 118.6(3) yes
C34 . C39 . O39 . 116.4(3) yes
C38 . C39 . O39 . 125.0(3) yes
C42 2_665 C40 . O40 . 116.0(3) yes
C42 2_665 C40 . C41 . 118.4(3) yes
O40 . C40 . C41 . 125.6(3) yes
Cl41 . C41 . C40 . 118.4(3) yes
Cl41 . C41 . C42 . 118.5(3) yes
C40 . C41 . C42 . 123.2(3) yes
C40 2_665 C42 . C41 . 118.4(3) yes
C40 2_665 C42 . O42 . 116.7(3) yes
C41 . C42 . O42 . 125.0(3) yes
C45 2_766 C43 . O43 . 117.1(3) yes
C45 2_766 C43 . C44 . 118.3(3) yes
O43 . C43 . C44 . 124.6(3) yes
Cl44 . C44 . C43 . 118.3(2) yes
Cl44 . C44 . C45 . 118.4(2) yes
C43 . C44 . C45 . 123.3(3) yes
C43 2_766 C45 . C44 . 118.4(3) yes
C43 2_766 C45 . O45 . 116.3(3) yes
C44 . C45 . O45 . 125.3(3) yes
C47 . N48 . C49 . 120.2(5) yes
C47 . N48 . C50 . 119.7(5) yes
C49 . N48 . C50 . 120.0(5) yes
N48 . C47 . O46 . 125.0(5) yes
N48 . C47 . H471 . 117.7 no
O46 . C47 . H471 . 117.3 no
N48 . C49 . H493 . 108.7 no
N48 . C49 . H492 . 107.7 no
H493 . C49 . H492 . 109.2 no
N48 . C49 . H491 . 111.1 no
H493 . C49 . H491 . 109.9 no
H492 . C49 . H491 . 110.2 no
N48 . C50 . H503 . 109.4 no
N48 . C50 . H502 . 110.4 no
H503 . C50 . H502 . 110.1 no
N48 . C50 . H501 . 108.9 no
H503 . C50 . H501 . 109.7 no
H502 . C50 . H501 . 108.4 no
C52 . N53 . C54 . 116.09(8) yes
C52 . N53 . C55 . 117.88(8) yes
C54 . N53 . C55 . 125.98(9) yes
N53 . C52 . O51 . 119.59(10) yes
N53 . C52 . H521 . 119.2 no
O51 . C52 . H521 . 121.2 no
N53 . C54 . H543 . 110.3 no
N53 . C54 . H541 . 108.6 no
H543 . C54 . H541 . 112.4 no
N53 . C54 . H542 . 102.6 no
H543 . C54 . H542 . 111.7 no
H541 . C54 . H542 . 110.8 no
N53 . C55 . H552 . 111.6 no
N53 . C55 . H553 . 112.4 no
H552 . C55 . H553 . 109.5 no
N53 . C55 . H551 . 107.8 no
H552 . C55 . H551 . 107.7 no
H553 . C55 . H551 . 107.7 no
C57 . N58 . C59 . 116.04(9) yes
C57 . N58 . C60 . 117.85(9) yes
C59 . N58 . C60 . 125.96(9) yes
N58 . C57 . O56 . 119.76(10) yes
N58 . C57 . H571 . 120.2 no
O56 . C57 . H571 . 120.0 no
N58 . C59 . H592 . 110.3 no
N58 . C59 . H593 . 110.2 no
H592 . C59 . H593 . 110.3 no
N58 . C59 . H591 . 105.7 no
H592 . C59 . H591 . 109.9 no
H593 . C59 . H591 . 110.3 no
N58 . C60 . H603 . 110.1 no
N58 . C60 . H602 . 107.7 no
H603 . C60 . H602 . 108.9 no
N58 . C60 . H6031 . 109.5 no
H603 . C60 . H6031 . 110.7 no
H602 . C60 . H6031 . 109.9 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
C5 . H51 . O56 . 129.0 0.940 2.318 2.998(6) yes
C8 . H81 . O51 1_455 150.0 0.943 2.333 3.187(6) yes
C9 . H91 . O42 2_665 177.0 0.938 2.524 3.461(6) yes
C16 . H161 . O46 1_455 143.0 0.942 2.425 3.230(6) yes
C17 . H171 . O36 . 161.0 0.926 2.371 3.262(6) yes
C22 . H221 . O46 . 124.0 0.942 2.481 3.108(6) yes
C30 . H301 . O51 . 147.0 0.924 2.244 3.061(6) yes
C54 . H541 . O40 2_665 154.0 0.972 2.531 3.430(6) yes
C57 . H571 . O46 4_454 155.0 0.948 2.530 3.413(6) yes
N7 . H71 . O34 4_454 149.0 0.846 1.885 2.644(6) yes
N7 . H71 . O39 4_454 130.0 0.846 2.285 2.906(6) yes
N31 . H311 . O40 1_655 138.0 0.862 2.067 2.770(6) yes
N31 . H311 . O42 2_765 141.0 0.862 2.031 2.756(6) yes
N23 . H231 . O36 1_655 129.0 0.876 2.259 2.889(6) yes
N23 . H231 . O37 1_655 149.0 0.876 1.792 2.584(6) yes
N15 . H151 . O43 1_455 153.0 0.865 1.871 2.673(6) yes
N15 . H151 . O45 2_666 127.0 0.865 2.295 2.900(6) yes
C55 . H553 . C16 1_554 132.0 0.920 2.592 3.280(6) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 15/01/15 at 16:24:35
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE N   (   7,X'S) H   (  71,X'S) 
RIDE N   (  15,X'S) H   ( 151,X'S) 
RIDE N   (  23,X'S) H   ( 231,X'S) 
RIDE N   (  31,X'S) H   ( 311,X'S) 
RIDE C   (   2,X'S) H   (  22,X'S) H   (  21,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   (  10,X'S) H   ( 102,X'S) H   ( 101,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 182,X'S) H   ( 181,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) H   ( 262,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  47,X'S) H   ( 471,X'S) 
RIDE C   (  49,X'S) H   ( 493,X'S) H   ( 492,X'S) H   ( 491,X'S) 
RIDE C   (  50,X'S) H   ( 503,X'S) H   ( 502,X'S) H   ( 501,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) 
RIDE C   (  54,X'S) H   ( 543,X'S) H   ( 541,X'S) H   ( 542,X'S) 
RIDE C   (  55,X'S) H   ( 551,X'S) H   ( 553,X'S) H   ( 552,X'S) 
RIDE C   (  57,X'S) H   ( 571,X'S) 
RIDE C   (  59,X'S) H   ( 592,X'S) H   ( 593,X'S) H   ( 591,X'S) 
RIDE C   (  60,X'S) H   ( 603,X'S) H   ( 602,X'S) H   (6031,X'S) 
END                                                                             
;


_iucr_refine_instructions_details_restraints 
;
#
# Punched on 15/01/15 at 16:24:35
#
#LIST     16                                                                    
DELU   .005 O(51)  C(52)  N(53) C(54) C(55) 
CONT AND O(56)  C(57)  N(58) C(59) C(60) 
SIMU   .005 O(51)  C(52)  N(53) C(54) C(55) 
CONT AND O(56)  C(57)  N(58) C(59) C(60) 
SAME  O(51)  C(52)  N(53) C(54) C(55) 
CONT AND O(56)  C(57)  N(58) C(59) C(60) 
U(IJ) 0,.005 = O(51)TO O(56), C(52) TO C(57) , 
CONT N(53) TO C(58), C(54) TO C(59), C(55) TO C(60) 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_cpd3
_database_code_depnum_ccdc_archive 'CCDC 1402186'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-07-13 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          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   13.3011(4)
_cell_length_b                   24.6348(6)
_cell_length_c                   7.1285(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.565(3)
_cell_angle_gamma                90
_cell_volume                     2320.50(12)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 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'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
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'


_cell_formula_units_Z            4

# Given Formula = C19 H26 N6 O13 
# Dc =      1.56 Fooo =   1144.00 Mu =     11.58 M =    546.45
# Found Formula = C19 H26 N6 O13 
# Dc =      1.56 FOOO =   1144.00 Mu =     11.58 M =    546.45

_chemical_formula_sum            'C19 H26 N6 O13'
_chemical_formula_moiety         'C15 H15 N6, C2 O4, C2 H O4, 5(H2 O)'
_chemical_compound_source        ?
_chemical_formula_weight         546.45


_cell_measurement_reflns_used    11820
_cell_measurement_theta_min      3
_cell_measurement_theta_max      72
_cell_measurement_temperature    180

_exptl_crystal_description       planar
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.050
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_max          0.300

_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1144
_exptl_absorpt_coefficient_mu    1.158

# Sheldrick geometric approximatio 0.79 0.94 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  0.94
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      180
_diffrn_reflns_number            23350
_reflns_number_total             4532
_diffrn_reflns_av_R_equivalents  0.022
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4532 
# Theoretical number of reflections is about 9065 


_diffrn_reflns_theta_min         3.345
_diffrn_reflns_theta_max         71.763
_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        71.763
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       8
_reflns_limit_h_min              -16
_reflns_limit_h_max              16
_reflns_limit_k_min              0
_reflns_limit_k_max              30
_reflns_limit_l_min              0
_reflns_limit_l_max              8

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.28
_refine_diff_density_max         0.35


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         4185
_refine_ls_number_restraints     0
_refine_ls_number_parameters     343
_oxford_refine_ls_R_factor_ref   0.0349
_refine_ls_wR_factor_ref         0.0413
_refine_ls_goodness_of_fit_ref   1.0385
_refine_ls_shift/su_max          0.0007884
_refine_ls_shift/su_mean         0.0000845


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4512
_refine_ls_R_factor_all          0.0373
_refine_ls_wR_factor_all         0.0426

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4291
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_gt          0.0417

