# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1864565'
_audit_update_record             
;
2018-08-29 deposited with the CCDC.	2019-04-01 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                   8.559(4)
_cell_length_b                   24.701(9)
_cell_length_c                   17.801(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3763.3(16)

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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 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'


_cell_formula_units_Z            75

# Given Formula = C1 H1 N1 O1 
# Dc =      1.42 Fooo =   1620.00 Mu =      1.28 M =   1613.44
# Found Formula = C2.35 H1.87 N0.32 O0.43 
# Dc =      1.37 FOOO =   1620.00 Mu =      0.96 M =   1551.59

_chemical_formula_sum            'C2.35 H1.87 N0.32 O0.43'
_chemical_formula_moiety         'C2.35 H1.87 N0.32 O0.43'
_chemical_compound_source        ?
_chemical_formula_weight         41.38


_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_temperature    293

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_max          ?

_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1620
_exptl_absorpt_coefficient_mu    0.096

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   none
_diffrn_measurement_device_type  Unknown
_diffrn_measurement_device       Serial
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_reduction        'USER DEFINED DATA REDUCTION'
_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      293
_diffrn_reflns_number            40836
_reflns_number_total             7842
_diffrn_reflns_av_R_equivalents  0.240
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 7842 
# Theoretical number of reflections is about 15775 


_diffrn_reflns_theta_min         2.288
_diffrn_reflns_theta_max         26.605
_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        26.073
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_reflns_limit_h_min              -10
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              31
_reflns_limit_l_min              0
_reflns_limit_l_max              22

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -1.04
_refine_diff_density_max         1.10


# 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         7809
_refine_ls_number_restraints     13
_refine_ls_number_parameters     1064
_oxford_refine_ls_R_factor_ref   0.1608
_refine_ls_wR_factor_ref         0.2595
_refine_ls_goodness_of_fit_ref   0.9400
_refine_ls_shift/su_max          3.3806405
_refine_ls_shift/su_mean         0.1324800


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        7815
_refine_ls_R_factor_all          0.1612
_refine_ls_wR_factor_all         0.2611

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3798
_refine_ls_R_factor_gt           0.0788
_refine_ls_wR_factor_gt          0.1789

# 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 unk


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.10P)² + 5.42P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

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

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

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


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
O1 O -0.2899(8) -1.0506(3) -0.4818(5) 0.0440 1.0000 Uani . . . . . .
C2 C -0.1653(13) -1.0811(4) -0.4583(6) 0.0365 1.0000 Uani . . . . . .
C3 C -0.0305(12) -1.0532(4) -0.4398(6) 0.0328 1.0000 Uani . . . . . .
O4 O -0.0321(9) -0.9976(3) -0.4496(5) 0.0440 1.0000 Uani D . . . . .
H41 H -0.011(15) -0.986(5) -0.492(3) 0.0662 1.0000 Uiso D . . . . .
C5 C 0.1004(11) -1.0802(4) -0.4110(6) 0.0333 1.0000 Uani . . . . . .
C6 C 0.2407(12) -1.0518(4) -0.3877(6) 0.0332 1.0000 Uani . . . . . .
N7 N 0.2540(9) -1.0004(3) -0.4001(5) 0.0346 1.0000 Uani . . . . . .
N8 N 0.3904(9) -0.9768(3) -0.3758(5) 0.0327 1.0000 Uani . . . . . .
C9 C 0.3992(11) -0.9224(4) -0.3791(6) 0.0359 1.0000 Uani . . . . . .
O10 O 0.2913(9) -0.8939(3) -0.4052(4) 0.0432 1.0000 Uani . . . . . .
C11 C 0.5462(12) -0.8988(4) -0.3519(6) 0.0331 1.0000 Uani . . . . . .
C12 C 0.5521(12) -0.8450(4) -0.3236(6) 0.0343 1.0000 Uani . . . . . .
N13 N 0.4103(10) -0.8149(3) -0.3230(5) 0.0379 1.0000 Uani . . . . . .
C14 C 0.3764(12) -0.7713(4) -0.2796(6) 0.0355 1.0000 Uani . . . . . .
O15 O 0.4605(9) -0.7536(3) -0.2299(4) 0.0412 1.0000 Uani . . . . . .
C16 C 0.2215(12) -0.7451(4) -0.2953(6) 0.0339 1.0000 Uani . . . . . .
C17 C 0.1294(13) -0.7551(4) -0.3558(7) 0.0393 1.0000 Uani . . . . . .
C18 C -0.0088(13) -0.7273(4) -0.3659(7) 0.0450 1.0000 Uani . . . . . .
C19 C -0.0526(13) -0.6897(4) -0.3150(7) 0.0435 1.0000 Uani . . . . . .
C20 C 0.0381(15) -0.6783(5) -0.2523(8) 0.0532 1.0000 Uani . . . . . .
C21 C 0.1707(13) -0.7073(4) -0.2421(7) 0.0420 1.0000 Uani . . . . . .
H211 H 0.2300 -0.7015 -0.1990 0.0499 1.0000 Uiso . . . . . .
H201 H 0.0081 -0.6520 -0.2180 0.0640 1.0000 Uiso . . . . . .
H191 H -0.1457 -0.6706 -0.3224 0.0529 1.0000 Uiso . . . . . .
H181 H -0.0710 -0.7344 -0.4079 0.0538 1.0000 Uiso . . . . . .
H171 H 0.1589 -0.7808 -0.3916 0.0470 1.0000 Uiso . . . . . .
C22 C 0.6912(13) -0.8238(4) -0.2997(7) 0.0394 1.0000 Uani . . . . . .
C23 C 0.8265(12) -0.8539(4) -0.3037(7) 0.0433 1.0000 Uani . . . . . .
C24 C 0.8225(14) -0.9054(5) -0.3329(7) 0.0465 1.0000 Uani . . . . . .
C25 C 0.6850(12) -0.9278(4) -0.3566(7) 0.0382 1.0000 Uani . . . . . .
H251 H 0.6843 -0.9628 -0.3769 0.0458 1.0000 Uiso . . . . . .
H241 H 0.9154 -0.9254 -0.3365 0.0559 1.0000 Uiso . . . . . .
H231 H 0.9206 -0.8390 -0.2875 0.0520 1.0000 Uiso . . . . . .
H221 H 0.6947 -0.7886 -0.2805 0.0459 1.0000 Uiso . . . . . .
H61 H 0.3204 -1.0705 -0.3641 0.0401 1.0000 Uiso . . . . . .
C26 C 0.0955(13) -1.1363(4) -0.4044(6) 0.0386 1.0000 Uani . . . . . .
C27 C -0.0370(14) -1.1637(4) -0.4237(7) 0.0443 1.0000 Uani . . . . . .
C28 C -0.1685(13) -1.1373(4) -0.4511(7) 0.0408 1.0000 Uani . . . . . .
H281 H -0.2576 -1.1565 -0.4649 0.0490 1.0000 Uiso . . . . . .
H271 H -0.0403 -1.2011 -0.4180 0.0530 1.0000 Uiso . . . . . .
H261 H 0.1814 -1.1551 -0.3864 0.0458 1.0000 Uiso . . . . . .
C29 C -0.4330(13) -1.0782(5) -0.4912(7) 0.0468 1.0000 Uani . . . . . .
H292 H -0.4605 -1.0964 -0.4454 0.0689 1.0000 Uiso . . . . . .
H293 H -0.4239 -1.1039 -0.5312 0.0689 1.0000 Uiso . . . . . .
H291 H -0.5114 -1.0520 -0.5038 0.0690 1.0000 Uiso . . . . . .
O30 O -0.9672(8) -0.7881(3) -0.0591(5) 0.0447 1.0000 Uani D . . . . .
C31 C -0.9864(12) -0.7339(4) -0.0575(6) 0.0360 1.0000 Uani . . . . . .
C32 C -1.1289(12) -0.7091(4) -0.0764(6) 0.0320 1.0000 Uani . . . . . .
C33 C -1.1388(13) -0.6523(4) -0.0719(6) 0.0416 1.0000 Uani . . . . . .
C34 C -1.0138(15) -0.6221(4) -0.0482(7) 0.0480 1.0000 Uani . . . . . .
C35 C -0.8729(14) -0.6469(5) -0.0309(7) 0.0467 1.0000 Uani . . . . . .
C36 C -0.8605(12) -0.7019(4) -0.0367(6) 0.0363 1.0000 Uani . . . . . .
O37 O -0.7265(9) -0.7307(3) -0.0217(5) 0.0513 1.0000 Uani . . . . . .
C38 C -0.5876(14) -0.7003(5) -0.0078(8) 0.0567 1.0000 Uani . . . . . .
H381 H -0.6034 -0.6752 0.0326 0.0828 1.0000 Uiso . . . . . .
H383 H -0.5600 -0.6807 -0.0527 0.0827 1.0000 Uiso . . . . . .
H382 H -0.5040 -0.7243 0.0047 0.0827 1.0000 Uiso . . . . . .
H351 H -0.7878 -0.6264 -0.0150 0.0561 1.0000 Uiso . . . . . .
H341 H -1.0246 -0.5848 -0.0436 0.0571 1.0000 Uiso . . . . . .
H331 H -1.2314 -0.6348 -0.0845 0.0501 1.0000 Uiso . . . . . .
C39 C -1.2579(13) -0.7389(5) -0.1009(7) 0.0420 1.0000 Uani . . . . . .
N40 N -1.2621(9) -0.7914(3) -0.0951(5) 0.0351 1.0000 Uani . . . . . .
N41 N -1.3967(10) -0.8166(3) -0.1193(5) 0.0381 1.0000 Uani . . . . . .
C42 C -1.4026(11) -0.8725(4) -0.1138(6) 0.0332 1.0000 Uani . . . . . .
O43 O -1.2963(8) -0.8985(3) -0.0862(4) 0.0422 1.0000 Uani . . . . . .
C44 C -1.5502(11) -0.8954(4) -0.1441(6) 0.0300 1.0000 Uani . . . . . .
C45 C -1.5520(13) -0.9499(4) -0.1710(6) 0.0394 1.0000 Uani . . . . . .
N46 N -1.4116(10) -0.9793(3) -0.1640(6) 0.0394 1.0000 Uani . . . . . .
C47 C -1.3645(12) -1.0211(4) -0.2104(7) 0.0366 1.0000 Uani . . . . . .
O48 O -1.4411(9) -1.0386(3) -0.2621(4) 0.0428 1.0000 Uani . . . . . .
C49 C -1.2120(12) -1.0441(4) -0.1883(6) 0.0349 1.0000 Uani . . . . . .
C50 C -1.1358(13) -1.0315(4) -0.1207(6) 0.0396 1.0000 Uani . . . . . .
C51 C -0.9906(14) -1.0538(5) -0.1036(7) 0.0463 1.0000 Uani . . . . . .
C52 C -0.9247(13) -1.0905(5) -0.1542(7) 0.0489 1.0000 Uani . . . . . .
C53 C -0.9973(15) -1.1039(5) -0.2205(7) 0.0550 1.0000 Uani . . . . . .
C54 C -1.1445(14) -1.0808(5) -0.2370(7) 0.0498 1.0000 Uani . . . . . .
H541 H -1.1966 -1.0904 -0.2809 0.0589 1.0000 Uiso . . . . . .
H531 H -0.9502 -1.1276 -0.2540 0.0659 1.0000 Uiso . . . . . .
H521 H -0.8281 -1.1058 -0.1425 0.0577 1.0000 Uiso . . . . . .
H511 H -0.9386 -1.0443 -0.0593 0.0560 1.0000 Uiso . . . . . .
H501 H -1.1830 -1.0082 -0.0865 0.0470 1.0000 Uiso . . . . . .
C55 C -1.6887(13) -0.9705(4) -0.1997(7) 0.0407 1.0000 Uani . . . . . .
C56 C -1.8206(13) -0.9403(5) -0.2022(7) 0.0432 1.0000 Uani . . . . . .
C57 C -1.8217(14) -0.8877(5) -0.1761(7) 0.0459 1.0000 Uani . . . . . .
C58 C -1.6864(13) -0.8658(4) -0.1469(7) 0.0394 1.0000 Uani . . . . . .
H581 H -1.6875 -0.8306 -0.1287 0.0469 1.0000 Uiso . . . . . .
H571 H -1.9127 -0.8671 -0.1779 0.0550 1.0000 Uiso . . . . . .
H561 H -1.9122 -0.9553 -0.2219 0.0520 1.0000 Uiso . . . . . .
H551 H -1.6906 -1.0059 -0.2186 0.0499 1.0000 Uiso . . . . . .
H391 H -1.3439 -0.7208 -0.1214 0.0497 1.0000 Uiso . . . . . .