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or 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: 
 5.16 1.93 3.39 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.82920(9) 0.44463(4) 0.23461(15) 0.0199 1.0000 Uani . . . . . .
C2 C 0.77051(9) 0.39809(5) 0.23557(16) 0.0205 1.0000 Uani . . . . . .
C3 C 0.81240(9) 0.34987(4) 0.17976(15) 0.0196 1.0000 Uani . . . . . .
C4 C 0.90889(9) 0.34708(4) 0.12779(15) 0.0201 1.0000 Uani . . . . . .
C5 C 0.96577(9) 0.39433(4) 0.13287(15) 0.0193 1.0000 Uani . . . . . .
C6 C 0.92676(9) 0.44390(4) 0.18338(15) 0.0201 1.0000 Uani . . . . . .
N7 N 0.78742(7) 0.49468(4) 0.29058(14) 0.0204 1.0000 Uani . . . . . .
C8 C 0.84001(9) 0.53798(5) 0.36396(16) 0.0215 1.0000 Uani . . . . . .
N9 N 0.77489(8) 0.57546(4) 0.40316(14) 0.0231 1.0000 Uani . . . . . .
C10 C 0.67823(9) 0.55676(5) 0.35514(18) 0.0275 1.0000 Uani . . . . . .
C11 C 0.68516(9) 0.50629(5) 0.28378(19) 0.0266 1.0000 Uani . . . . . .
N12 N 0.75390(7) 0.30100(4) 0.17852(13) 0.0201 1.0000 Uani . . . . . .
C13 C 0.79191(9) 0.25038(5) 0.19475(17) 0.0229 1.0000 Uani . . . . . .
N14 N 0.71611(8) 0.21581(4) 0.18242(15) 0.0246 1.0000 Uani . . . . . .
C15 C 0.62647(10) 0.24429(5) 0.1565(2) 0.0324 1.0000 Uani . . . . . .
C16 C 0.64964(9) 0.29758(5) 0.1542(2) 0.0294 1.0000 Uani . . . . . .
N17 N 1.06680(7) 0.39161(4) 0.08471(13) 0.0200 1.0000 Uani . . . . . .
C18 C 1.10725(9) 0.34860(5) 0.00410(16) 0.0222 1.0000 Uani . . . . . .
N19 N 1.20300(8) 0.35920(4) -0.00700(14) 0.0245 1.0000 Uani . . . . . .
C20 C 1.22678(9) 0.40990(5) 0.06701(17) 0.0253 1.0000 Uani . . . . . .
C21 C 1.14169(9) 0.43067(5) 0.12414(17) 0.0232 1.0000 Uani . . . . . .
C22 C 0.75172(9) 0.42752(5) 0.73472(17) 0.0237 1.0000 Uani . . . . . .
C23 C 0.86288(9) 0.41462(5) 0.69730(16) 0.0209 1.0000 Uani . . . . . .
O24 O 0.68973(7) 0.38816(3) 0.72352(14) 0.0304 1.0000 Uani . . . . . .
O25 O 0.88084(6) 0.36459(3) 0.66986(13) 0.0261 1.0000 Uani . . . . . .
O26 O 0.73075(7) 0.47448(4) 0.77290(19) 0.0458 1.0000 Uani . . . . . .
O27 O 0.92331(7) 0.45248(4) 0.69545(13) 0.0285 1.0000 Uani . . . . . .
C28 C 1.16435(9) 0.29083(5) 0.42147(16) 0.0216 1.0000 Uani . . . . . .
C29 C 1.05945(9) 0.30095(5) 0.49176(15) 0.0209 1.0000 Uani . . . . . .
O30 O 1.17633(7) 0.24767(3) 0.34050(12) 0.0288 1.0000 Uani . . . . . .
O31 O 0.99390(6) 0.26595(3) 0.47621(13) 0.0263 1.0000 Uani . . . . . .
O32 O 1.22857(7) 0.32870(3) 0.45099(13) 0.0294 1.0000 Uani . . . . . .
O33 O 1.04914(6) 0.34923(3) 0.56060(12) 0.0251 1.0000 Uani . . . . . .
O34 O 1.39105(8) 0.31189(4) -0.04350(16) 0.0425 1.0000 Uani . . . . . .
O35 O 1.41119(8) 0.29823(4) 0.34843(16) 0.0408 1.0000 Uani . . . . . .
O36 O 0.52897(9) 0.39249(5) 0.42736(16) 0.0464 1.0000 Uani . . . . . .
O37 O 0.47507(8) 0.60362(4) 0.06326(16) 0.0417 1.0000 Uani . . . . . .
O38 O 0.45005(8) 0.47351(4) 0.18449(16) 0.0415 1.0000 Uani . . . . . .
H21 H 0.7051 0.3987 0.2733 0.0254 1.0000 Uiso R . . . . .
H41 H 0.9355 0.3143 0.0886 0.0248 1.0000 Uiso R . . . . .
H61 H 0.9659 0.4757 0.1823 0.0243 1.0000 Uiso R . . . . .
H81 H 0.9098 0.5412 0.3813 0.0255 1.0000 Uiso R . . . . .
H101 H 0.6214 0.5768 0.3712 0.0332 1.0000 Uiso R . . . . .
H111 H 0.6325 0.4835 0.2343 0.0332 1.0000 Uiso R . . . . .
H131 H 0.8606 0.2415 0.2138 0.0285 1.0000 Uiso R . . . . .
H151 H 0.5634 0.2278 0.1426 0.0391 1.0000 Uiso R . . . . .
H161 H 0.6064 0.3274 0.1376 0.0362 1.0000 Uiso R . . . . .
H181 H 1.0744 0.3170 -0.0359 0.0268 1.0000 Uiso R . . . . .
H201 H 1.2906 0.4247 0.0727 0.0289 1.0000 Uiso R . . . . .
H211 H 1.1325 0.4645 0.1789 0.0279 1.0000 Uiso R . . . . .
H191 H 1.2440 0.3385 -0.0539 0.0294 1.0000 Uiso R . . . . .
H141 H 0.7224 0.1801 0.1898 0.0318 1.0000 Uiso R . . . . .
H91 H 0.7890 0.6073 0.4511 0.0300 1.0000 Uiso R . . . . .
H331 H 0.9885 0.3535 0.6026 0.0417 1.0000 Uiso R . . . . .
H382 H 0.4686 0.4560 0.2838 0.0615 1.0000 Uiso R . . . . .
H381 H 0.3982 0.4916 0.2058 0.0631 1.0000 Uiso R . . . . .
H352 H 1.4011 0.2999 0.2226 0.0624 1.0000 Uiso R . . . . .
H371 H 0.4251 0.5987 0.1225 0.0634 1.0000 Uiso R . . . . .
H362 H 0.5701 0.3911 0.5260 0.0691 1.0000 Uiso R . . . . .
H372 H 0.4946 0.5756 0.0183 0.0634 1.0000 Uiso R . . . . .
H361 H 0.4967 0.3626 0.4092 0.0713 1.0000 Uiso R . . . . .
H351 H 1.3514 0.3065 0.3828 0.0625 1.0000 Uiso R . . . . .
H342 H 1.4380 0.3354 -0.0695 0.0650 1.0000 Uiso R . . . . .
H341 H 1.3821 0.3023 -0.1617 0.0680 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.3876(16) yes
C1 . C6 . 1.3878(17) yes
C1 . N7 . 1.4279(14) yes
C2 . C3 . 1.3895(16) yes
C2 . H21 . 0.940 no
C3 . C4 . 1.3776(16) yes
C3 . N12 . 1.4330(14) yes
C4 . C5 . 1.3866(16) yes
C4 . H41 . 0.936 no
C5 . C6 . 1.3901(16) yes
C5 . N17 . 1.4261(15) yes
C6 . H61 . 0.940 no
N7 . C8 . 1.3478(15) yes
N7 . C11 . 1.3853(16) yes
C8 . N9 . 1.3177(15) yes
C8 . H81 . 0.926 no
N9 . C10 . 1.3718(16) yes
N9 . H91 . 0.868 no
C10 . C11 . 1.3504(18) yes
C10 . H101 . 0.921 no
C11 . H111 . 0.934 no
N12 . C13 . 1.3455(15) yes
N12 . C16 . 1.3803(16) yes
C13 . N14 . 1.3151(16) yes
C13 . H131 . 0.935 no
N14 . C15 . 1.3776(17) yes
N14 . H141 . 0.885 no
C15 . C16 . 1.3489(18) yes
C15 . H151 . 0.928 no
C16 . H161 . 0.931 no
N17 . C18 . 1.3465(15) yes
N17 . C21 . 1.3904(15) yes
C18 . N19 . 1.3113(16) yes
C18 . H181 . 0.922 no
N19 . C20 . 1.3785(16) yes
N19 . H191 . 0.844 no
C20 . C21 . 1.3469(18) yes
C20 . H201 . 0.920 no
C21 . H211 . 0.934 no
C22 . C23 . 1.5647(16) yes
C22 . O24 . 1.2693(15) yes
C22 . O26 . 1.2279(15) yes
C23 . O25 . 1.2747(14) yes
C23 . O27 . 1.2323(15) yes
C28 . C29 . 1.5557(16) yes
C28 . O30 . 1.2287(15) yes
C28 . O32 . 1.2661(15) yes
C29 . O31 . 1.2223(14) yes
C29 . O33 . 1.2998(14) yes
O33 . H331 . 0.898 no
O34 . H342 . 0.887 no
O34 . H341 . 0.870 no
O35 . H352 . 0.893 no
O35 . H351 . 0.883 no
O36 . H362 . 0.841 no
O36 . H361 . 0.856 no
O37 . H371 . 0.837 no
O37 . H372 . 0.816 no
O38 . H382 . 0.841 no
O38 . H381 . 0.849 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 122.28(10) yes
C2 . C1 . N7 . 118.36(10) yes
C6 . C1 . N7 . 119.36(10) yes
C1 . C2 . C3 . 117.43(11) yes
C1 . C2 . H21 . 121.9 no
C3 . C2 . H21 . 120.7 no
C2 . C3 . C4 . 122.42(10) yes
C2 . C3 . N12 . 119.00(10) yes
C4 . C3 . N12 . 118.58(10) yes
C3 . C4 . C5 . 118.26(10) yes
C3 . C4 . H41 . 121.2 no
C5 . C4 . H41 . 120.5 no
C4 . C5 . C6 . 121.70(11) yes
C4 . C5 . N17 . 118.72(10) yes
C6 . C5 . N17 . 119.58(10) yes
C5 . C6 . C1 . 117.87(10) yes
C5 . C6 . H61 . 120.4 no
C1 . C6 . H61 . 121.8 no
C1 . N7 . C8 . 126.19(10) yes
C1 . N7 . C11 . 125.48(10) yes
C8 . N7 . C11 . 108.31(10) yes
N7 . C8 . N9 . 108.20(10) yes
N7 . C8 . H81 . 125.9 no
N9 . C8 . H81 . 125.9 no
C8 . N9 . C10 . 109.37(10) yes
C8 . N9 . H91 . 126.9 no
C10 . N9 . H91 . 123.8 no
N9 . C10 . C11 . 107.51(11) yes
N9 . C10 . H101 . 123.3 no
C11 . C10 . H101 . 129.2 no
N7 . C11 . C10 . 106.61(11) yes
N7 . C11 . H111 . 125.5 no
C10 . C11 . H111 . 127.9 no
C3 . N12 . C13 . 125.42(10) yes
C3 . N12 . C16 . 126.09(10) yes
C13 . N12 . C16 . 108.45(10) yes
N12 . C13 . N14 . 108.47(10) yes
N12 . C13 . H131 . 125.6 no
N14 . C13 . H131 . 126.0 no
C13 . N14 . C15 . 108.92(10) yes
C13 . N14 . H141 . 125.0 no
C15 . N14 . H141 . 126.1 no
N14 . C15 . C16 . 107.56(11) yes
N14 . C15 . H151 . 123.3 no
C16 . C15 . H151 . 129.1 no
N12 . C16 . C15 . 106.59(11) yes
N12 . C16 . H161 . 124.4 no
C15 . C16 . H161 . 129.0 no
C5 . N17 . C18 . 124.99(10) yes
C5 . N17 . C21 . 126.28(10) yes
C18 . N17 . C21 . 108.59(10) yes
N17 . C18 . N19 . 107.90(10) yes
N17 . C18 . H181 . 126.8 no
N19 . C18 . H181 . 125.3 no
C18 . N19 . C20 . 109.84(10) yes
C18 . N19 . H191 . 125.4 no
C20 . N19 . H191 . 124.8 no
N19 . C20 . C21 . 107.21(10) yes
N19 . C20 . H201 . 123.1 no
C21 . C20 . H201 . 129.7 no
N17 . C21 . C20 . 106.46(10) yes
N17 . C21 . H211 . 125.2 no
C20 . C21 . H211 . 128.3 no
C23 . C22 . O24 . 116.99(10) yes
C23 . C22 . O26 . 118.17(10) yes
O24 . C22 . O26 . 124.84(11) yes
C22 . C23 . O25 . 114.82(10) yes
C22 . C23 . O27 . 118.58(10) yes
O25 . C23 . O27 . 126.60(11) yes
C29 . C28 . O30 . 117.34(10) yes
C29 . C28 . O32 . 116.18(10) yes
O30 . C28 . O32 . 126.46(11) yes
C28 . C29 . O31 . 120.96(10) yes
C28 . C29 . O33 . 113.92(10) yes
O31 . C29 . O33 . 125.09(11) yes
C29 . O33 . H331 . 111.7 no
H342 . O34 . H341 . 89.8 no
H352 . O35 . H351 . 103.3 no
H362 . O36 . H361 . 111.0 no
H371 . O37 . H372 . 112.5 no
H382 . O38 . H381 . 106.5 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
C4 . H41 . O31 3_554 177.0 0.936 2.302 3.2370(17) yes
C6 . H61 . O27 2_766 158.0 0.940 2.402 3.2932(17) yes
C8 . H81 . O27 2_766 159.0 0.926 2.351 3.2326(17) yes
C11 . H111 . O38 . 144.0 0.934 2.425 3.2291(17) yes
C13 . H131 . O31 . 131.0 0.935 2.499 3.1872(17) yes
C13 . H131 . O31 3_554 131.0 0.935 2.594 3.2808(17) yes
C16 . H161 . O37 2_665 150.0 0.931 2.400 3.2390(17) yes
C18 . H181 . O31 3_554 160.0 0.922 2.313 3.1949(17) yes
C20 . H201 . O38 1_655 162.0 0.920 2.489 3.3774(17) yes
C21 . H211 . O27 2_766 169.0 0.934 2.385 3.3079(17) yes
N19 . H191 . O34 . 146.0 0.844 2.056 2.7984(17) yes
N14 . H141 . O24 3_554 159.0 0.885 1.760 2.6063(17) yes
N14 . H141 . O25 3_554 122.0 0.885 2.396 2.9626(17) yes
N9 . H91 . O32 2_766 160.0 0.868 1.750 2.5823(17) yes
N9 . H91 . O33 2_766 123.0 0.868 2.415 2.9746(17) yes
O33 . H331 . C23 . 148.0 0.898 2.402 3.1991(17) yes
O33 . H331 . O25 . 176.0 0.898 1.585 2.4819(17) yes
O38 . H382 . O36 . 154.0 0.841 1.989 2.7690(17) yes
O38 . H381 . O26 2_666 171.0 0.849 1.930 2.7720(17) yes
O35 . H352 . O34 . 172.0 0.893 1.909 2.7963(17) yes
O37 . H371 . O24 2_666 162.0 0.837 2.006 2.8139(17) yes
O36 . H362 . O24 . 168.0 0.841 2.002 2.8300(17) yes
O37 . H372 . O38 2_665 157.0 0.816 2.083 2.8503(17) yes
O36 . H361 . O35 1_455 174.0 0.856 1.970 2.8215(17) yes
O35 . H351 . C28 . 156.0 0.883 2.564 3.3875(17) yes
O35 . H351 . O32 . 176.0 0.883 1.840 2.7211(17) yes
O34 . H342 . O37 2_765 163.0 0.887 1.893 2.7531(17) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 11/05/15 at 17:01:19
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE N   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE N   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  18,X'S) H   ( 181,X'S) 
RIDE N   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE O   (  33,X'S) H   ( 331,X'S) 
RIDE O   (  34,X'S) H   ( 342,X'S) H   ( 341,X'S) 
RIDE O   (  35,X'S) H   ( 352,X'S) H   ( 351,X'S) 
RIDE O   (  36,X'S) H   ( 362,X'S) H   ( 361,X'S) 
RIDE O   (  37,X'S) H   ( 371,X'S) H   ( 372,X'S) 
RIDE O   (  38,X'S) H   ( 382,X'S) H   ( 381,X'S) 
END                                                                             
;


_iucr_refine_instructions_details_restraints 
;
#
# Punched on 11/05/15 at 17:01:19
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_cpd4
_database_code_depnum_ccdc_archive 'CCDC 1402187'
_audit_update_record             
;
2015-07-03 deposited with the CCDC.
2015-07-13 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          SQUEEZE
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   38.2977(5)
_cell_length_b                   38.2977(5)
_cell_length_c                   22.9827(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     33709.0(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'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
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'


_cell_formula_units_Z            40

_chemical_formula_sum            'C29 H38 N4 O17'
_chemical_formula_moiety         'C25 H28 N4 O4, 2(C2 O4), 5(H2 O)'
_chemical_compound_source        ?
_chemical_formula_weight         714.64


_cell_measurement_reflns_used    29151
_cell_measurement_theta_min      3
_cell_measurement_theta_max      72
_cell_measurement_temperature    110

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_max          0.200

_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'

# Non-dispersive F(000): 
_exptl_crystal_F_000             15040
_exptl_absorpt_coefficient_mu    1.008

# Sheldrick geometric approximatio 0.85 0.85 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.85
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      110
_diffrn_reflns_number            171562
_reflns_number_total             16442
_diffrn_reflns_av_R_equivalents  0.052
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 16442 
# Theoretical number of reflections is about 32994 


_diffrn_reflns_theta_min         3.218
_diffrn_reflns_theta_max         71.740
_diffrn_measured_fraction_theta_max 0.997

_diffrn_reflns_theta_full        71.740
_diffrn_measured_fraction_theta_full 0.997