H301 H -1.073(8) -0.794(4) -0.058(7) 0.0679 1.0000 Uiso D . . . . .
O59 O 0.7045(8) -0.6056(3) -0.9055(5) 0.0455 1.0000 Uani . . . . . .
C60 C 0.5973(12) -0.5781(4) -0.8800(6) 0.0352 1.0000 Uani D . . . . .
N61 N 0.6041(9) -0.5237(3) -0.8758(5) 0.0344 1.0000 Uani D . . . . .
N62 N 0.7412(10) -0.4986(4) -0.9001(5) 0.0373 1.0000 Uani D . . . . .
C63 C 0.7544(12) -0.4487(4) -0.8877(6) 0.0363 1.0000 Uani . . . . . .
C64 C 0.8974(11) -0.4200(4) -0.9121(6) 0.0325 1.0000 Uani . . . . . .
C65 C 1.0265(12) -0.4474(4) -0.9405(6) 0.0315 1.0000 Uani . . . . . .
O66 O 1.0257(9) -0.5019(3) -0.9497(5) 0.0439 1.0000 Uani D . . . . .
H661 H 0.936(7) -0.513(5) -0.958(8) 0.0660 1.0000 Uiso D . . . . .
C67 C 1.1585(12) -0.4186(4) -0.9567(6) 0.0339 1.0000 Uani . . . . . .
O68 O 1.2834(8) -0.4496(3) -0.9823(4) 0.0417 1.0000 Uani . . . . . .
C69 C 1.4282(12) -0.4230(5) -0.9919(7) 0.0459 1.0000 Uani . . . . . .
H691 H 1.4535 -0.4028 -0.9471 0.0699 1.0000 Uiso . . . . . .
H692 H 1.4198 -0.3986 -1.0336 0.0700 1.0000 Uiso . . . . . .
H693 H 1.5086 -0.4493 -1.0015 0.0698 1.0000 Uiso . . . . . .
C70 C 1.1626(12) -0.3628(4) -0.9510(6) 0.0363 1.0000 Uani . . . . . .
C71 C 1.0328(14) -0.3359(4) -0.9229(7) 0.0432 1.0000 Uani . . . . . .
C72 C 0.9029(12) -0.3630(4) -0.9044(7) 0.0371 1.0000 Uani . . . . . .
H721 H 0.8157 -0.3445 -0.8862 0.0449 1.0000 Uiso . . . . . .
H711 H 1.0363 -0.2987 -0.9169 0.0521 1.0000 Uiso . . . . . .
H701 H 1.2500 -0.3433 -0.9661 0.0441 1.0000 Uiso . . . . . .
H631 H 0.6759 -0.4299 -0.8633 0.0442 1.0000 Uiso . . . . . .
H612 H 0.522(3) -0.5091(11) -0.898(2) 0.0526 1.0000 Uiso D . . . . .
H611 H 0.578(4) -0.5124(11) -0.8300(15) 0.0522 1.0000 Uiso D . . . . .
C73 C 0.4481(12) -0.6012(4) -0.8508(6) 0.0364 1.0000 Uani . . . . . .
C74 C 0.4440(12) -0.6550(4) -0.8219(6) 0.0366 1.0000 Uani . . . . . .
N75 N 0.5856(10) -0.6850(3) -0.8234(5) 0.0369 1.0000 Uani . . . . . .
C76 C 0.6192(12) -0.7283(4) -0.7792(6) 0.0307 1.0000 Uani . . . . . .
O77 O 0.5320(9) -0.7468(3) -0.7306(5) 0.0449 1.0000 Uani . . . . . .
C78 C 0.7728(12) -0.7548(4) -0.7937(7) 0.0357 1.0000 Uani . . . . . .
C79 C 0.8671(13) -0.7453(4) -0.8563(7) 0.0383 1.0000 Uani . . . . . .
C80 C 1.0048(12) -0.7727(4) -0.8674(7) 0.0427 1.0000 Uani . . . . . .
C81 C 1.0496(14) -0.8105(5) -0.8153(7) 0.0484 1.0000 Uani . . . . . .
C82 C 0.9587(15) -0.8209(5) -0.7510(7) 0.0467 1.0000 Uani . . . . . .
C83 C 0.8223(14) -0.7928(5) -0.7419(7) 0.0473 1.0000 Uani . . . . . .
H831 H 0.7616 -0.7994 -0.6994 0.0570 1.0000 Uiso . . . . . .
H821 H 0.9906 -0.8465 -0.7157 0.0559 1.0000 Uiso . . . . . .
H811 H 1.1428 -0.8296 -0.8222 0.0579 1.0000 Uiso . . . . . .
H801 H 1.0663 -0.7660 -0.9090 0.0510 1.0000 Uiso . . . . . .
H791 H 0.8355 -0.7201 -0.8924 0.0469 1.0000 Uiso . . . . . .
C84 C 0.3038(12) -0.6762(4) -0.7992(7) 0.0371 1.0000 Uani . . . . . .
C85 C 0.1680(12) -0.6460(4) -0.8057(7) 0.0393 1.0000 Uani . . . . . .
C86 C 0.1696(12) -0.5950(4) -0.8323(7) 0.0414 1.0000 Uani . . . . . .
C87 C 0.3090(13) -0.5724(4) -0.8564(7) 0.0421 1.0000 Uani . . . . . .
H871 H 0.3100 -0.5374 -0.8767 0.0497 1.0000 Uiso . . . . . .
H861 H 0.0764 -0.5748 -0.8349 0.0489 1.0000 Uiso . . . . . .
H851 H 0.0742 -0.6619 -0.7916 0.0460 1.0000 Uiso . . . . . .
H841 H 0.2992 -0.7112 -0.7793 0.0450 1.0000 Uiso . . . . . .
O88 O 0.2917(8) -0.6011(3) -0.5869(4) 0.0379 1.0000 Uani . . . . . .
C89 C 0.3983(13) -0.6284(4) -0.6142(6) 0.0349 1.0000 Uani . . . . . .
N90 N 0.3918(10) -0.6835(3) -0.6192(5) 0.0388 1.0000 Uani . . . . . .
N91 N 0.2575(10) -0.7083(3) -0.5944(5) 0.0356 1.0000 Uani . . . . . .
C92 C 0.2529(13) -0.7614(4) -0.6016(6) 0.0391 1.0000 Uani . . . . . .
C93 C 0.1217(12) -0.7911(4) -0.5762(6) 0.0353 1.0000 Uani . . . . . .
C94 C -0.0184(12) -0.7665(4) -0.5570(7) 0.0375 1.0000 Uani . . . . . .
O95 O -0.0375(9) -0.7115(3) -0.5603(5) 0.0465 1.0000 Uani D . . . . .
H951 H 0.048(5) -0.693(5) -0.564(8) 0.0689 1.0000 Uiso D . . . . .
C96 C -0.1441(12) -0.7986(4) -0.5354(6) 0.0389 1.0000 Uani . . . . . .
O97 O -0.2794(9) -0.7695(3) -0.5219(5) 0.0490 1.0000 Uani . . . . . .
C98 C -0.4179(14) -0.7995(5) -0.5077(8) 0.0548 1.0000 Uani . . . . . .
H981 H -0.4037 -0.8209 -0.4632 0.0800 1.0000 Uiso . . . . . .
H982 H -0.4404 -0.8223 -0.5496 0.0798 1.0000 Uiso . . . . . .
H983 H -0.5034 -0.7745 -0.5004 0.0799 1.0000 Uiso . . . . . .
C99 C -0.1302(13) -0.8534(4) -0.5306(6) 0.0396 1.0000 Uani . . . . . .
C100 C 0.0091(14) -0.8783(4) -0.5478(7) 0.0429 1.0000 Uani . . . . . .
C101 C 0.1350(13) -0.8484(4) -0.5711(7) 0.0402 1.0000 Uani . . . . . .
H1011 H 0.2282 -0.8658 -0.5834 0.0479 1.0000 Uiso . . . . . .
H1001 H 0.0173 -0.9157 -0.5433 0.0520 1.0000 Uiso . . . . . .
H991 H -0.2152 -0.8743 -0.5161 0.0468 1.0000 Uiso . . . . . .
H921 H 0.3379 -0.7796 -0.6232 0.0459 1.0000 Uiso . . . . . .
C102 C 0.5440(12) -0.6048(4) -0.6440(6) 0.0331 1.0000 Uani . . . . . .
C103 C 0.5461(12) -0.5506(4) -0.6705(6) 0.0344 1.0000 Uani . . . . . .
N104 N 0.4077(10) -0.5206(3) -0.6651(5) 0.0353 1.0000 Uani . . . . . .
C105 C 0.3608(12) -0.4795(4) -0.7091(7) 0.0366 1.0000 Uani . . . . . .
O106 O 0.4374(9) -0.4613(3) -0.7632(5) 0.0409 1.0000 Uani . . . . . .
C107 C 0.2075(13) -0.4553(4) -0.6872(7) 0.0404 1.0000 Uani . . . . . .
C108 C 0.1384(13) -0.4195(4) -0.7379(6) 0.0415 1.0000 Uani . . . . . .
C109 C -0.0055(17) -0.3966(5) -0.7195(7) 0.0557 1.0000 Uani . . . . . .
C110 C -0.0814(13) -0.4113(5) -0.6539(7) 0.0468 1.0000 Uani . . . . . .
C111 C -0.0136(14) -0.4449(4) -0.6050(7) 0.0463 1.0000 Uani . . . . . .
C112 C 0.1310(13) -0.4681(4) -0.6207(7) 0.0423 1.0000 Uani . . . . . .
H1121 H 0.1763 -0.4922 -0.5866 0.0509 1.0000 Uiso . . . . . .
H1111 H -0.0636 -0.4533 -0.5601 0.0551 1.0000 Uiso . . . . . .
H1101 H -0.1812 -0.3976 -0.6435 0.0558 1.0000 Uiso . . . . . .
H1091 H -0.0511 -0.3715 -0.7520 0.0669 1.0000 Uiso . . . . . .
H1081 H 0.1881 -0.4108 -0.7829 0.0501 1.0000 Uiso . . . . . .
C113 C 0.6850(13) -0.5291(4) -0.6977(7) 0.0436 1.0000 Uani . . . . . .
C114 C 0.8170(12) -0.5594(5) -0.7022(6) 0.0400 1.0000 Uani . . . . . .
C115 C 0.8177(13) -0.6121(5) -0.6758(7) 0.0469 1.0000 Uani . . . . . .
C116 C 0.6815(12) -0.6341(4) -0.6459(7) 0.0388 1.0000 Uani . . . . . .
H1161 H 0.6839 -0.6692 -0.6272 0.0469 1.0000 Uiso . . . . . .
H1151 H 0.9098 -0.6326 -0.6774 0.0569 1.0000 Uiso . . . . . .
H1141 H 0.9080 -0.5444 -0.7231 0.0491 1.0000 Uiso . . . . . .
H1131 H 0.6868 -0.4930 -0.7129 0.0521 1.0000 Uiso . . . . . .