_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_k_min       47
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_l_min       28
_diffrn_reflns_limit_l_max       28
_reflns_limit_h_min              -32
_reflns_limit_h_max              33
_reflns_limit_k_min              0
_reflns_limit_k_max              47
_reflns_limit_l_min              0
_reflns_limit_l_max              27

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.44
_refine_diff_density_max         0.43


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         13902
_refine_ls_number_restraints     0
_refine_ls_number_parameters     1014
_oxford_refine_ls_R_factor_ref   0.0711
_refine_ls_wR_factor_ref         0.0803
_refine_ls_goodness_of_fit_ref   1.0691
_refine_ls_shift/su_max          0.0007954
_refine_ls_shift/su_mean         0.0001076


# The values computed from all data 
_oxford_reflns_number_all        16375
_refine_ls_R_factor_all          0.0803
_refine_ls_wR_factor_all         0.0838

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                14619
_refine_ls_R_factor_gt           0.0743
_refine_ls_wR_factor_gt          0.0811

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or 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: 
 15.8 20.2 14.0 3.72 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.36002(5) 0.45024(5) 0.52992(8) 0.0355 1.0000 Uani . . . . . .
O1 O 0.36785(4) 0.44570(5) 0.58264(6) 0.0471 1.0000 Uani . . . . . .
C2 C 0.32078(5) 0.45602(5) 0.51673(7) 0.0289 1.0000 Uani . . . . . .
O2 O 0.38074(4) 0.45059(5) 0.48868(6) 0.0508 1.0000 Uani . . . . . .
C3 C 0.53071(6) 0.35230(6) 1.02597(9) 0.0436 1.0000 Uani . . . . . .
O3 O 0.30092(4) 0.45869(4) 0.55949(6) 0.0363 1.0000 Uani . . . . . .
C4 C 0.57039(6) 0.35139(5) 1.01161(8) 0.0349 1.0000 Uani . . . . . .
O4 O 0.31203(4) 0.45758(4) 0.46381(6) 0.0375 1.0000 Uani . . . . . .
C5 C 0.37742(5) 0.44270(5) 0.98379(8) 0.0323 1.0000 Uani . . . . . .
O5 O 0.50981(4) 0.35227(6) 0.98486(7) 0.0626 1.0000 Uani . . . . . .
C6 C 0.33788(5) 0.43955(5) 0.97171(8) 0.0344 1.0000 Uani . . . . . .
O6 O 0.52322(4) 0.35261(5) 1.07927(7) 0.0593 1.0000 Uani . . . . . .
C7 C 0.51970(5) 0.35499(5) 0.48698(8) 0.0301 1.0000 Uani . . . . . .
O7 O 0.57939(4) 0.35447(4) 0.95921(6) 0.0425 1.0000 Uani . . . . . .
C8 C 0.55930(5) 0.35493(6) 0.47415(8) 0.0363 1.0000 Uani . . . . . .
O8 O 0.59100(4) 0.34770(4) 1.05357(6) 0.0440 1.0000 Uani . . . . . .
C9 C 0.49385(5) 0.49009(6) 0.76493(8) 0.0374 1.0000 Uani . . . . . .
O9 O 0.38648(4) 0.44633(5) 1.03613(6) 0.0449 1.0000 Uani . . . . . .
C10 C 0.50326(5) 0.52909(5) 0.75584(7) 0.0292 1.0000 Uani . . . . . .
O10 O 0.39735(4) 0.44185(4) 0.94106(6) 0.0402 1.0000 Uani . . . . . .
O11 O 0.31790(4) 0.43704(6) 1.01331(7) 0.0630 1.0000 Uani . . . . . .
O12 O 0.32856(4) 0.43983(4) 0.91893(6) 0.0437 1.0000 Uani . . . . . .
O13 O 0.51072(4) 0.35317(4) 0.53953(6) 0.0419 1.0000 Uani . . . . . .
O14 O 0.49993(4) 0.35669(4) 0.44411(6) 0.0367 1.0000 Uani . . . . . .
O15 O 0.57963(4) 0.35853(6) 0.51543(7) 0.0635 1.0000 Uani . . . . . .
O16 O 0.56818(4) 0.35152(5) 0.42143(6) 0.0452 1.0000 Uani . . . . . .
O17 O 0.48882(5) 0.48052(4) 0.81683(6) 0.0457 1.0000 Uani . . . . . .
O18 O 0.49185(5) 0.47101(4) 0.72167(6) 0.0586 1.0000 Uani . . . . . .
O19 O 0.50876(4) 0.54663(4) 0.80072(6) 0.0368 1.0000 Uani . . . . . .
O20 O 0.50462(4) 0.53976(4) 0.70405(5) 0.0357 1.0000 Uani . . . . . .
C21 C 0.59215(5) 0.45571(5) 0.85241(7) 0.0259 1.0000 Uani . . . . . .
C22 C 0.61256(5) 0.43173(5) 0.89368(7) 0.0304 1.0000 Uani . . . . . .
O23 O 0.63364(4) 0.45480(3) 0.92947(5) 0.0349 1.0000 Uani . . . . . .
C24 C 0.64725(5) 0.44276(5) 0.97939(7) 0.0281 1.0000 Uani . . . . . .
C25 C 0.66768(5) 0.46681(5) 1.01038(8) 0.0319 1.0000 Uani . . . . . .
C26 C 0.68203(5) 0.45660(5) 1.06233(8) 0.0320 1.0000 Uani . . . . . .
N27 N 0.67635(4) 0.42446(5) 1.08313(6) 0.0339 1.0000 Uani . . . . . .
C28 C 0.65716(5) 0.40125(5) 1.05374(8) 0.0333 1.0000 Uani . . . . . .
C29 C 0.64201(5) 0.40936(5) 1.00134(7) 0.0302 1.0000 Uani . . . . . .
C30 C 0.61832(4) 0.47610(5) 0.81521(7) 0.0244 1.0000 Uani . . . . . .
O31 O 0.59849(3) 0.49732(3) 0.77474(5) 0.0259 1.0000 Uani . . . . . .
C32 C 0.61516(4) 0.51006(4) 0.72802(7) 0.0211 1.0000 Uani . . . . . .
C33 C 0.65104(4) 0.50713(4) 0.71798(7) 0.0229 1.0000 Uani . . . . . .
C34 C 0.66440(4) 0.52016(4) 0.66687(7) 0.0246 1.0000 Uani . . . . . .
N35 N 0.64366(4) 0.53527(4) 0.62703(6) 0.0254 1.0000 Uani . . . . . .
C36 C 0.60935(5) 0.53947(5) 0.63680(7) 0.0280 1.0000 Uani . . . . . .
C37 C 0.59426(5) 0.52738(5) 0.68694(7) 0.0271 1.0000 Uani . . . . . .
C38 C 0.56793(5) 0.43362(5) 0.81444(7) 0.0266 1.0000 Uani . . . . . .
O39 O 0.58983(3) 0.41162(3) 0.77855(5) 0.0284 1.0000 Uani . . . . . .
C40 C 0.57527(5) 0.39695(5) 0.73133(7) 0.0257 1.0000 Uani . . . . . .
C41 C 0.59855(5) 0.38218(5) 0.69169(8) 0.0344 1.0000 Uani . . . . . .
C42 C 0.58532(5) 0.36799(6) 0.64111(8) 0.0380 1.0000 Uani . . . . . .
N43 N 0.55101(4) 0.36753(4) 0.63076(6) 0.0298 1.0000 Uani . . . . . .
C44 C 0.52824(5) 0.38051(5) 0.66942(7) 0.0276 1.0000 Uani . . . . . .
C45 C 0.53924(5) 0.39569(5) 0.72044(7) 0.0256 1.0000 Uani . . . . . .
C46 C 0.56963(5) 0.48110(5) 0.88771(7) 0.0315 1.0000 Uani . . . . . .
O47 O 0.54689(4) 0.45979(4) 0.92341(5) 0.0381 1.0000 Uani . . . . . .
C48 C 0.54010(5) 0.46816(5) 0.97872(7) 0.0294 1.0000 Uani . . . . . .
C49 C 0.55060(5) 0.49854(5) 1.00633(8) 0.0335 1.0000 Uani . . . . . .
C50 C 0.54073(6) 0.50351(6) 1.06315(8) 0.0421 1.0000 Uani . . . . . .
N51 N 0.52152(5) 0.47978(5) 1.09167(7) 0.0417 1.0000 Uani . . . . . .
C52 C 0.51149(6) 0.45018(6) 1.06629(9) 0.0421 1.0000 Uani . . . . . .
C53 C 0.52026(5) 0.44357(6) 1.00940(8) 0.0381 1.0000 Uani . . . . . .
C54 C 0.39683(5) 0.54962(5) 0.60504(7) 0.0316 1.0000 Uani . . . . . .
C55 C 0.42209(5) 0.56996(6) 0.64383(7) 0.0368 1.0000 Uani . . . . . .
O56 O 0.40046(4) 0.59164(4) 0.68055(5) 0.0432 1.0000 Uani . . . . . .
C57 C 0.41399(5) 0.60430(5) 0.73029(7) 0.0331 1.0000 Uani . . . . . .
C58 C 0.44796(5) 0.59920(5) 0.74904(8) 0.0332 1.0000 Uani . . . . . .
C59 C 0.45746(5) 0.61251(5) 0.80222(8) 0.0341 1.0000 Uani . . . . . .
N60 N 0.43485(4) 0.63056(5) 0.83532(7) 0.0361 1.0000 Uani . . . . . .
C61 C 0.40200(5) 0.63642(6) 0.81694(8) 0.0375 1.0000 Uani . . . . . .
C62 C 0.39070(5) 0.62387(6) 0.76463(8) 0.0377 1.0000 Uani . . . . . .
C63 C 0.41790(5) 0.52432(5) 0.56680(7) 0.0288 1.0000 Uani . . . . . .
O64 O 0.44091(3) 0.54524(3) 0.53127(5) 0.0297 1.0000 Uani . . . . . .
C65 C 0.45637(4) 0.52953(5) 0.48579(7) 0.0243 1.0000 Uani . . . . . .
C66 C 0.47509(5) 0.55157(5) 0.44847(8) 0.0307 1.0000 Uani . . . . . .
C67 C 0.49007(5) 0.53775(5) 0.39942(8) 0.0316 1.0000 Uani . . . . . .
N68 N 0.48756(4) 0.50336(4) 0.38792(6) 0.0266 1.0000 Uani . . . . . .
C69 C 0.47081(4) 0.48172(5) 0.42439(7) 0.0255 1.0000 Uani . . . . . .
C70 C 0.45483(4) 0.49390(5) 0.47406(7) 0.0250 1.0000 Uani . . . . . .
C71 C 0.37627(5) 0.57554(5) 0.56730(7) 0.0308 1.0000 Uani . . . . . .
O72 O 0.35408(3) 0.55536(4) 0.52942(5) 0.0323 1.0000 Uani . . . . . .
C73 C 0.34117(5) 0.57110(5) 0.48165(7) 0.0288 1.0000 Uani . . . . . .
C74 C 0.34307(5) 0.60707(5) 0.47119(8) 0.0299 1.0000 Uani . . . . . .
C75 C 0.32982(5) 0.61942(5) 0.41939(8) 0.0307 1.0000 Uani . . . . . .
N76 N 0.31570(4) 0.59771(4) 0.37993(6) 0.0318 1.0000 Uani . . . . . .
C77 C 0.31281(5) 0.56330(5) 0.39022(8) 0.0339 1.0000 Uani . . . . . .
C78 C 0.32496(5) 0.54926(6) 0.44139(8) 0.0348 1.0000 Uani . . . . . .
C79 C 0.37161(5) 0.52813(6) 0.64237(8) 0.0364 1.0000 Uani . . . . . .
O80 O 0.39350(4) 0.50534(4) 0.67694(6) 0.0420 1.0000 Uani . . . . . .
C81 C 0.38149(5) 0.49165(5) 0.72648(7) 0.0300 1.0000 Uani . . . . . .
C82 C 0.40532(5) 0.47054(5) 0.75684(8) 0.0344 1.0000 Uani . . . . . .
C83 C 0.39581(5) 0.45692(5) 0.80895(8) 0.0328 1.0000 Uani . . . . . .
N84 N 0.36386(4) 0.46284(4) 0.83084(6) 0.0302 1.0000 Uani . . . . . .
C85 C 0.34039(5) 0.48227(5) 0.80164(8) 0.0296 1.0000 Uani . . . . . .
C86 C 0.34814(5) 0.49713(5) 0.74896(7) 0.0286 1.0000 Uani . . . . . .
C87 C 0.5000 0.2500 0.64750(10) 0.0316 1.0000 Uani S T . . . .
C88 C 0.52413(5) 0.27234(5) 0.68525(7) 0.0306 1.0000 Uani . . . . . .
O89 O 0.50214(3) 0.29388(3) 0.72158(5) 0.0302 1.0000 Uani . . . . . .
C90 C 0.51666(5) 0.30917(4) 0.76837(7) 0.0258 1.0000 Uani . . . . . .
C91 C 0.55227(5) 0.30893(4) 0.78072(7) 0.0261 1.0000 Uani . . . . . .
C92 C 0.56335(5) 0.32453(5) 0.83146(7) 0.0279 1.0000 Uani . . . . . .
N93 N 0.54066(4) 0.33946(4) 0.86832(6) 0.0282 1.0000 Uani . . . . . .
C94 C 0.50632(5) 0.34051(5) 0.85639(8) 0.0306 1.0000 Uani . . . . . .
C95 C 0.49353(5) 0.32590(5) 0.80653(8) 0.0304 1.0000 Uani . . . . . .
C96 C 0.47749(6) 0.27404(6) 0.60934(8) 0.0403 1.0000 Uani . . . . . .
O97 O 0.45741(5) 0.25074(4) 0.57248(6) 0.0482 1.0000 Uani . . . . . .
C98 C 0.44559(5) 0.26181(5) 0.52119(7) 0.0336 1.0000 Uani . . . . . .
C99 C 0.45039(5) 0.29528(5) 0.49874(8) 0.0338 1.0000 Uani . . . . . .
C100 C 0.43651(5) 0.30260(6) 0.44512(8) 0.0374 1.0000 Uani . . . . . .
N101 N 0.41853(4) 0.27856(5) 0.41493(7) 0.0371 1.0000 Uani . . . . . .
C102 C 0.41354(5) 0.24627(5) 0.43616(8) 0.0358 1.0000 Uani . . . . . .
C103 C 0.42660(6) 0.23713(5) 0.48910(8) 0.0365 1.0000 Uani . . . . . .
H221 H 0.6275 0.4159 0.8707 0.0363 1.0000 Uiso R . . . . .
H222 H 0.5963 0.4180 0.9185 0.0360 1.0000 Uiso R . . . . .
H251 H 0.6716 0.4899 0.9951 0.0376 1.0000 Uiso R . . . . .
H261 H 0.6961 0.4720 1.0842 0.0374 1.0000 Uiso R . . . . .
H281 H 0.6544 0.3787 1.0703 0.0383 1.0000 Uiso R . . . . .
H291 H 0.6290 0.3921 0.9805 0.0357 1.0000 Uiso R . . . . .