_refine_ls_extinction_coef       400(110)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          0.2518(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C2 . 1.371(12) yes
O1 . C29 . 1.411(12) yes
C2 . C3 . 1.383(14) yes
C2 . C28 . 1.394(14) yes
C3 . O4 . 1.384(11) yes
C3 . C5 . 1.401(13) yes
O4 . H41 . 0.82(2) no
C5 . C6 . 1.451(13) yes
C5 . C26 . 1.393(14) yes
C6 . N7 . 1.293(12) yes
C6 . H61 . 0.926 no
N7 . N8 . 1.375(11) yes
N8 . C9 . 1.346(13) yes
C9 . O10 . 1.251(11) yes
C9 . C11 . 1.469(13) yes
C11 . C12 . 1.423(14) yes
C11 . C25 . 1.390(14) yes
C12 . N13 . 1.423(13) yes
C12 . C22 . 1.368(14) yes
N13 . C14 . 1.356(14) yes
C14 . O15 . 1.222(12) yes
C14 . C16 . 1.501(14) yes
C16 . C17 . 1.358(15) yes
C16 . C21 . 1.399(15) yes
C17 . C18 . 1.379(15) yes
C17 . H171 . 0.935 no
C18 . C19 . 1.352(16) yes
C18 . H181 . 0.933 no
C19 . C20 . 1.387(17) yes
C19 . H191 . 0.935 no
C20 . C21 . 1.354(16) yes
C20 . H201 . 0.928 no
C21 . H211 . 0.931 no
C22 . C23 . 1.378(15) yes
C22 . H221 . 0.935 no
C23 . C24 . 1.374(16) yes
C23 . H231 . 0.932 no
C24 . C25 . 1.367(15) yes
C24 . H241 . 0.938 no
C25 . H251 . 0.938 no
C26 . C27 . 1.364(15) yes
C26 . H261 . 0.926 no
C27 . C28 . 1.390(15) yes
C27 . H271 . 0.930 no
C28 . H281 . 0.930 no
C29 . H292 . 0.962 no
C29 . H293 . 0.957 no
C29 . H291 . 0.958 no
O30 . C31 . 1.350(12) yes
O30 . H301 . 0.92(6) no
C31 . C32 . 1.405(13) yes
C31 . C36 . 1.386(14) yes
C32 . C33 . 1.408(14) yes
C32 . C39 . 1.397(15) yes
C33 . C34 . 1.371(16) yes
C33 . H331 . 0.930 no
C34 . C35 . 1.388(16) yes
C34 . H341 . 0.928 no
C35 . C36 . 1.368(15) yes
C35 . H351 . 0.931 no
C36 . O37 . 1.375(12) yes
O37 . C38 . 1.427(13) yes
C38 . H381 . 0.959 no
C38 . H383 . 0.963 no
C38 . H382 . 0.956 no
C39 . N40 . 1.302(14) yes
C39 . H391 . 0.935 no
N40 . N41 . 1.379(11) yes
N41 . C42 . 1.385(13) yes
C42 . O43 . 1.217(11) yes
C42 . C44 . 1.486(13) yes
C44 . C45 . 1.430(14) yes
C44 . C58 . 1.376(14) yes
C45 . N46 . 1.409(14) yes
C45 . C55 . 1.374(14) yes
N46 . C47 . 1.382(14) yes
C47 . O48 . 1.210(12) yes
C47 . C49 . 1.477(14) yes
C49 . C50 . 1.404(14) yes
C49 . C54 . 1.380(16) yes
C50 . C51 . 1.394(14) yes
C50 . H501 . 0.929 no
C51 . C52 . 1.397(17) yes
C51 . H511 . 0.935 no
C52 . C53 . 1.375(17) yes
C52 . H521 . 0.933 no
C53 . C54 . 1.414(16) yes
C53 . H531 . 0.929 no
C54 . H541 . 0.930 no
C55 . C56 . 1.353(16) yes
C55 . H551 . 0.939 no
C56 . C57 . 1.380(16) yes
C56 . H561 . 0.934 no
C57 . C58 . 1.380(15) yes
C57 . H571 . 0.931 no
C58 . H581 . 0.929 no
O59 . C60 . 1.229(12) yes
C60 . N61 . 1.347(13) yes
C60 . C73 . 1.492(14) yes
N61 . N62 . 1.396(12) yes
N61 . H612 . 0.88(2) no
N61 . H611 . 0.89(2) no
N62 . C63 . 1.258(13) yes
C63 . C64 . 1.480(15) yes
C63 . H631 . 0.925 no
C64 . C65 . 1.391(14) yes
C64 . C72 . 1.414(14) yes
C65 . O66 . 1.357(11) yes
C65 . C67 . 1.366(14) yes
O66 . H661 . 0.83(2) no
C67 . O68 . 1.392(12) yes
C67 . C70 . 1.383(14) yes
O68 . C69 . 1.413(12) yes
C69 . H691 . 0.966 no
C69 . H692 . 0.958 no
C69 . H693 . 0.961 no
C70 . C71 . 1.387(16) yes
C70 . H701 . 0.929 no
C71 . C72 . 1.339(15) yes
C71 . H711 . 0.928 no
C72 . H721 . 0.934 no
C73 . C74 . 1.426(15) yes
C73 . C87 . 1.391(15) yes
C74 . N75 . 1.421(13) yes
C74 . C84 . 1.370(15) yes
N75 . C76 . 1.358(13) yes
C76 . O77 . 1.231(12) yes
C76 . C78 . 1.491(14) yes
C78 . C79 . 1.396(16) yes
C78 . C83 . 1.382(15) yes
C79 . C80 . 1.374(15) yes
C79 . H791 . 0.934 no
C80 . C81 . 1.371(16) yes
C80 . H801 . 0.923 no
C81 . C82 . 1.408(18) yes
C81 . H811 . 0.935 no
C82 . C83 . 1.368(16) yes
C82 . H821 . 0.933 no
C83 . H831 . 0.932 no
C84 . C85 . 1.385(15) yes
C84 . H841 . 0.936 no
C85 . C86 . 1.347(15) yes
C85 . H851 . 0.929 no
C86 . C87 . 1.384(16) yes
C86 . H861 . 0.942 no
C87 . H871 . 0.938 no
O88 . C89 . 1.235(12) yes
C89 . N90 . 1.365(13) yes
C89 . C102 . 1.475(15) yes
N90 . N91 . 1.375(12) yes
N91 . C92 . 1.318(13) yes
C92 . C93 . 1.416(16) yes
C92 . H921 . 0.937 no
C93 . C94 . 1.387(15) yes
C93 . C101 . 1.422(15) yes
C94 . O95 . 1.368(12) yes
C94 . C96 . 1.391(15) yes
O95 . H951 . 0.87(4) no
C96 . O97 . 1.385(13) yes
C96 . C99 . 1.360(15) yes
O97 . C98 . 1.421(14) yes
C98 . H981 . 0.959 no
C98 . H982 . 0.954 no
C98 . H983 . 0.968 no
C99 . C100 . 1.376(16) yes
C99 . H991 . 0.929 no
C100 . C101 . 1.370(16) yes
C100 . H1001 . 0.931 no
C101 . H1011 . 0.932 no
C102 . C103 . 1.420(14) yes
C102 . C116 . 1.382(14) yes
C103 . N104 . 1.400(13) yes
C103 . C113 . 1.389(15) yes
N104 . C105 . 1.343(13) yes
C105 . O106 . 1.250(14) yes
C105 . C107 . 1.494(15) yes
C107 . C108 . 1.394(15) yes
C107 . C112 . 1.389(16) yes
C108 . C109 . 1.394(17) yes
C108 . H1081 . 0.934 no
C109 . C110 . 1.384(18) yes
C109 . H1091 . 0.935 no
C110 . C111 . 1.336(16) yes
C110 . H1101 . 0.937 no
C111 . C112 . 1.392(16) yes
C111 . H1111 . 0.931 no
C112 . H1121 . 0.935 no
C113 . C114 . 1.357(15) yes
C113 . H1131 . 0.933 no
C114 . C115 . 1.385(17) yes