H301 H 0.6332 0.4913 0.8397 0.0281 1.0000 Uiso R . . . . .
H302 H 0.6322 0.4592 0.7925 0.0284 1.0000 Uiso R . . . . .
H331 H 0.6657 0.4961 0.7454 0.0268 1.0000 Uiso R . . . . .
H341 H 0.6887 0.5187 0.6590 0.0278 1.0000 Uiso R . . . . .
H361 H 0.5964 0.5506 0.6078 0.0322 1.0000 Uiso R . . . . .
H371 H 0.5701 0.5303 0.6939 0.0335 1.0000 Uiso R . . . . .
H382 H 0.5530 0.4186 0.8392 0.0322 1.0000 Uiso R . . . . .
H381 H 0.5530 0.4491 0.7895 0.0329 1.0000 Uiso R . . . . .
H411 H 0.6228 0.3826 0.6991 0.0399 1.0000 Uiso R . . . . .
H421 H 0.6004 0.3583 0.6126 0.0450 1.0000 Uiso R . . . . .
H441 H 0.5040 0.3791 0.6606 0.0317 1.0000 Uiso R . . . . .
H451 H 0.5231 0.4053 0.7479 0.0305 1.0000 Uiso R . . . . .
H461 H 0.5846 0.4957 0.9130 0.0374 1.0000 Uiso R . . . . .
H462 H 0.5553 0.4959 0.8612 0.0379 1.0000 Uiso R . . . . .
H491 H 0.5641 0.5159 0.9864 0.0386 1.0000 Uiso R . . . . .
H501 H 0.5471 0.5242 1.0832 0.0496 1.0000 Uiso R . . . . .
H521 H 0.4977 0.4341 1.0882 0.0494 1.0000 Uiso R . . . . .
H531 H 0.5133 0.4226 0.9905 0.0450 1.0000 Uiso R . . . . .
H551 H 0.4372 0.5856 0.6193 0.0431 1.0000 Uiso R . . . . .
H552 H 0.4364 0.5536 0.6676 0.0425 1.0000 Uiso R . . . . .
H581 H 0.4646 0.5868 0.7252 0.0380 1.0000 Uiso R . . . . .
H591 H 0.4806 0.6090 0.8160 0.0407 1.0000 Uiso R . . . . .
H611 H 0.3870 0.6500 0.8405 0.0433 1.0000 Uiso R . . . . .
H621 H 0.3674 0.6281 0.7513 0.0436 1.0000 Uiso R . . . . .
H631 H 0.4318 0.5083 0.5911 0.0335 1.0000 Uiso R . . . . .
H632 H 0.4013 0.5112 0.5412 0.0342 1.0000 Uiso R . . . . .
H661 H 0.4774 0.5762 0.4564 0.0355 1.0000 Uiso R . . . . .
H671 H 0.5029 0.5516 0.3726 0.0374 1.0000 Uiso R . . . . .
H691 H 0.4701 0.4575 0.4154 0.0291 1.0000 Uiso R . . . . .
H701 H 0.4429 0.4783 0.4991 0.0299 1.0000 Uiso R . . . . .
H711 H 0.3929 0.5896 0.5438 0.0370 1.0000 Uiso R . . . . .
H712 H 0.3620 0.5910 0.5919 0.0371 1.0000 Uiso R . . . . .
H741 H 0.3532 0.6225 0.4988 0.0355 1.0000 Uiso R . . . . .
H751 H 0.3305 0.6436 0.4109 0.0356 1.0000 Uiso R . . . . .
H771 H 0.3022 0.5488 0.3613 0.0397 1.0000 Uiso R . . . . .
H781 H 0.3227 0.5248 0.4491 0.0408 1.0000 Uiso R . . . . .
H791 H 0.3585 0.5439 0.6686 0.0428 1.0000 Uiso R . . . . .
H792 H 0.3551 0.5145 0.6176 0.0428 1.0000 Uiso R . . . . .
H821 H 0.4279 0.4662 0.7404 0.0406 1.0000 Uiso R . . . . .
H831 H 0.4112 0.4423 0.8302 0.0373 1.0000 Uiso R . . . . .
H851 H 0.3180 0.4858 0.8182 0.0341 1.0000 Uiso R . . . . .
H861 H 0.3315 0.5109 0.7287 0.0335 1.0000 Uiso R . . . . .
H882 H 0.5386 0.2564 0.7094 0.0361 1.0000 Uiso R . . . . .
H881 H 0.5395 0.2874 0.6609 0.0359 1.0000 Uiso R . . . . .
H911 H 0.5683 0.2978 0.7555 0.0307 1.0000 Uiso R . . . . .
H921 H 0.5875 0.3249 0.8410 0.0323 1.0000 Uiso R . . . . .
H941 H 0.4911 0.3514 0.8839 0.0360 1.0000 Uiso R . . . . .
H951 H 0.4690 0.3267 0.7972 0.0366 1.0000 Uiso R . . . . .
H961 H 0.4931 0.2892 0.5851 0.0485 1.0000 Uiso R . . . . .
H962 H 0.4619 0.2886 0.6347 0.0492 1.0000 Uiso R . . . . .
H991 H 0.4630 0.3122 0.5204 0.0385 1.0000 Uiso R . . . . .
H1001 H 0.4388 0.3254 0.4286 0.0435 1.0000 Uiso R . . . . .
H1021 H 0.4002 0.2305 0.4140 0.0429 1.0000 Uiso R . . . . .
H1031 H 0.4228 0.2143 0.5048 0.0429 1.0000 Uiso R . . . . .
H841 H 0.3575 0.4524 0.8645 0.0353 1.0000 Uiso R . . . . .
H271 H 0.6863 0.4179 1.1162 0.0402 1.0000 Uiso R . . . . .
H1011 H 0.4103 0.2839 0.3799 0.0444 1.0000 Uiso R . . . . .
H681 H 0.4957 0.4948 0.3534 0.0304 1.0000 Uiso R . . . . .
H511 H 0.5142 0.4848 1.1273 0.0494 1.0000 Uiso R . . . . .
H761 H 0.3094 0.6065 0.3457 0.0370 1.0000 Uiso R . . . . .
H601 H 0.4421 0.6393 0.8692 0.0423 1.0000 Uiso R . . . . .
H931 H 0.5485 0.3479 0.9029 0.0327 1.0000 Uiso R . . . . .
H431 H 0.5434 0.3594 0.5959 0.0352 1.0000 Uiso R . . . . .
H351 H 0.6533 0.5423 0.5924 0.0292 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . O1 . 1.260(2) yes
C1 . C2 . 1.549(3) yes
C1 . O2 . 1.236(2) yes
C2 . O3 . 1.247(2) yes
C2 . O4 . 1.263(2) yes
C3 . C4 . 1.555(3) yes
C3 . O5 . 1.239(3) yes
C3 . O6 . 1.258(3) yes
C4 . O7 . 1.258(2) yes
C4 . O8 . 1.254(2) yes
C5 . C6 . 1.544(3) yes
C5 . O9 . 1.260(2) yes
C5 . O10 . 1.244(2) yes
C6 . O11 . 1.228(2) yes
C6 . O12 . 1.265(2) yes
C7 . C8 . 1.545(3) yes
C7 . O13 . 1.258(2) yes
C7 . O14 . 1.244(2) yes
C8 . O15 . 1.235(2) yes
C8 . O16 . 1.265(2) yes
C9 . C10 . 1.551(3) yes
C9 . O17 . 1.263(2) yes
C9 . O18 . 1.236(2) yes
C10 . O19 . 1.249(2) yes
C10 . O20 . 1.259(2) yes
C21 . C22 . 1.534(2) yes
C21 . C30 . 1.531(2) yes
C21 . C38 . 1.529(2) yes
C21 . C46 . 1.532(3) yes
C22 . O23 . 1.452(2) yes
C22 . H221 . 0.987 no
C22 . H222 . 0.996 no
O23 . C24 . 1.342(2) yes
C24 . C25 . 1.403(2) yes
C24 . C29 . 1.390(3) yes
C25 . C26 . 1.371(2) yes
C25 . H251 . 0.962 no
C26 . N27 . 1.338(3) yes
C26 . H261 . 0.945 no
N27 . C28 . 1.337(3) yes
N27 . H271 . 0.885 no
C28 . C29 . 1.372(2) yes
C28 . H281 . 0.948 no
C29 . H291 . 0.957 no
C30 . O31 . 1.4499(19) yes
C30 . H301 . 0.990 no
C30 . H302 . 0.988 no
O31 . C32 . 1.3411(19) yes
C32 . C33 . 1.398(2) yes
C32 . C37 . 1.404(2) yes
C33 . C34 . 1.375(2) yes
C33 . H331 . 0.942 no
C34 . N35 . 1.343(2) yes
C34 . H341 . 0.951 no
N35 . C36 . 1.343(2) yes
N35 . H351 . 0.917 no
C36 . C37 . 1.370(2) yes
C36 . H361 . 0.934 no
C37 . H371 . 0.945 no
C38 . O39 . 1.447(2) yes
C38 . H382 . 0.991 no
C38 . H381 . 1.005 no
O39 . C40 . 1.3433(19) yes
C40 . C41 . 1.395(3) yes
C40 . C45 . 1.403(2) yes
C41 . C42 . 1.380(3) yes
C41 . H411 . 0.944 no
C42 . N43 . 1.335(3) yes
C42 . H421 . 0.949 no
N43 . C44 . 1.341(2) yes
N43 . H431 . 0.907 no
C44 . C45 . 1.375(2) yes
C44 . H441 . 0.951 no
C45 . H451 . 0.957 no
C46 . O47 . 1.449(2) yes
C46 . H461 . 0.989 no
C46 . H462 . 0.996 no
O47 . C48 . 1.337(2) yes
C48 . C49 . 1.385(3) yes
C48 . C53 . 1.400(3) yes
C49 . C50 . 1.373(3) yes
C49 . H491 . 0.959 no
C50 . N51 . 1.340(3) yes
C50 . H501 . 0.950 no
N51 . C52 . 1.332(3) yes
N51 . H511 . 0.888 no
C52 . C53 . 1.373(3) yes
C52 . H521 . 0.957 no
C53 . H531 . 0.950 no
C54 . C55 . 1.529(3) yes
C54 . C63 . 1.537(2) yes
C54 . C71 . 1.535(2) yes
C54 . C79 . 1.532(3) yes
C55 . O56 . 1.445(2) yes
C55 . H551 . 1.006 no
C55 . H552 . 0.995 no
O56 . C57 . 1.346(2) yes
C57 . C58 . 1.384(3) yes
C57 . C62 . 1.407(3) yes
C58 . C59 . 1.374(3) yes
C58 . H581 . 0.964 no
C59 . N60 . 1.344(3) yes
C59 . H591 . 0.950 no
N60 . C61 . 1.346(3) yes
N60 . H601 . 0.892 no
C61 . C62 . 1.365(3) yes
C61 . H611 . 0.945 no
C62 . H621 . 0.956 no
C63 . O64 . 1.444(2) yes
C63 . H631 . 0.985 no
C63 . H632 . 1.000 no
O64 . C65 . 1.344(2) yes
C65 . C66 . 1.401(2) yes
C65 . C70 . 1.392(3) yes
C66 . C67 . 1.371(2) yes
C66 . H661 . 0.964 no
C67 . N68 . 1.347(2) yes
C67 . H671 . 0.951 no
N68 . C69 . 1.342(2) yes
N68 . H681 . 0.914 no
C69 . C70 . 1.377(2) yes
C69 . H691 . 0.951 no
C70 . H701 . 0.946 no
C71 . O72 . 1.441(2) yes
C71 . H711 . 0.994 no
C71 . H712 . 0.985 no
O72 . C73 . 1.347(2) yes
C73 . C74 . 1.400(3) yes
C73 . C78 . 1.393(3) yes
C74 . C75 . 1.378(2) yes
C74 . H741 . 0.950 no
C75 . N76 . 1.344(3) yes
C75 . H751 . 0.948 no
N76 . C77 . 1.343(3) yes
N76 . H761 . 0.889 no
C77 . C78 . 1.374(3) yes
C77 . H771 . 0.956 no
C78 . H781 . 0.957 no
C79 . O80 . 1.448(2) yes
C79 . H791 . 0.989 no
C79 . H792 . 0.999 no
O80 . C81 . 1.335(2) yes
C81 . C82 . 1.404(2) yes
C81 . C86 . 1.394(2) yes
C82 . C83 . 1.356(3) yes
C82 . H821 . 0.958 no
C83 . N84 . 1.342(2) yes
C83 . H831 . 0.947 no
N84 . C85 . 1.346(2) yes
N84 . H841 . 0.905 no
C85 . C86 . 1.370(2) yes
C85 . H851 . 0.949 no
C86 . H861 . 0.950 no
C87 . C96 12_554 1.536(2) yes
C87 . C88 12_554 1.529(2) yes
C87 . C88 . 1.529(2) yes
C87 . C96 . 1.536(2) yes
C88 . O89 . 1.444(2) yes
C88 . H882 . 0.993 no
C88 . H881 . 0.997 no
O89 . C90 . 1.345(2) yes
C90 . C91 . 1.393(3) yes
C90 . C95 . 1.402(3) yes
C91 . C92 . 1.377(2) yes
C91 . H911 . 0.947 no
C92 . N93 . 1.341(2) yes
C92 . H921 . 0.949 no
N93 . C94 . 1.344(2) yes
N93 . H931 . 0.910 no
C94 . C95 . 1.366(3) yes
C94 . H941 . 0.958 no
C95 . H951 . 0.964 no
C96 . O97 . 1.451(2) yes
C96 . H961 . 1.002 no
C96 . H962 . 1.004 no
O97 . C98 . 1.332(2) yes
C98 . C99 . 1.394(3) yes
C98 . C103 . 1.402(3) yes
C99 . C100 . 1.371(3) yes
C99 . H991 . 0.950 no
C100 . N101 . 1.343(3) yes
C100 . H1001 . 0.957 no
N101 . C102 . 1.343(3) yes
N101 . H1011 . 0.889 no
C102 . C103 . 1.361(3) yes
C102 . H1021 . 0.940 no
C103 . H1031 . 0.958 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 . C1 . C2 . 116.02(16) yes
O1 . C1 . O2 . 125.85(19) yes
C2 . C1 . O2 . 118.13(17) yes
C1 . C2 . O3 . 116.71(16) yes
C1 . C2 . O4 . 116.90(16) yes
O3 . C2 . O4 . 126.39(18) yes
C4 . C3 . O5 . 118.01(18) yes
C4 . C3 . O6 . 115.45(19) yes
O5 . C3 . O6 . 126.5(2) yes
C3 . C4 . O7 . 117.95(18) yes
C3 . C4 . O8 . 117.01(17) yes
O7 . C4 . O8 . 125.0(2) yes
C6 . C5 . O9 . 116.75(16) yes
C6 . C5 . O10 . 117.23(17) yes
O9 . C5 . O10 . 126.01(19) yes
C5 . C6 . O11 . 118.50(18) yes
C5 . C6 . O12 . 116.66(16) yes
O11 . C6 . O12 . 124.8(2) yes
C8 . C7 . O13 . 116.85(16) yes
C8 . C7 . O14 . 116.50(16) yes
O13 . C7 . O14 . 126.64(18) yes
C7 . C8 . O15 . 118.18(17) yes
C7 . C8 . O16 . 116.55(16) yes
O15 . C8 . O16 . 125.27(19) yes
C10 . C9 . O17 . 116.25(17) yes
C10 . C9 . O18 . 118.38(16) yes
O17 . C9 . O18 . 125.4(2) yes
C9 . C10 . O19 . 116.50(15) yes
C9 . C10 . O20 . 116.71(16) yes
O19 . C10 . O20 . 126.79(18) yes
C22 . C21 . C30 . 108.49(14) yes
C22 . C21 . C38 . 109.31(14) yes
C30 . C21 . C38 . 111.13(13) yes
C22 . C21 . C46 . 109.83(14) yes
C30 . C21 . C46 . 109.91(14) yes
C38 . C21 . C46 . 108.17(15) yes
C21 . C22 . O23 . 105.61(14) yes
C21 . C22 . H221 . 109.5 no
O23 . C22 . H221 . 110.6 no