C114 . H1141 . 0.940 no
C115 . C116 . 1.392(16) yes
C115 . H1151 . 0.937 no
C116 . H1161 . 0.929 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 . O1 . C29 . 116.5(8) yes
O1 . C2 . C3 . 116.6(9) yes
O1 . C2 . C28 . 124.0(9) yes
C3 . C2 . C28 . 119.4(10) yes
C2 . C3 . O4 . 117.1(9) yes
C2 . C3 . C5 . 121.2(9) yes
O4 . C3 . C5 . 121.7(9) yes
C3 . O4 . H41 . 120(10) no
C3 . C5 . C6 . 122.5(9) yes
C3 . C5 . C26 . 118.7(9) yes
C6 . C5 . C26 . 118.8(9) yes
C5 . C6 . N7 . 119.9(8) yes
C5 . C6 . H61 . 119.8 no
N7 . C6 . H61 . 120.3 no
C6 . N7 . N8 . 115.9(8) yes
N7 . N8 . C9 . 117.2(8) yes
N8 . C9 . O10 . 122.4(9) yes
N8 . C9 . C11 . 115.4(8) yes
O10 . C9 . C11 . 122.1(9) yes
C9 . C11 . C12 . 121.2(9) yes
C9 . C11 . C25 . 120.5(9) yes
C12 . C11 . C25 . 118.2(9) yes
C11 . C12 . N13 . 117.4(9) yes
C11 . C12 . C22 . 119.9(9) yes
N13 . C12 . C22 . 122.7(9) yes
C12 . N13 . C14 . 126.9(9) yes
N13 . C14 . O15 . 124.8(9) yes
N13 . C14 . C16 . 115.2(9) yes
O15 . C14 . C16 . 120.0(10) yes
C14 . C16 . C17 . 125.6(10) yes
C14 . C16 . C21 . 115.9(9) yes
C17 . C16 . C21 . 118.5(10) yes
C16 . C17 . C18 . 120.8(11) yes
C16 . C17 . H171 . 120.4 no
C18 . C17 . H171 . 118.8 no
C17 . C18 . C19 . 119.5(10) yes
C17 . C18 . H181 . 120.0 no
C19 . C18 . H181 . 120.6 no
C18 . C19 . C20 . 121.6(10) yes
C18 . C19 . H191 . 119.2 no
C20 . C19 . H191 . 119.3 no
C19 . C20 . C21 . 118.0(12) yes
C19 . C20 . H201 . 121.0 no
C21 . C20 . H201 . 120.9 no
C16 . C21 . C20 . 121.5(10) yes
C16 . C21 . H211 . 119.4 no
C20 . C21 . H211 . 119.1 no
C12 . C22 . C23 . 120.6(10) yes
C12 . C22 . H221 . 119.8 no
C23 . C22 . H221 . 119.6 no
C22 . C23 . C24 . 119.9(10) yes
C22 . C23 . H231 . 119.7 no
C24 . C23 . H231 . 120.4 no
C23 . C24 . C25 . 120.8(11) yes
C23 . C24 . H241 . 119.5 no
C25 . C24 . H241 . 119.7 no
C11 . C25 . C24 . 120.5(10) yes
C11 . C25 . H251 . 119.6 no
C24 . C25 . H251 . 119.9 no
C5 . C26 . C27 . 119.8(10) yes
C5 . C26 . H261 . 120.3 no
C27 . C26 . H261 . 119.9 no
C26 . C27 . C28 . 122.0(10) yes
C26 . C27 . H271 . 119.4 no
C28 . C27 . H271 . 118.6 no
C2 . C28 . C27 . 118.9(10) yes
C2 . C28 . H281 . 120.0 no
C27 . C28 . H281 . 121.1 no
O1 . C29 . H292 . 109.7 no
O1 . C29 . H293 . 109.7 no
H292 . C29 . H293 . 109.9 no
O1 . C29 . H291 . 108.1 no
H292 . C29 . H291 . 110.1 no
H293 . C29 . H291 . 109.3 no
C31 . O30 . H301 . 92(7) no
O30 . C31 . C32 . 122.2(9) yes
O30 . C31 . C36 . 118.4(9) yes
C32 . C31 . C36 . 119.4(9) yes
C31 . C32 . C33 . 118.2(9) yes
C31 . C32 . C39 . 122.1(9) yes
C33 . C32 . C39 . 119.7(9) yes
C32 . C33 . C34 . 120.9(10) yes
C32 . C33 . H331 . 120.1 no
C34 . C33 . H331 . 119.1 no
C33 . C34 . C35 . 120.4(10) yes
C33 . C34 . H341 . 119.3 no
C35 . C34 . H341 . 120.3 no
C34 . C35 . C36 . 119.4(10) yes
C34 . C35 . H351 . 120.5 no
C36 . C35 . H351 . 120.2 no
C31 . C36 . C35 . 121.7(10) yes
C31 . C36 . O37 . 114.0(9) yes
C35 . C36 . O37 . 124.3(10) yes
C36 . O37 . C38 . 117.2(9) yes
O37 . C38 . H381 . 110.6 no
O37 . C38 . H383 . 109.0 no
H381 . C38 . H383 . 109.3 no
O37 . C38 . H382 . 109.8 no
H381 . C38 . H382 . 109.4 no
H383 . C38 . H382 . 108.8 no
C32 . C39 . N40 . 121.5(9) yes
C32 . C39 . H391 . 119.4 no
N40 . C39 . H391 . 119.1 no
C39 . N40 . N41 . 116.6(8) yes
N40 . N41 . C42 . 117.3(8) yes
N41 . C42 . O43 . 121.9(9) yes
N41 . C42 . C44 . 112.6(8) yes
O43 . C42 . C44 . 125.6(9) yes
C42 . C44 . C45 . 119.3(9) yes
C42 . C44 . C58 . 122.1(9) yes
C45 . C44 . C58 . 118.6(9) yes
C44 . C45 . N46 . 116.5(9) yes
C44 . C45 . C55 . 118.8(10) yes
N46 . C45 . C55 . 124.7(10) yes
C45 . N46 . C47 . 125.4(9) yes
N46 . C47 . O48 . 124.3(9) yes
N46 . C47 . C49 . 112.7(9) yes
O48 . C47 . C49 . 122.9(10) yes
C47 . C49 . C50 . 123.5(10) yes
C47 . C49 . C54 . 117.1(10) yes
C50 . C49 . C54 . 119.4(10) yes
C49 . C50 . C51 . 120.9(10) yes
C49 . C50 . H501 . 119.8 no
C51 . C50 . H501 . 119.3 no
C50 . C51 . C52 . 118.4(10) yes
C50 . C51 . H511 . 120.6 no
C52 . C51 . H511 . 121.0 no
C51 . C52 . C53 . 121.8(10) yes
C51 . C52 . H521 . 118.5 no
C53 . C52 . H521 . 119.7 no
C52 . C53 . C54 . 119.0(11) yes
C52 . C53 . H531 . 120.4 no
C54 . C53 . H531 . 120.6 no
C53 . C54 . C49 . 120.5(11) yes
C53 . C54 . H541 . 119.9 no
C49 . C54 . H541 . 119.7 no
C45 . C55 . C56 . 121.3(10) yes
C45 . C55 . H551 . 119.6 no
C56 . C55 . H551 . 119.1 no
C55 . C56 . C57 . 120.8(10) yes
C55 . C56 . H561 . 119.6 no
C57 . C56 . H561 . 119.5 no
C56 . C57 . C58 . 119.3(11) yes
C56 . C57 . H571 . 120.7 no
C58 . C57 . H571 . 120.0 no
C57 . C58 . C44 . 121.2(11) yes
C57 . C58 . H581 . 119.3 no
C44 . C58 . H581 . 119.5 no
O59 . C60 . N61 . 122.8(10) yes
O59 . C60 . C73 . 123.7(9) yes
N61 . C60 . C73 . 113.5(9) yes
C60 . N61 . N62 . 117.5(8) yes
C60 . N61 . H612 . 110.3(17) no
N62 . N61 . H612 . 110.6(17) no
C60 . N61 . H611 . 110.8(17) no
N62 . N61 . H611 . 110.9(17) no
H612 . N61 . H611 . 94.5(18) no
N61 . N62 . C63 . 117.1(9) yes
N62 . C63 . C64 . 119.6(10) yes
N62 . C63 . H631 . 120.5 no
C64 . C63 . H631 . 119.9 no
C63 . C64 . C65 . 122.0(9) yes
C63 . C64 . C72 . 118.4(10) yes
C65 . C64 . C72 . 119.5(9) yes
C64 . C65 . O66 . 121.5(9) yes
C64 . C65 . C67 . 118.7(9) yes
O66 . C65 . C67 . 119.7(9) yes
C65 . O66 . H661 . 110(9) no
C65 . C67 . O68 . 114.7(8) yes
C65 . C67 . C70 . 121.6(10) yes
O68 . C67 . C70 . 123.6(9) yes
C67 . O68 . C69 . 117.3(8) yes
O68 . C69 . H691 . 109.7 no
O68 . C69 . H692 . 108.6 no
H691 . C69 . H692 . 109.3 no
O68 . C69 . H693 . 109.7 no
H691 . C69 . H693 . 109.7 no
H692 . C69 . H693 . 109.9 no
C67 . C70 . C71 . 118.8(10) yes
C67 . C70 . H701 . 121.0 no
C71 . C70 . H701 . 120.1 no
C70 . C71 . C72 . 121.0(10) yes
C70 . C71 . H711 . 119.3 no
C72 . C71 . H711 . 119.7 no
C64 . C72 . C71 . 120.1(10) yes
C64 . C72 . H721 . 119.6 no
C71 . C72 . H721 . 120.3 no
C60 . C73 . C74 . 120.3(10) yes
C60 . C73 . C87 . 120.9(10) yes
C74 . C73 . C87 . 118.7(10) yes
C73 . C74 . N75 . 117.2(9) yes
C73 . C74 . C84 . 119.0(10) yes
N75 . C74 . C84 . 123.6(10) yes
C74 . N75 . C76 . 125.5(9) yes
N75 . C76 . O77 . 124.8(10) yes
N75 . C76 . C78 . 115.6(9) yes
O77 . C76 . C78 . 119.5(9) yes
C76 . C78 . C79 . 125.0(10) yes
C76 . C78 . C83 . 116.9(11) yes
C79 . C78 . C83 . 118.0(10) yes
C78 . C79 . C80 . 121.9(10) yes
C78 . C79 . H791 . 119.6 no
C80 . C79 . H791 . 118.5 no
C79 . C80 . C81 . 118.6(11) yes
C79 . C80 . H801 . 121.1 no
C81 . C80 . H801 . 120.4 no
C80 . C81 . C82 . 121.3(11) yes
C80 . C81 . H811 . 119.5 no
C82 . C81 . H811 . 119.2 no
C81 . C82 . C83 . 118.4(11) yes
C81 . C82 . H821 . 120.6 no
C83 . C82 . H821 . 121.0 no
C78 . C83 . C82 . 121.8(12) yes
C78 . C83 . H831 . 119.4 no
C82 . C83 . H831 . 118.8 no
C74 . C84 . C85 . 120.3(11) yes
C74 . C84 . H841 . 120.0 no
C85 . C84 . H841 . 119.7 no
C84 . C85 . C86 . 121.7(10) yes
C84 . C85 . H851 . 118.3 no
C86 . C85 . H851 . 120.0 no
C85 . C86 . C87 . 119.6(10) yes
C85 . C86 . H861 . 120.3 no
C87 . C86 . H861 . 120.1 no
C73 . C87 . C86 . 120.7(11) yes
C73 . C87 . H871 . 119.4 no
C86 . C87 . H871 . 119.9 no
O88 . C89 . N90 . 122.7(10) yes
O88 . C89 . C102 . 123.3(9) yes
N90 . C89 . C102 . 113.9(9) yes
C89 . N90 . N91 . 117.3(9) yes
N90 . N91 . C92 . 116.0(9) yes
N91 . C92 . C93 . 120.6(10) yes
N91 . C92 . H921 . 119.5 no
C93 . C92 . H921 . 119.9 no
C92 . C93 . C94 . 122.5(9) yes
C92 . C93 . C101 . 118.2(10) yes
C94 . C93 . C101 . 119.3(10) yes
C93 . C94 . O95 . 121.9(10) yes
C93 . C94 . C96 . 119.1(9) yes
O95 . C94 . C96 . 119.0(10) yes
C94 . O95 . H951 . 115(8) no
C94 . C96 . O97 . 113.5(9) yes
C94 . C96 . C99 . 121.2(10) yes
O97 . C96 . C99 . 125.4(10) yes
C96 . O97 . C98 . 117.2(9) yes
O97 . C98 . H981 . 109.3 no
O97 . C98 . H982 . 109.7 no
H981 . C98 . H982 . 110.2 no
O97 . C98 . H983 . 108.6 no
H981 . C98 . H983 . 109.7 no
H982 . C98 . H983 . 109.3 no
C96 . C99 . C100 . 120.4(10) yes
C96 . C99 . H991 . 120.2 no
C100 . C99 . H991 . 119.4 no
C99 . C100 . C101 . 120.5(10) yes
C99 . C100 . H1001 . 119.4 no
C101 . C100 . H1001 . 120.1 no
C93 . C101 . C100 . 119.4(10) yes
C93 . C101 . H1011 . 120.8 no
C100 . C101 . H1011 . 119.8 no
C89 . C102 . C103 . 120.2(9) yes
C89 . C102 . C116 . 121.4(10) yes
C103 . C102 . C116 . 118.4(10) yes
C102 . C103 . N104 . 117.7(9) yes
C102 . C103 . C113 . 119.1(10) yes
N104 . C103 . C113 . 123.1(10) yes
C103 . N104 . C105 . 127.7(10) yes
N104 . C105 . O106 . 124.4(10) yes
N104 . C105 . C107 . 114.4(11) yes
O106 . C105 . C107 . 121.2(10) yes
C105 . C107 . C108 . 117.2(11) yes
C105 . C107 . C112 . 123.0(10) yes
C108 . C107 . C112 . 119.7(10) yes
C107 . C108 . C109 . 118.7(11) yes
C107 . C108 . H1081 . 120.6 no
C109 . C108 . H1081 . 120.7 no
C108 . C109 . C110 . 120.4(10) yes
C108 . C109 . H1091 . 119.6 no
C110 . C109 . H1091 . 120.0 no
C109 . C110 . C111 . 120.6(11) yes
C109 . C110 . H1101 . 120.0 no
C111 . C110 . H1101 . 119.4 no
C110 . C111 . C112 . 120.7(12) yes
C110 . C111 . H1111 . 120.0 no
C112 . C111 . H1111 . 119.3 no
C111 . C112 . C107 . 119.8(10) yes
C111 . C112 . H1121 . 120.0 no
C107 . C112 . H1121 . 120.2 no
C103 . C113 . C114 . 121.5(10) yes
C103 . C113 . H1131 . 118.7 no
C114 . C113 . H1131 . 119.8 no
C113 . C114 . C115 . 120.2(11) yes
C113 . C114 . H1141 . 119.7 no
C115 . C114 . H1141 . 120.1 no
C114 . C115 . C116 . 119.5(11) yes
C114 . C115 . H1151 . 120.0 no
C116 . C115 . H1151 . 120.4 no
C115 . C116 . C102 . 121.2(11) yes
C115 . C116 . H1161 . 118.9 no
C102 . C116 . H1161 . 119.9 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O30 . H301 . C39 . 128(9) 0.915 2.214 2.867(16) yes
O30 . H301 . N40 . 155(12) 0.915 1.746 2.605(16) yes
O66 . H661 . N62 . 128(12) 0.829 1.994 2.591(16) yes
N61 . H611 . O106 . 148(3) 0.890 2.110 2.902(16) yes
N61 . H611 . C113 . 135(3) 0.890 2.560 3.247(16) yes
O95 . H951 . N91 . 135(12) 0.867 1.910 2.598(16) yes
C98 . H981 . C12 1_455 154.4(8) 0.959 2.584 3.473(16) yes