C21 . C22 . H222 . 110.6 no
O23 . C22 . H222 . 110.1 no
H221 . C22 . H222 . 110.3 no
C22 . O23 . C24 . 119.40(14) yes
O23 . C24 . C25 . 115.14(16) yes
O23 . C24 . C29 . 124.81(16) yes
C25 . C24 . C29 . 120.05(16) yes
C24 . C25 . C26 . 118.57(17) yes
C24 . C25 . H251 . 120.3 no
C26 . C25 . H251 . 121.1 no
C25 . C26 . N27 . 120.56(17) yes
C25 . C26 . H261 . 121.0 no
N27 . C26 . H261 . 118.5 no
C26 . N27 . C28 . 121.35(15) yes
C26 . N27 . H271 . 119.8 no
C28 . N27 . H271 . 118.8 no
N27 . C28 . C29 . 121.70(18) yes
N27 . C28 . H281 . 117.7 no
C29 . C28 . H281 . 120.6 no
C24 . C29 . C28 . 117.76(17) yes
C24 . C29 . H291 . 122.0 no
C28 . C29 . H291 . 120.2 no
C21 . C30 . O31 . 107.54(13) yes
C21 . C30 . H301 . 111.1 no
O31 . C30 . H301 . 109.7 no
C21 . C30 . H302 . 108.2 no
O31 . C30 . H302 . 108.1 no
H301 . C30 . H302 . 112.1 no
C30 . O31 . C32 . 117.92(13) yes
O31 . C32 . C33 . 124.81(14) yes
O31 . C32 . C37 . 116.03(15) yes
C33 . C32 . C37 . 119.17(15) yes
C32 . C33 . C34 . 118.52(15) yes
C32 . C33 . H331 . 120.7 no
C34 . C33 . H331 . 120.8 no
C33 . C34 . N35 . 121.25(16) yes
C33 . C34 . H341 . 120.3 no
N35 . C34 . H341 . 118.5 no
C34 . N35 . C36 . 121.09(14) yes
C34 . N35 . H351 . 118.6 no
C36 . N35 . H351 . 120.3 no
N35 . C36 . C37 . 120.86(16) yes
N35 . C36 . H361 . 117.1 no
C37 . C36 . H361 . 122.0 no
C32 . C37 . C36 . 119.00(16) yes
C32 . C37 . H371 . 119.9 no
C36 . C37 . H371 . 121.1 no
C21 . C38 . O39 . 107.21(14) yes
C21 . C38 . H382 . 110.1 no
O39 . C38 . H382 . 108.8 no
C21 . C38 . H381 . 110.2 no
O39 . C38 . H381 . 110.4 no
H382 . C38 . H381 . 110.1 no
C38 . O39 . C40 . 117.62(13) yes
O39 . C40 . C41 . 115.61(15) yes
O39 . C40 . C45 . 124.52(16) yes
C41 . C40 . C45 . 119.87(16) yes
C40 . C41 . C42 . 118.39(17) yes
C40 . C41 . H411 . 120.2 no
C42 . C41 . H411 . 121.3 no
C41 . C42 . N43 . 121.11(18) yes
C41 . C42 . H421 . 120.7 no
N43 . C42 . H421 . 118.2 no
C42 . N43 . C44 . 121.14(15) yes
C42 . N43 . H431 . 118.5 no
C44 . N43 . H431 . 120.3 no
N43 . C44 . C45 . 121.51(16) yes
N43 . C44 . H441 . 118.1 no
C45 . C44 . H441 . 120.4 no
C40 . C45 . C44 . 117.91(16) yes
C40 . C45 . H451 . 120.3 no
C44 . C45 . H451 . 121.8 no
C21 . C46 . O47 . 106.32(15) yes
C21 . C46 . H461 . 110.0 no
O47 . C46 . H461 . 109.6 no
C21 . C46 . H462 . 110.3 no
O47 . C46 . H462 . 109.7 no
H461 . C46 . H462 . 110.9 no
C46 . O47 . C48 . 121.37(14) yes
O47 . C48 . C49 . 125.51(17) yes
O47 . C48 . C53 . 115.02(17) yes
C49 . C48 . C53 . 119.47(16) yes
C48 . C49 . C50 . 118.18(19) yes
C48 . C49 . H491 . 121.4 no
C50 . C49 . H491 . 120.4 no
C49 . C50 . N51 . 121.5(2) yes
C49 . C50 . H501 . 120.4 no
N51 . C50 . H501 . 118.1 no
C50 . N51 . C52 . 121.42(17) yes
C50 . N51 . H511 . 118.6 no
C52 . N51 . H511 . 119.9 no
N51 . C52 . C53 . 120.22(19) yes
N51 . C52 . H521 . 118.6 no
C53 . C52 . H521 . 121.2 no
C48 . C53 . C52 . 119.2(2) yes
C48 . C53 . H531 . 119.3 no
C52 . C53 . H531 . 121.5 no
C55 . C54 . C63 . 108.81(14) yes
C55 . C54 . C71 . 108.93(16) yes
C63 . C54 . C71 . 110.71(14) yes
C55 . C54 . C79 . 110.27(15) yes
C63 . C54 . C79 . 108.21(16) yes
C71 . C54 . C79 . 109.90(15) yes
C54 . C55 . O56 . 105.69(15) yes
C54 . C55 . H551 . 109.9 no
O56 . C55 . H551 . 108.4 no
C54 . C55 . H552 . 110.3 no
O56 . C55 . H552 . 110.8 no
H551 . C55 . H552 . 111.6 no
C55 . O56 . C57 . 118.86(14) yes
O56 . C57 . C58 . 125.12(16) yes
O56 . C57 . C62 . 115.12(17) yes
C58 . C57 . C62 . 119.76(17) yes
C57 . C58 . C59 . 118.27(17) yes
C57 . C58 . H581 . 120.8 no
C59 . C58 . H581 . 120.9 no
C58 . C59 . N60 . 121.58(18) yes
C58 . C59 . H591 . 119.4 no
N60 . C59 . H591 . 119.0 no
C59 . N60 . C61 . 120.70(16) yes
C59 . N60 . H601 . 119.0 no
C61 . N60 . H601 . 120.2 no
N60 . C61 . C62 . 120.93(18) yes
N60 . C61 . H611 . 118.8 no
C62 . C61 . H611 . 120.3 no
C57 . C62 . C61 . 118.71(18) yes
C57 . C62 . H621 . 120.2 no
C61 . C62 . H621 . 121.1 no
C54 . C63 . O64 . 107.09(15) yes
C54 . C63 . H631 . 110.5 no
O64 . C63 . H631 . 109.7 no
C54 . C63 . H632 . 108.6 no
O64 . C63 . H632 . 109.5 no
H631 . C63 . H632 . 111.3 no
C63 . O64 . C65 . 117.40(14) yes
O64 . C65 . C66 . 115.59(16) yes
O64 . C65 . C70 . 124.83(15) yes
C66 . C65 . C70 . 119.58(15) yes
C65 . C66 . C67 . 119.02(17) yes
C65 . C66 . H661 . 121.3 no
C67 . C66 . H661 . 119.7 no
C66 . C67 . N68 . 120.59(17) yes
C66 . C67 . H671 . 122.3 no
N68 . C67 . H671 . 117.1 no
C67 . N68 . C69 . 121.03(15) yes
C67 . N68 . H681 . 119.9 no
C69 . N68 . H681 . 118.8 no
N68 . C69 . C70 . 121.42(17) yes
N68 . C69 . H691 . 118.7 no
C70 . C69 . H691 . 119.9 no
C65 . C70 . C69 . 118.28(16) yes
C65 . C70 . H701 . 121.4 no
C69 . C70 . H701 . 120.3 no
C54 . C71 . O72 . 107.28(15) yes
C54 . C71 . H711 . 109.1 no
O72 . C71 . H711 . 110.0 no
C54 . C71 . H712 . 110.4 no
O72 . C71 . H712 . 110.1 no
H711 . C71 . H712 . 109.9 no
C71 . O72 . C73 . 117.98(15) yes
O72 . C73 . C74 . 124.13(17) yes
O72 . C73 . C78 . 115.88(17) yes
C74 . C73 . C78 . 119.99(16) yes
C73 . C74 . C75 . 117.83(18) yes
C73 . C74 . H741 . 121.3 no
C75 . C74 . H741 . 120.9 no
C74 . C75 . N76 . 121.24(18) yes
C74 . C75 . H751 . 120.3 no
N76 . C75 . H751 . 118.5 no
C75 . N76 . C77 . 121.41(16) yes
C75 . N76 . H761 . 118.2 no
C77 . N76 . H761 . 120.3 no
N76 . C77 . C78 . 120.45(19) yes
N76 . C77 . H771 . 118.8 no
C78 . C77 . H771 . 120.7 no
C73 . C78 . C77 . 118.96(19) yes
C73 . C78 . H781 . 120.3 no
C77 . C78 . H781 . 120.7 no
C54 . C79 . O80 . 105.44(15) yes
C54 . C79 . H791 . 109.5 no
O80 . C79 . H791 . 109.0 no
C54 . C79 . H792 . 111.2 no
O80 . C79 . H792 . 111.3 no
H791 . C79 . H792 . 110.3 no
C79 . O80 . C81 . 120.36(14) yes
O80 . C81 . C82 . 115.21(16) yes
O80 . C81 . C86 . 124.92(16) yes
C82 . C81 . C86 . 119.87(16) yes
C81 . C82 . C83 . 119.06(17) yes
C81 . C82 . H821 . 119.4 no
C83 . C82 . H821 . 121.6 no
C82 . C83 . N84 . 120.72(17) yes
C82 . C83 . H831 . 121.0 no
N84 . C83 . H831 . 118.2 no
C83 . N84 . C85 . 121.00(16) yes
C83 . N84 . H841 . 119.6 no
C85 . N84 . H841 . 119.3 no
N84 . C85 . C86 . 121.70(17) yes
N84 . C85 . H851 . 118.8 no
C86 . C85 . H851 . 119.5 no
C81 . C86 . C85 . 117.61(16) yes
C81 . C86 . H861 . 121.2 no
C85 . C86 . H861 . 121.2 no
C96 12_554 C87 . C88 12_554 109.13(10) yes
C96 12_554 C87 . C88 . 108.66(11) yes
C88 12_554 C87 . C88 . 110.87(19) yes
C96 12_554 C87 . C96 . 110.4(2) yes
C88 12_554 C87 . C96 . 108.66(11) yes
C88 . C87 . C96 . 109.13(10) yes
C87 . C88 . O89 . 107.17(13) yes
C87 . C88 . H882 . 108.2 no
O89 . C88 . H882 . 110.6 no
C87 . C88 . H881 . 111.3 no
O89 . C88 . H881 . 109.8 no
H882 . C88 . H881 . 109.8 no
C88 . O89 . C90 . 118.03(14) yes
O89 . C90 . C91 . 124.39(16) yes
O89 . C90 . C95 . 115.99(16) yes
C91 . C90 . C95 . 119.62(16) yes
C90 . C91 . C92 . 118.12(16) yes
C90 . C91 . H911 . 121.0 no
C92 . C91 . H911 . 120.9 no
C91 . C92 . N93 . 121.32(17) yes
C91 . C92 . H921 . 120.1 no
N93 . C92 . H921 . 118.6 no
C92 . N93 . C94 . 121.19(15) yes
C92 . N93 . H931 . 119.3 no
C94 . N93 . H931 . 119.4 no
N93 . C94 . C95 . 120.64(17) yes
N93 . C94 . H941 . 118.4 no
C95 . C94 . H941 . 121.0 no
C90 . C95 . C94 . 119.04(17) yes
C90 . C95 . H951 . 119.5 no
C94 . C95 . H951 . 121.4 no
C87 . C96 . O97 . 105.20(15) yes
C87 . C96 . H961 . 109.2 no
O97 . C96 . H961 . 110.3 no
C87 . C96 . H962 . 109.6 no
O97 . C96 . H962 . 111.4 no
H961 . C96 . H962 . 111.0 no
C96 . O97 . C98 . 120.08(15) yes
O97 . C98 . C99 . 125.12(17) yes
O97 . C98 . C103 . 115.29(17) yes
C99 . C98 . C103 . 119.58(17) yes
C98 . C99 . C100 . 118.01(18) yes
C98 . C99 . H991 . 120.1 no
C100 . C99 . H991 . 121.9 no
C99 . C100 . N101 . 121.53(19) yes
C99 . C100 . H1001 . 120.6 no
N101 . C100 . H1001 . 117.9 no
C100 . N101 . C102 . 121.11(16) yes
C100 . N101 . H1011 . 119.4 no
C102 . N101 . H1011 . 119.5 no
N101 . C102 . C103 . 120.60(18) yes
N101 . C102 . H1021 . 118.2 no
C103 . C102 . H1021 . 121.2 no
C98 . C103 . C102 . 119.17(19) yes
C98 . C103 . H1031 . 119.8 no
C102 . C103 . H1031 . 121.1 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C22 . H221 . O12 16_456 133.0 0.987 2.563 3.314(3) yes
C29 . H291 . O7 . 156.0 0.957 2.433 3.333(3) yes
C33 . H331 . O11 16_456 124.0 0.942 2.593 3.216(3) yes
C37 . H371 . O20 . 175.0 0.945 2.545 3.488(3) yes
C49 . H491 . O9 2_667 159.0 0.959 2.438 3.349(3) yes
C50 . H501 . O10 2_667 122.0 0.950 2.554 3.164(3) yes
C55 . H551 . O16 2_666 135.0 1.006 2.592 3.381(3) yes
C58 . H581 . O20 . 154.0 0.964 2.416 3.311(3) yes
C82 . H821 . O18 . 160.0 0.958 2.495 3.411(3) yes
C86 . H861 . O4 13_555 155.0 0.950 2.488 3.374(3) yes
C91 . H911 . O5 16_456 131.0 0.947 2.570 3.275(3) yes
C99 . H991 . O13 . 156.0 0.950 2.447 3.336(3) yes
N84 . H841 . O10 . 122.0 0.905 2.364 2.951(3) yes
N84 . H841 . O12 . 156.0 0.905 1.738 2.589(3) yes
N27 . H271 . O1 16_456 147.0 0.885 1.842 2.631(3) yes
N27 . H271 . O3 16_456 132.0 0.885 2.253 2.918(3) yes
N101 . H1011 . O14 6_545 131.0 0.889 2.239 2.901(3) yes
N101 . H1011 . O16 6_545 147.0 0.889 1.821 2.614(3) yes
N68 . H681 . O18 2_666 122.0 0.914 2.219 2.816(3) yes
N68 . H681 . O20 2_666 150.0 0.914 1.868 2.699(3) yes
N51 . H511 . O17 2_667 145.0 0.888 1.850 2.625(3) yes
N51 . H511 . O19 2_667 134.0 0.888 2.226 2.913(3) yes
N76 . H761 . O9 13_554 161.0 0.889 1.800 2.658(3) yes
N60 . H601 . O6 2_667 150.0 0.892 1.806 2.617(3) yes
N60 . H601 . O8 2_667 127.0 0.892 2.238 2.863(3) yes
N93 . H931 . O5 . 120.0 0.910 2.403 2.968(3) yes
N93 . H931 . O7 . 155.0 0.910 1.770 2.626(3) yes
N43 . H431 . O13 . 153.0 0.907 1.819 2.661(3) yes
N43 . H431 . O15 . 121.0 0.907 2.312 2.889(3) yes
N35 . H351 . O2 2_666 121.0 0.917 2.292 2.870(3) yes
N35 . H351 . O4 2_666 153.0 0.917 1.853 2.704(3) yes

# 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 0.000 0.250 0.125 46 3 ' '
2 0.000 0.250 0.625 27 2 ' '
3 0.000 0.750 0.875 46 3 ' '
4 0.000 0.750 0.375 27 1 ' '
5 0.054 0.102 0.620 209 89 ' '
6 0.054 0.602 0.374 209 89 ' '
7 0.098 0.452 0.362 47 3 ' '
8 0.098 0.952 0.637 47 3 ' '
9 0.098 0.453 0.880 21 1 ' '
10 0.099 0.953 0.120 21 1 ' '
11 0.148 0.304 0.884 209 88 ' '
12 0.148 0.804 0.103 209 88 ' '
13 0.202 0.152 0.887 47 3 ' '
14 0.202 0.652 0.113 47 3 ' '
15 0.203 0.151 0.370 21 1 ' '
16 0.250 0.500 0.605 234 98 ' '
17 0.203 0.651 0.630 21 1 ' '
18 0.250 1.000 0.387 234 98 ' '
19 0.298 0.348 0.612 47 2 ' '
20 0.298 0.848 0.387 47 2 ' '
21 0.296 0.349 0.130 21 1 ' '
22 0.296 0.849 0.870 21 1 ' '
23 0.352 0.196 0.121 208 89 ' '
24 0.352 0.696 0.874 208 89 ' '
25 0.402 0.048 0.138 47 2 ' '
26 0.402 0.548 0.862 47 2 ' '
27 0.401 0.047 0.620 21 1 ' '
28 0.401 0.547 0.380 21 1 ' '
29 0.446 0.398 0.389 209 89 ' '
30 0.446 0.898 0.600 208 89 ' '
31 0.500 0.250 0.375 46 3 ' '
32 0.500 0.750 0.625 46 3 ' '
33 0.500 0.250 0.875 27 1 ' '
34 0.500 0.750 0.125 27 2 ' '
35 0.554 0.102 0.874 209 89 ' '
36 0.554 0.602 0.120 209 89 ' '
37 0.598 0.452 0.137 47 3 ' '
38 0.598 0.952 0.862 47 3 ' '
39 0.599 0.453 0.620 21 1 ' '
40 0.598 0.953 0.380 21 1 ' '
41 0.648 0.304 0.603 209 88 ' '
42 0.648 0.804 0.384 209 88 ' '
43 0.702 0.152 0.613 47 3 ' '
44 0.702 0.652 0.387 47 3 ' '
45 0.703 0.151 0.130 21 1 ' '
46 0.750 0.500 0.887 234 98 ' '
47 0.703 0.651 0.870 21 1 ' '
48 0.750 1.000 0.105 234 98 ' '
49 0.798 0.348 0.888 47 2 ' '
50 0.798 0.848 0.112 47 2 ' '
51 0.796 0.349 0.370 21 1 ' '
52 0.796 0.849 0.630 21 1 ' '
53 0.852 0.196 0.374 208 89 ' '
54 0.852 0.696 0.621 208 89 ' '
55 0.902 0.048 0.362 47 2 ' '
56 0.902 0.548 0.638 47 2 ' '
57 0.901 0.047 0.880 21 1 ' '
58 0.901 0.547 0.120 21 1 ' '
59 0.946 0.398 0.100 208 89 ' '
60 0.946 0.898 0.889 209 89 ' '
_platon_squeeze_details          
;
The squeeze output implies that 1886 electrons were removed 
from the unit cell contents, which can be associated to 
1886/16=12 water molecules in the asymmetric unit 
(Space group I 41/a, general multiplicity = 16) and 
around 5 water molecules in the overall formulation. 
The contribution of those disordered water molecules were 
included in the formula weight, density, and other calculations.
;