####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1864566'
_audit_update_record             
;
2018-08-29 deposited with the CCDC.	2019-04-01 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                   26.093(12)
_cell_length_b                   11.611(5)
_cell_length_c                   14.522(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.229(14)
_cell_angle_gamma                90
_cell_volume                     4224.1(15)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu 0.3201 1.2651 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 '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'


_cell_formula_units_Z            52

# Given Formula = C1 H1 Cu1 N1 O1 
# Dc =      2.18 Fooo =   2079.99 Mu =     64.56 M =    692.71
# Found Formula = C3.54 H3.69 Cu0.15 N0.46 O0.92 
# Dc =      1.58 FOOO =   2079.99 Mu =     10.82 M =    502.01

_chemical_formula_sum            'C3.54 H3.69 Cu0.15 N0.46 O0.92'
_chemical_formula_moiety         'C3.54 H3.69 Cu0.15 N0.46 O0.92'
_chemical_compound_source        ?
_chemical_formula_weight         77.23


_cell_measurement_reflns_used    0
_cell_measurement_theta_min      0
_cell_measurement_theta_max      0
_cell_measurement_temperature    293

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_max          ?

_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2079.991
_exptl_absorpt_coefficient_mu    1.082

# Sheldrick geometric approximatio 1.00 1.00 
_exptl_absorpt_correction_type   none
_diffrn_measurement_device_type  Unknown
_diffrn_measurement_device       Serial
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'USER DEFINED DATA COLLECTION'
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_data_reduction        'USER DEFINED DATA REDUCTION'
_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      293
_diffrn_reflns_number            8319
_reflns_number_total             3151
_diffrn_reflns_av_R_equivalents  0.115
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 3151 
# Theoretical number of reflections is about 6470 


_diffrn_reflns_theta_min         2.282
_diffrn_reflns_theta_max         23.790
_diffrn_measured_fraction_theta_max 0.974

_diffrn_reflns_theta_full        23.790
_diffrn_measured_fraction_theta_full 0.974


_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              -29
_reflns_limit_h_max              28
_reflns_limit_k_min              0
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

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

_refine_diff_density_min         -1.32
_refine_diff_density_max         1.59


# 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         3137
_refine_ls_number_restraints     10
_refine_ls_number_parameters     313
_oxford_refine_ls_R_factor_ref   0.1357
_refine_ls_wR_factor_ref         0.2360
_refine_ls_goodness_of_fit_ref   0.8427
_refine_ls_shift/su_max          0.0099300
_refine_ls_shift/su_mean         0.0003444


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        3137
_refine_ls_R_factor_all          0.1357
_refine_ls_wR_factor_all         0.2360

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1848
_refine_ls_R_factor_gt           0.0773
_refine_ls_wR_factor_gt          0.1771

# 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 Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.10P)² +91.34P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