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 19/07/11 at 15:27:31
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (  22,X'S) H   ( 221,X'S) H   ( 222,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE N   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) H   ( 302,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE N   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
RIDE C   (  38,X'S) H   ( 382,X'S) H   ( 381,X'S) 
RIDE C   (  41,X'S) H   ( 411,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) 
RIDE N   (  43,X'S) H   ( 431,X'S) 
RIDE C   (  44,X'S) H   ( 441,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) H   ( 462,X'S) 
RIDE C   (  49,X'S) H   ( 491,X'S) 
RIDE C   (  50,X'S) H   ( 501,X'S) 
RIDE N   (  51,X'S) H   ( 511,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) 
RIDE C   (  53,X'S) H   ( 531,X'S) 
RIDE C   (  55,X'S) H   ( 551,X'S) H   ( 552,X'S) 
RIDE C   (  58,X'S) H   ( 581,X'S) 
RIDE C   (  59,X'S) H   ( 591,X'S) 
RIDE N   (  60,X'S) H   ( 601,X'S) 
RIDE C   (  61,X'S) H   ( 611,X'S) 
RIDE C   (  62,X'S) H   ( 621,X'S) 
RIDE C   (  63,X'S) H   ( 631,X'S) H   ( 632,X'S) 
RIDE C   (  66,X'S) H   ( 661,X'S) 
RIDE C   (  67,X'S) H   ( 671,X'S) 
RIDE N   (  68,X'S) H   ( 681,X'S) 
RIDE C   (  69,X'S) H   ( 691,X'S) 
RIDE C   (  70,X'S) H   ( 701,X'S) 
RIDE C   (  71,X'S) H   ( 711,X'S) H   ( 712,X'S) 
RIDE C   (  74,X'S) H   ( 741,X'S) 
RIDE C   (  75,X'S) H   ( 751,X'S) 
RIDE N   (  76,X'S) H   ( 761,X'S) 
RIDE C   (  77,X'S) H   ( 771,X'S) 
RIDE C   (  78,X'S) H   ( 781,X'S) 
RIDE C   (  79,X'S) H   ( 791,X'S) H   ( 792,X'S) 
RIDE C   (  82,X'S) H   ( 821,X'S) 
RIDE C   (  83,X'S) H   ( 831,X'S) 
RIDE N   (  84,X'S) H   ( 841,X'S) 
RIDE C   (  85,X'S) H   ( 851,X'S) 
RIDE C   (  86,X'S) H   ( 861,X'S) 
RIDE C   (  88,X'S) H   ( 882,X'S) H   ( 881,X'S) 
RIDE C   (  91,X'S) H   ( 911,X'S) 
RIDE C   (  92,X'S) H   ( 921,X'S) 
RIDE N   (  93,X'S) H   ( 931,X'S) 
RIDE C   (  94,X'S) H   ( 941,X'S) 
RIDE C   (  95,X'S) H   ( 951,X'S) 
RIDE C   (  96,X'S) H   ( 961,X'S) H   ( 962,X'S) 
RIDE C   (  99,X'S) H   ( 991,X'S) 
RIDE C   ( 100,X'S) H   (1001,X'S) 
RIDE N   ( 101,X'S) H   (1011,X'S) 
RIDE C   ( 102,X'S) H   (1021,X'S) 
RIDE C   ( 103,X'S) H   (1031,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 19/07/11 at 15:27:31
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# 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_cpd5
_database_code_depnum_ccdc_archive 'CCDC 1402188'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-07-13 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          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   10.3014(6)
_cell_length_b                   12.5123(8)
_cell_length_c                   17.7504(10)
_cell_angle_alpha                94.575(5)
_cell_angle_beta                 97.802(5)
_cell_angle_gamma                104.605(5)
_cell_volume                     2177.9(2)

_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'
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'
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'


_cell_formula_units_Z            2

_chemical_formula_sum            'C44 H51 N5 O17'
_chemical_formula_moiety         
'C25 H28 N4 O4, 2(C8 H4 O4), C3 H7 N O, 4(H2 O)'
_chemical_compound_source        ?
_chemical_formula_weight         921.91


_cell_measurement_reflns_used    5951
_cell_measurement_theta_min      4
_cell_measurement_theta_max      61
_cell_measurement_temperature    125

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.050
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_max          0.250

_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             960
_exptl_absorpt_coefficient_mu    0.920

# Sheldrick geometric approximatio 0.96 0.96 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.96
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      125
_diffrn_reflns_number            25169
_reflns_number_total             6554
_diffrn_reflns_av_R_equivalents  0.047
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 6554 
# Theoretical number of reflections is about 13264 


_diffrn_reflns_theta_min         3.677
_diffrn_reflns_theta_max         60.848
_diffrn_measured_fraction_theta_max 0.989

_diffrn_reflns_theta_full        59.022
_diffrn_measured_fraction_theta_full 0.996


_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_reflns_limit_h_min              -11
_reflns_limit_h_max              11
_reflns_limit_k_min              -14
_reflns_limit_k_max              14
_reflns_limit_l_min              0
_reflns_limit_l_max              20

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.50
_refine_diff_density_max         1.09


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>2.5\s(I)
_refine_ls_number_reflns         4866
_refine_ls_number_restraints     0
_refine_ls_number_parameters     595
_oxford_refine_ls_R_factor_ref   0.0766
_refine_ls_wR_factor_ref         0.0912
_refine_ls_goodness_of_fit_ref   1.1182
_refine_ls_shift/su_max          0.0002678
_refine_ls_shift/su_mean         0.0000184


# The values computed from all data 
_oxford_reflns_number_all        6520
_refine_ls_R_factor_all          0.0994
_refine_ls_wR_factor_all         0.1044

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5100
_refine_ls_R_factor_gt           0.0799
_refine_ls_wR_factor_gt          0.0927