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

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

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


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.52315(4) 0.73358(9) 0.40424(8) 0.0272 1.0000 Uani D . . . . .
O2 O 0.5633(2) 0.6023(5) 0.4539(4) 0.0243 1.0000 Uani . . . . . .
C3 C 0.5474(4) 0.4943(8) 0.4369(6) 0.0261 1.0000 Uani . . . . . .
C4 C 0.4990(4) 0.4584(7) 0.3717(6) 0.0237 1.0000 Uani . . . . . .
C5 C 0.4598(3) 0.5383(8) 0.3167(6) 0.0226 1.0000 Uani . . . . . .
N6 N 0.4673(3) 0.6488(6) 0.3238(5) 0.0216 1.0000 Uani D . . . . .
N7 N 0.4268(3) 0.7166(6) 0.2629(5) 0.0245 1.0000 Uani D . . . . .
C8 C 0.4379(4) 0.8268(8) 0.2808(7) 0.0285 1.0000 Uani D . . . . .
O9 O 0.4796(2) 0.8618(5) 0.3461(4) 0.0281 1.0000 Uani . . . . . .
C10 C 0.4000(3) 0.9147(7) 0.2241(6) 0.0250 1.0000 Uani . . . . . .
C11 C 0.3492(3) 0.8889(8) 0.1608(6) 0.0223 1.0000 Uani D . . . . .
N12 N 0.3315(3) 0.7747(7) 0.1477(5) 0.0312 1.0000 Uani D . . . . .
C13 C 0.2803(4) 0.7374(8) 0.1248(6) 0.0275 1.0000 Uani D . . . . .
O14 O 0.2417(3) 0.8017(6) 0.1053(5) 0.0387 1.0000 Uani . . . . . .
C15 C 0.2762(4) 0.6088(8) 0.1329(6) 0.0274 1.0000 Uani . . . . . .
C16 C 0.3151(4) 0.5351(8) 0.1186(7) 0.0306 1.0000 Uani . . . . . .
C17 C 0.3094(4) 0.4169(9) 0.1310(7) 0.0397 1.0000 Uani . . . . . .
C18 C 0.2653(4) 0.3734(8) 0.1560(7) 0.0352 1.0000 Uani . . . . . .
C19 C 0.2268(4) 0.4477(9) 0.1672(7) 0.0368 1.0000 Uani . . . . . .
C20 C 0.2314(4) 0.5649(8) 0.1554(6) 0.0287 1.0000 Uani . . . . . .
H201 H 0.2046 0.6147 0.1625 0.0349 1.0000 Uiso . . . . . .
H191 H 0.1973 0.4190 0.1844 0.0443 1.0000 Uiso . . . . . .
H181 H 0.2619 0.2943 0.1649 0.0421 1.0000 Uiso . . . . . .
H171 H 0.3356 0.3664 0.1225 0.0479 1.0000 Uiso . . . . . .
H161 H 0.3443 0.5645 0.1006 0.0369 1.0000 Uiso . . . . . .
H121 H 0.3556(9) 0.7231(19) 0.161(6) 0.0380 1.0000 Uiso D . . . . .
C21 C 0.3178(4) 0.9801(8) 0.1110(6) 0.0283 1.0000 Uani . . . . . .
C22 C 0.3355(4) 1.0913(8) 0.1248(7) 0.0345 1.0000 Uani . . . . . .
C23 C 0.3847(4) 1.1180(8) 0.1862(6) 0.0324 1.0000 Uani . . . . . .
C24 C 0.4163(4) 1.0290(8) 0.2361(7) 0.0317 1.0000 Uani . . . . . .
H241 H 0.4495 1.0462 0.2780 0.0380 1.0000 Uiso . . . . . .
H231 H 0.3963 1.1948 0.1940 0.0390 1.0000 Uiso . . . . . .
H221 H 0.3141 1.1506 0.0918 0.0412 1.0000 Uiso . . . . . .
H211 H 0.2847 0.9638 0.0685 0.0337 1.0000 Uiso . . . . . .
H71 H 0.4298(10) 0.704(2) 0.2054(15) 0.0378 1.0000 Uiso D . . . . .
H51 H 0.4287 0.5091 0.2750 0.0272 1.0000 Uiso . . . . . .
C25 C 0.4873(4) 0.3393(8) 0.3627(6) 0.0252 1.0000 Uani . . . . . .
C26 C 0.5211(4) 0.2575(8) 0.4117(8) 0.0380 1.0000 Uani . . . . . .
C27 C 0.5689(4) 0.2928(8) 0.4745(7) 0.0341 1.0000 Uani . . . . . .
C28 C 0.5826(4) 0.4082(8) 0.4886(6) 0.0259 1.0000 Uani . . . . . .
O29 O 0.6280(2) 0.4516(6) 0.5523(4) 0.0337 1.0000 Uani . . . . . .
C30 C 0.6674(4) 0.3728(9) 0.6067(7) 0.0401 1.0000 Uani . . . . . .
H303 H 0.6824 0.3299 0.5633 0.0598 1.0000 Uiso . . . . . .
H302 H 0.6950 0.4156 0.6510 0.0601 1.0000 Uiso . . . . . .
H301 H 0.6507 0.3203 0.6411 0.0601 1.0000 Uiso . . . . . .
H271 H 0.5924 0.2375 0.5092 0.0408 1.0000 Uiso . . . . . .
H261 H 0.5124 0.1796 0.4046 0.0460 1.0000 Uiso . . . . . .
H251 H 0.4551 0.3169 0.3206 0.0301 1.0000 Uiso . . . . . .
O31 O 0.5799(3) 0.8272(6) 0.4842(4) 0.0313 1.0000 Uani D . . . . .
C32 C 0.5769(4) 0.9466(8) 0.5081(7) 0.0327 1.0000 Uani . . . . . .
H323 H 0.5685 0.9916 0.4502 0.0494 1.0000 Uiso . . . . . .
H322 H 0.5496 0.9569 0.5398 0.0494 1.0000 Uiso . . . . . .
H321 H 0.6106 0.9709 0.5496 0.0490 1.0000 Uiso . . . . . .
H311 H 0.600(3) 0.799(9) 0.532(5) 0.0469 1.0000 Uiso D . . . . .
O33 O 0.6389(3) 0.6974(6) 0.6145(5) 0.0322 1.0000 Uani D . . . . .
H332 H 0.629(4) 0.631(4) 0.598(7) 0.0491 1.0000 Uiso D . . . . .
H331 H 0.6686(19) 0.700(10) 0.606(7) 0.0490 1.0000 Uiso D . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.08588(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . H71 5_655 2.29(2) no
Cu1 . O2 . 1.876(6) yes
Cu1 . C3 . 2.860(10) yes
Cu1 . N6 . 1.872(7) yes
Cu1 . N7 . 2.773(7) yes
Cu1 . C8 . 2.666(10) yes
Cu1 . O9 . 1.919(6) yes
Cu1 . O31 . 1.939(6) yes
O2 . C3 . 1.323(10) yes
C3 . C4 . 1.413(12) yes
C3 . C28 . 1.422(13) yes
C4 . C5 . 1.443(12) yes
C4 . C25 . 1.414(12) yes
C5 . N6 . 1.297(11) yes
C5 . H51 . 0.931 no
N6 . N7 . 1.414(10) yes
N7 . C8 . 1.323(11) yes
N7 . H71 . 0.87(2) no
C8 . O9 . 1.293(11) yes
C8 . C10 . 1.498(13) yes
C10 . C11 . 1.416(12) yes
C10 . C24 . 1.389(12) yes
C11 . N12 . 1.400(11) yes
C11 . C21 . 1.409(12) yes
N12 . C13 . 1.354(11) yes
N12 . H121 . 0.85(2) no
C13 . O14 . 1.222(10) yes
C13 . C15 . 1.503(13) yes
C15 . C16 . 1.386(12) yes
C15 . C20 . 1.395(12) yes
C16 . C17 . 1.398(14) yes
C16 . H161 . 0.938 no
C17 . C18 . 1.396(13) yes
C17 . H171 . 0.933 no
C18 . C19 . 1.368(14) yes
C18 . H181 . 0.935 no
C19 . C20 . 1.381(13) yes
C19 . H191 . 0.933 no
C20 . H201 . 0.935 no
C21 . C22 . 1.367(13) yes
C21 . H211 . 0.930 no
C22 . C23 . 1.379(13) yes
C22 . H221 . 0.930 no
C23 . C24 . 1.392(13) yes
C23 . H231 . 0.939 no
C24 . H241 . 0.931 no
C25 . C26 . 1.355(13) yes
C25 . H251 . 0.928 no
C26 . C27 . 1.386(14) yes
C26 . H261 . 0.932 no
C27 . C28 . 1.386(13) yes
C27 . H271 . 0.931 no
C28 . O29 . 1.379(11) yes
O29 . C30 . 1.437(11) yes
C30 . H303 . 0.968 no
C30 . H302 . 0.961 no
C30 . H301 . 0.965 no
O31 . C32 . 1.437(11) yes
O31 . H311 . 0.82(2) no
C32 . H323 . 0.961 no
C32 . H322 . 0.956 no
C32 . H321 . 0.961 no
O33 . H332 . 0.82(2) no
O33 . H331 . 0.82(2) 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
H71 5_655 Cu1 . O2 . 78.2(7) no
H71 5_655 