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr # none, undef, noref, refall,
# refxyz, refU, constr or 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: 
 33.7 29.3 29.7 15.1 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.6059(3) 0.3423(3) 0.75841(19) 0.0212 1.0000 Uani . . . . . .
C2 C 0.4892(3) 0.3623(3) 0.7027(2) 0.0231 1.0000 Uani . . . . . .
C4 C 0.2986(3) 0.4390(3) 0.7090(2) 0.0246 1.0000 Uani . . . . . .
C5 C 0.2364(4) 0.3914(3) 0.6355(2) 0.0270 1.0000 Uani . . . . . .
C6 C 0.1201(4) 0.4181(3) 0.6058(2) 0.0296 1.0000 Uani . . . . . .
C8 C 0.1265(4) 0.5325(3) 0.7159(2) 0.0311 1.0000 Uani . . . . . .
C9 C 0.2412(4) 0.5091(3) 0.7496(2) 0.0313 1.0000 Uani . . . . . .
C10 C 0.6871(3) 0.4491(3) 0.8094(2) 0.0260 1.0000 Uani . . . . . .
C12 C 0.8223(3) 0.6296(3) 0.7947(2) 0.0257 1.0000 Uani . . . . . .
C13 C 0.8434(4) 0.6659(3) 0.8724(2) 0.0301 1.0000 Uani . . . . . .
C14 C 0.9224(4) 0.7730(3) 0.8972(2) 0.0347 1.0000 Uani . . . . . .
C16 C 0.9558(4) 0.8070(3) 0.7762(2) 0.0362 1.0000 Uani . . . . . .
C17 C 0.8811(4) 0.7033(3) 0.7464(2) 0.0300 1.0000 Uani . . . . . .
C18 C 0.5550(3) 0.2578(3) 0.8121(2) 0.0250 1.0000 Uani . . . . . .
C20 C 0.4324(3) 0.0641(3) 0.7973(2) 0.0232 1.0000 Uani . . . . . .
C21 C 0.4576(4) 0.0545(3) 0.8747(2) 0.0282 1.0000 Uani . . . . . .
C22 C 0.4039(4) -0.0462(3) 0.8987(2) 0.0328 1.0000 Uani . . . . . .
C24 C 0.3086(4) -0.1257(3) 0.7750(2) 0.0247 1.0000 Uani . . . . . .
C25 C 0.3548(4) -0.0280(3) 0.7468(2) 0.0277 1.0000 Uani . . . . . .
C26 C 0.6939(3) 0.2994(3) 0.7066(2) 0.0238 1.0000 Uani . . . . . .
C28 C 0.8847(4) 0.2237(3) 0.7174(2) 0.0283 1.0000 Uani . . . . . .
C29 C 0.9902(4) 0.1967(4) 0.7627(2) 0.0408 1.0000 Uani . . . . . .
C30 C 1.0693(4) 0.1405(4) 0.7281(3) 0.0444 1.0000 Uani . . . . . .
C32 C 0.9498(4) 0.1402(4) 0.6087(2) 0.0404 1.0000 Uani . . . . . .
C33 C 0.8663(4) 0.1964(3) 0.6390(2) 0.0338 1.0000 Uani . . . . . .
C34 C 0.5933(4) 0.5700(3) 0.5574(2) 0.0314 1.0000 Uani . . . . . .
C35 C 0.6284(4) 0.4823(3) 0.5199(2) 0.0277 1.0000 Uani . . . . . .
C36 C 0.5343(4) 0.4129(3) 0.4619(2) 0.0353 1.0000 Uani . . . . . .
C37 C 0.7656(4) 0.4621(3) 0.5417(2) 0.0304 1.0000 Uani . . . . . .
C40 C 0.3952(4) 0.4568(4) 0.9412(2) 0.0441 1.0000 Uani . . . . . .
C41 C 0.4299(4) 0.3892(3) 0.9917(2) 0.0334 1.0000 Uani . . . . . .
C42 C 0.5339(5) 0.4312(4) 1.0505(2) 0.0437 1.0000 Uani . . . . . .
C43 C 0.3563(5) 0.2625(5) 0.9895(3) 0.0556 1.0000 Uani . . . . . .
C46 C 0.9513(4) 0.5135(3) 1.0680(2) 0.0292 1.0000 Uani . . . . . .
C47 C 0.9010(4) 0.4138(3) 1.0206(2) 0.0268 1.0000 Uani . . . . . .
C48 C 0.9511(4) 0.4003(3) 0.9524(2) 0.0289 1.0000 Uani . . . . . .
C49 C 0.7970(4) 0.3183(3) 1.0432(2) 0.0302 1.0000 Uani . . . . . .
C52 C 0.3884(5) -0.0739(3) 0.5192(2) 0.0385 1.0000 Uani . . . . . .
C53 C 0.3970(4) 0.0389(3) 0.5263(2) 0.0334 1.0000 Uani . . . . . .
C54 C 0.5094(5) 0.1119(3) 0.5075(2) 0.0391 1.0000 Uani . . . . . .
C55 C 0.2866(5) 0.0846(4) 0.5527(2) 0.0378 1.0000 Uani . . . . . .
C59 C 0.6744(4) -0.0924(4) 0.7963(3) 0.0439 1.0000 Uani . . . . . .
C61 C 0.6157(11) -0.1320(7) 0.6666(4) 0.1097 1.0000 Uani . . . . . .
C62 C 0.5377(5) -0.2761(4) 0.7514(3) 0.0535 1.0000 Uani . . . . . .
O3 O 0.4129(2) 0.4191(2) 0.74605(13) 0.0279 1.0000 Uani . . . . . .
O11 O 0.7479(2) 0.5277(2) 0.76095(14) 0.0289 1.0000 Uani . . . . . .
O19 O 0.4759(3) 0.15755(19) 0.76403(13) 0.0273 1.0000 Uani . . . . . .
O27 O 0.8068(2) 0.2759(2) 0.75366(14) 0.0291 1.0000 Uani . . . . . .
O38 O 0.8548(3) 0.5415(2) 0.58327(16) 0.0388 1.0000 Uani . . . . . .
O39 O 0.7853(3) 0.3726(2) 0.51938(16) 0.0408 1.0000 Uani . . . . . .
O44 O 0.2646(4) 0.2317(3) 0.9307(2) 0.0628 1.0000 Uani . . . . . .
O45 O 0.3923(4) 0.2076(3) 1.0367(2) 0.0579 1.0000 Uani . . . . . .
O50 O 0.7845(3) 0.3249(2) 1.11416(14) 0.0313 1.0000 Uani . . . . . .
O51 O 0.7323(3) 0.2406(2) 0.99434(15) 0.0392 1.0000 Uani . . . . . .
O56 O 0.2871(4) 0.1808(3) 0.54631(19) 0.0564 1.0000 Uani . . . . . .
O57 O 0.1969(3) 0.0153(3) 0.58188(17) 0.0455 1.0000 Uani . . . . . .
O58 O 0.7350(4) 0.0044(4) 0.7989(3) 0.0786 1.0000 Uani . . . . . .
O63 O 0.1324(5) 0.0348(3) 0.9381(2) 0.0821 1.0000 Uani . . . . . .
O64 O 0.9192(5) 0.7704(4) 0.5586(2) 0.0789 1.0000 Uani . . . . . .
O65 O 0.8520(5) 0.0923(4) 0.9393(3) 0.0830 1.0000 Uani . . . . . .
O66 O 0.1770(4) 0.7410(3) 0.6147(2) 0.0701 1.0000 Uani . . . . . .
N7 N 0.0666(3) 0.4870(3) 0.64508(17) 0.0285 1.0000 Uani . . . . . .
N15 N 0.9782(3) 0.8437(3) 0.8519(2) 0.0366 1.0000 Uani . . . . . .
N23 N 0.3327(3) -0.1344(2) 0.84978(17) 0.0268 1.0000 Uani . . . . . .
N31 N 1.0490(4) 0.1126(3) 0.6522(2) 0.0418 1.0000 Uani . . . . . .
N60 N 0.6120(5) -0.1638(4) 0.7431(3) 0.0627 1.0000 Uani . . . . . .
H21 H 0.5254 0.4080 0.6653 0.0259 1.0000 Uiso R . . . . .
H22 H 0.4314 0.2920 0.6778 0.0255 1.0000 Uiso R . . . . .
H51 H 0.2705 0.3431 0.6076 0.0299 1.0000 Uiso R . . . . .
H61 H 0.0775 0.3881 0.5565 0.0349 1.0000 Uiso R . . . . .
H71 H -0.0098 0.4989 0.6255 0.0334 1.0000 Uiso R . . . . .
H81 H 0.0862 0.5788 0.7428 0.0360 1.0000 Uiso R . . . . .
H91 H 0.2818 0.5413 0.7987 0.0373 1.0000 Uiso R . . . . .
H101 H 0.7579 0.4329 0.8445 0.0296 1.0000 Uiso R . . . . .
H102 H 0.6272 0.4797 0.8383 0.0295 1.0000 Uiso R . . . . .
H131 H 0.8052 0.6187 0.9068 0.0346 1.0000 Uiso R . . . . .
H141 H 0.9361 0.7964 0.9495 0.0430 1.0000 Uiso R . . . . .
H151 H 1.0208 0.9111 0.8688 0.0429 1.0000 Uiso R . . . . .
H161 H 0.9941 0.8561 0.7436 0.0411 1.0000 Uiso R . . . . .
H171 H 0.8676 0.6820 0.6943 0.0349 1.0000 Uiso R . . . . .
H181 H 0.4964 0.2848 0.8422 0.0277 1.0000 Uiso R . . . . .
H182 H 0.6285 0.2438 0.8457 0.0275 1.0000 Uiso R . . . . .
H211 H 0.5083 0.1158 0.9098 0.0320 1.0000 Uiso R . . . . .
H221 H 0.4160 -0.0545 0.9508 0.0382 1.0000 Uiso R . . . . .
H231 H 0.2903 -0.1938 0.8674 0.0323 1.0000 Uiso R . . . . .
H241 H 0.2576 -0.1876 0.7423 0.0303 1.0000 Uiso R . . . . .
H251 H 0.3374 -0.0227 0.6949 0.0318 1.0000 Uiso R . . . . .
H261 H 0.7270 0.3551 0.6737 0.0280 1.0000 Uiso R . . . . .
H262 H 0.6398 0.2315 0.6751 0.0277 1.0000 Uiso R . . . . .
H291 H 1.0070 0.2168 0.8149 0.0471 1.0000 Uiso R . . . . .
H301 H 1.1398 0.1209 0.7583 0.0532 1.0000 Uiso R . . . . .
H311 H 1.1092 0.0872 0.6313 0.0504 1.0000 Uiso R . . . . .
H321 H 0.9376 0.1216 0.5556 0.0470 1.0000 Uiso R . . . . .
H331 H 0.7991 0.2154 0.6065 0.0390 1.0000 Uiso R . . . . .
H341 H 0.6562 0.6177 0.5953 0.0381 1.0000 Uiso R . . . . .
H361 H 0.5573 0.3554 0.4354 0.0397 1.0000 Uiso R . . . . .
H401 H 0.3245 0.4278 0.9014 0.0532 1.0000 Uiso R . . . . .
H421 H 0.5569 0.3854 1.0855 0.0513 1.0000 Uiso R . . . . .
H461 H 0.9182 0.5221 1.1135 0.0324 1.0000 Uiso R . . . . .
H481 H 0.9165 0.3330 0.9201 0.0334 1.0000 Uiso R . . . . .
H521 H 0.3125 -0.1243 0.5327 0.0466 1.0000 Uiso R . . . . .
H541 H 0.5185 0.1889 0.5127 0.0479 1.0000 Uiso R . . . . .
H591 H 0.6738 -0.1217 0.8445 0.0537 1.0000 Uiso R . . . . .
H611 H 0.6631 -0.1752 0.6384 0.1819 1.0000 Uiso R . . . . .
H612 H 0.5240 -0.1424 0.6394 0.1822 1.0000 Uiso R . . . . .
H613 H 0.6644 -0.0531 0.6726 0.1819 1.0000 Uiso R . . . . .
H621 H 0.4441 -0.2874 0.7321 0.0803 1.0000 Uiso R . . . . .
H622 H 0.5501 -0.2820 0.8049 0.0795 1.0000 Uiso R . . . . .
H623 H 0.5726 -0.3278 0.7247 0.0801 1.0000 Uiso R . . . . .
H661 H 0.1946 0.7223 0.5721 0.1102 1.0000 Uiso R . . . . .
H662 H 0.1109 0.7804 0.6170 0.1095 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.534(5) yes
C1 . C10 . 1.530(5) yes
C1 . C18 . 1.523(5) yes
C1 . C26 . 1.533(5) yes
C2 . O3 . 1.439(4) yes
C2 . H21 . 0.963 no
C2 . H22 . 0.963 no
C4 . C5 . 1.387(5) yes
C4 . C9 . 1.384(5) yes
C4 . O3 . 1.358(4) yes
C5 . C6 . 1.373(5) yes
C5 . H51 . 0.917 no
C6 . N7 . 1.334(5) yes
C6 . H61 . 0.927 no
C8 . C9 . 1.359(5) yes
C8 . N7 . 1.335(5) yes
C8 . H81 . 0.932 no
C9 . H91 . 0.927 no
C10 . O11 . 1.439(4) yes
C10 . H101 . 0.965 no
C10 . H102 . 0.981 no
C12 . C13 . 1.388(5) yes
C12 . C17 . 1.393(5) yes
C12 . O11 . 1.354(4) yes
C13 . C14 . 1.383(6) yes
C13 . H131 . 0.938 no
C14 . N15 . 1.319(5) yes
C14 . H141 . 0.931 no
C16 . C17 . 1.354(6) yes
C16 . N15 . 1.354(5) yes
C16 . H161 . 0.930 no
C17 . H171 . 0.923 no
C18 . O19 . 1.445(4) yes
C18 . H181 . 0.963 no
C18 . H182 . 0.960 no
C20 . C21 . 1.383(5) yes
C20 . C25 . 1.395(5) yes
C20 . O19 . 1.354(4) yes
C21 . C22 . 1.368(5) yes
C21 . H211 . 0.940 no
C22 . N23 . 1.332(5) yes
C22 . H221 . 0.935 no
C24 . C25 . 1.357(5) yes
C24 . N23 . 1.334(5) yes
C24 . H241 . 0.924 no
C25 . H251 . 0.926 no
C26 . O27 . 1.444(4) yes
C26 . H261 . 0.971 no
C26 . H262 . 0.973 no
C28 . C29 . 1.390(6) yes
C28 . C33 . 1.382(6) yes
C28 . O27 . 1.350(4) yes
C29 . C30 . 1.375(6) yes
C29 . H291 . 0.921 no
C30 . N31 . 1.339(6) yes
C30 . H301 . 0.938 no
C32 . C33 . 1.375(6) yes
C32 . N31 . 1.330(6) yes
C32 . H321 . 0.936 no
C33 . H331 . 0.930 no
C34 . C36 2_666 1.386(5) yes
C34 . C35 . 1.389(5) yes
C34 . H341 . 0.923 no
C35 . C36 . 1.383(6) yes
C35 . C37 . 1.503(5) yes
C36 . H361 . 0.926 no
C37 . O38 . 1.271(5) yes
C37 . O39 . 1.232(5) yes
C40 . C42 2_667 1.393(7) yes
C40 . C41 . 1.354(6) yes
C40 . H401 . 0.921 no
C41 . C42 . 1.357(6) yes
C41 . C43 . 1.570(7) yes
C42 . H421 . 0.925 no
C43 . O44 . 1.270(6) yes
C43 . O45 . 1.203(6) yes
C46 . C48 2_767 1.386(5) yes
C46 . C47 . 1.386(5) yes
C46 . H461 . 0.927 no
C47 . C48 . 1.393(5) yes
C47 . C49 . 1.511(5) yes
C48 . H481 . 0.939 no
C49 . O50 . 1.282(4) yes
C49 . O51 . 1.235(5) yes
C52 . C54 2_656 1.381(6) yes
C52 . C53 . 1.386(6) yes
C52 . H521 . 0.946 no
C53 . C54 . 1.381(6) yes
C53 . C55 . 1.507(6) yes
C54 . H541 . 0.940 no
C55 . O56 . 1.217(5) yes
C55 . O57 . 1.293(5) yes
C59 . O58 . 1.209(6) yes
C59 . N60 . 1.231(6) yes
C59 . H591 . 0.958 no
C61 . N60 . 1.447(8) yes
C61 . H611 . 0.968 no
C61 . H612 . 0.974 no
C61 . H613 . 0.977 no
C62 . N60 . 1.450(7) yes
C62 . H621 . 0.950 no
C62 . H622 . 0.953 no
C62 . H623 . 0.941 no
O66 . H661 . 0.830 no
O66 . H662 . 0.940 no
N7 . H71 . 0.870 no
N15 . H151 . 0.855 no
N23 . H231 . 0.866 no
N31 . H311 . 0.876 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C10 . 111.7(3) yes
C2 . C1 . C18 . 112.1(3) yes
C10 . C1 . C18 . 106.4(3) yes
C2 . C1 . C26 . 104.5(3) yes
C10 . C1 . C26 . 111.4(3) yes
C18 . C1 . C26 . 110.9(3) yes
C1 . C2 . O3 . 108.2(3) yes
C1 . C2 . H21 . 109.8 no
O3 . C2 . H21 . 109.3 no
C1 . C2 . H22 . 109.5 no
O3 . C2 . H22 . 109.8 no
H21 . C2 . H22 . 110.2 no
C5 . C4 . C9 . 119.5(3) yes
C5 . C4 . O3 . 124.1(3) yes
C9 . C4 . O3 . 116.3(3) yes
C4 . C5 . C6 . 117.6(3) yes
C4 . C5 . H51 . 121.7 no
C6 . C5 . H51 . 120.7 no
C5 . C6 . N7 . 122.3(3) yes
C5 . C6 . H61 . 119.1 no
N7 . C6 . H61 . 118.5 no
C9 . C8 . N7 . 121.2(3) yes
C9 . C8 . H81 . 120.2 no
N7 . C8 . H81 . 118.5 no
C4 . C9 . C8 . 119.4(3) yes
C4 . C9 . H91 . 120.2 no
C8 . C9 . H91 . 120.4 no
C1 . C10 . O11 . 108.0(3) yes
C1 . C10 . H101 . 109.3 no
O11 . C10 . H101 . 109.2 no
C1 . C10 . H102 . 110.4 no
O11 . C10 . H102 . 110.2 no
H101 . C10 . H102 . 109.7 no
C13 . C12 . C17 . 118.1(3) yes
C13 . C12 . O11 . 125.5(3) yes
C17 . C12 . O11 . 116.3(3) yes
C12 . C13 . C14 . 117.9(4) yes
C12 . C13 . H131 . 120.6 no
C14 . C13 . H131 . 121.5 no
C13 . C14 . N15 . 124.5(4) yes
C13 . C14 . H141 . 117.1 no
N15 . C14 . H141 . 118.4 no
C17 . C16 . N15 . 123.2(4) yes
C17 . C16 . H161 . 119.1 no
N15 . C16 . H161 . 117.7 no
C12 . C17 . C16 . 119.5(4) yes
C12 . C17 . H171 . 120.1 no
C16 . C17 . H171 . 120.4 no
C1 . C18 . O19 . 106.5(3) yes
C1 . C18 . H181 . 109.4 no
O19 . C18 . H181 . 108.7 no
C1 . C18 . H182 . 111.8 no
O19 . C18 . H182 . 111.2 no
H181 . C18 . H182 . 109.1 no
C21 . C20 . C25 . 119.5(3) yes
C21 . C20 . O19 . 125.8(3) yes
C25 . C20 . O19 . 114.7(3) yes
C20 . C21 . C22 . 118.0(3) yes
C20 . C21 . H211 . 120.9 no
C22 . C21 . H211 . 121.1 no
C21 . C22 . N23 . 122.0(3) yes
C21 . C22 . H221 . 120.1 no
N23 . C22 . H221 . 117.9 no
C25 . C24 . N23 . 121.5(3) yes
C25 . C24 . H241 . 119.8 no
N23 . C24 . H241 . 118.7 no
C20 . C25 . C24 . 118.8(3) yes
C20 . C25 . H251 . 120.4 no
C24 . C25 . H251 . 120.8 no
C1 . C26 . O27 . 109.2(3) yes
C1 . C26 . H261 . 109.7 no
O27 . C26 . H261 . 110.1 no
C1 . C26 . H262 . 109.5 no
O27 . C26 . H262 . 109.2 no
H261 . C26 . H262 . 109.2 no
C29 . C28 . C33 . 118.7(3) yes
C29 . C28 . O27 . 117.1(3) yes
C33 . C28 . O27 . 124.3(3) yes
C28 . C29 . C30 . 118.9(4) yes
C28 . C29 . H291 . 120.3 no
C30 . C29 . H291 . 120.8 no
C29 . C30 . N31 . 122.0(4) yes
C29 . C30 . H301 . 119.5 no
N31 . C30 . H301 . 118.5 no
C33 . C32 . N31 . 122.2(4) yes
C33 . C32 . H321 . 119.3 no
N31 . C32 . H321 . 118.4 no
C28 . C33 . C32 . 119.0(4) yes
C28 . C33 . H331 . 121.4 no
C32 . C33 . H331 . 119.6 no
C36 2_666 C34 . C35 . 120.8(4) yes
C36 2_666 C34 . H341 . 119.9 no
C35 . C34 . H341 . 119.3 no
C34 . C35 . C36 . 118.8(3) yes
C34 . C35 . C37 . 121.0(3) yes
C36 . C35 . C37 . 120.2(3) yes
C34 2_666 C36 . C35 . 120.4(4) yes
C34 2_666 C36 . H361 . 119.8 no
C35 . C36 . H361 . 119.7 no
C35 . C37 . O38 . 115.8(3) yes
C35 . C37 . O39 . 119.8(3) yes
O38 . C37 . O39 . 124.4(3) yes
C42 2_667 C40 . C41 . 120.3(4) yes
C42 2_667 C40 . H401 . 120.6 no
C41 . C40 . H401 . 119.2 no
C40 . C41 . C42 . 119.6(4) yes
C40 . C41 . C43 . 125.1(4) yes
C42 . C41 . C43 . 115.3(4) yes
C40 2_667 C42 . C41 . 120.2(4) yes
C40 2_667 C42 . H421 . 120.1 no
C41 . C42 . H421 . 119.7 no
C41 . C43 . O44 . 109.7(4) yes
C41 . C43 . O45 . 121.3(5) yes
O44 . C43 . O45 . 128.9(6) yes
C48 2_767 C46 . C47 . 120.6(3) yes
C48 2_767 C46 . H461 . 120.2 no
C47 . C46 . H461 . 119.2 no
C46 . C47 . C48 . 119.3(3) yes
C46 . C47 . C49 . 121.0(3) yes
C48 . C47 . C49 . 119.7(3) yes
C47 . C48 . C46 2_767 120.1(3) yes
C47 . C48 . H481 . 119.3 no
C46 2_767 C48 . H481 . 120.6 no
C47 . C49 . O50 . 115.6(3) yes
C47 . C49 . O51 . 119.7(3) yes
O50 . C49 . O51 . 124.8(3) yes
C54 2_656 C52 . C53 . 119.9(4) yes
C54 2_656 C52 . H521 . 120.5 no
C53 . C52 . H521 . 119.6 no
C52 . C53 . C54 . 119.1(4) yes
C52 . C53 . C55 . 122.2(4) yes
C54 . C53 . C55 . 118.7(4) yes
C52 2_656 C54 . C53 . 121.0(4) yes
C52 2_656 C54 . H541 . 118.3 no
C53 . C54 . H541 . 120.7 no
C53 . C55 . O56 . 120.0(4) yes
C53 . C55 . O57 . 115.2(4) yes
O56 . C55 . O57 . 124.8(4) yes
O58 . C59 . N60 . 132.8(5) yes
O58 . C59 . H591 . 115.7 no
N60 . C59 . H591 . 111.5 no
N60 . C61 . H611 . 110.5 no
N60 . C61 . H612 . 110.6 no
H611 . C61 . H612 . 109.8 no
N60 . C61 . H613 . 106.5 no
H611 . C61 . H613 . 110.0 no
H612 . C61 . H613 . 109.4 no
N60 . C62 . H621 . 109.7 no
N60 . C62 . H622 . 106.0 no
H621 . C62 . H622 . 110.1 no
N60 . C62 . H623 . 109.9 no
H621 . C62 . H623 . 110.1 no
H622 . C62 . H623 . 110.9 no
C2 . O3 . C4 . 118.5(3) yes
C10 . O11 . C12 . 117.7(3) yes
C18 . O19 . C20 . 118.6(3) yes
C26 . O27 . C28 . 116.8(3) yes
H661 . O66 . H662 . 118.5 no
C8 . N7 . C6 . 119.9(3) yes
C8 . N7 . H71 . 120.2 no
C6 . N7 . H71 . 119.7 no
C16 . N15 . C14 . 116.8(3) yes
C16 . N15 . H151 . 121.2 no
C14 . N15 . H151 . 121.8 no
C24 . N23 . C22 . 120.1(3) yes
C24 . N23 . H231 . 119.6 no
C22 . N23 . H231 . 119.3 no
C30 . N31 . C32 . 119.2(4) yes
C30 . N31 . H311 . 119.5 no
C32 . N31 . H311 . 120.4 no
C62 . N60 . C61 . 118.4(6) yes
C62 . N60 . C59 . 125.1(5) yes
C61 . N60 . C59 . 116.5(6) yes
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C5 . H51 . O56 . 160.0 0.917 2.282 3.158(6) yes
N7 . H71 . C37 1_455 158.0 0.870 2.489 3.310(6) yes
N7 . H71 . O38 1_455 171.0 0.870 1.717 2.580(6) yes
C9 . H91 . O50 2_667 129.0 0.927 2.472 3.144(6) yes
N15 . H151 . O63 1_665 159.0 0.855 1.909 2.724(6) yes
C17 . H171 . O38 . 151.0 0.923 2.499 3.336(6) yes
N23 . H231 . C49 2_657 160.0 0.866 2.415 3.244(6) yes
N23 . H231 . O50 2_657 168.0 0.866 1.706 2.560(6) yes
N23 . H231 . O51 2_657 132.0 0.866 2.595 3.242(6) yes
C24 . H241 . O66 1_545 145.0 0.924 2.326 3.127(6) yes
C25 . H251 . O57 . 151.0 0.926 2.461 3.304(6) yes
N31 . H311 . C55 1_655 158.0 0.876 2.450 3.277(6) yes
N31 . H311 . O57 1_655 168.0 0.876 1.701 2.563(6) yes
C52 . H521 . O66 1_545 158.0 0.946 2.580 3.473(6) yes
C59 . H591 . O45 2_657 165.0 0.958 2.539 3.474(6) yes
O66 . H661 . O39 2_666 161.0 0.830 1.999 2.797(6) yes
O66 . H662 . O64 1_455 137.0 0.940 2.071 2.831(6) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 26/09/11 at 15:28:20
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   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 N   (   7,X'S) H   (  71,X'S) 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE N   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 161,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) 
RIDE C   (  18,X'S) H   ( 182,X'S) H   ( 181,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE N   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) H   ( 262,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE N   (  31,X'S) H   ( 311,X'S) 
RIDE C   (  32,X'S) H   ( 321,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  40,X'S) H   ( 401,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) 
RIDE C   (  46,X'S) H   ( 461,X'S) 
RIDE C   (  48,X'S) H   ( 481,X'S) 
RIDE C   (  52,X'S) H   ( 521,X'S) 
RIDE C   (  54,X'S) H   ( 541,X'S) 
RIDE C   (  59,X'S) H   ( 591,X'S) 
RIDE C   (  61,X'S) H   ( 612,X'S) H   ( 611,X'S) H   ( 613,X'S) 
RIDE C   (  62,X'S) H   ( 623,X'S) H   ( 622,X'S) H   ( 621,X'S) 
RIDE O   (  66,X'S) H   ( 662,X'S) H   ( 661,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 26/09/11 at 15:28:20
#
#LIST     16                                                                    
NO 
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
-3 2 0 x .
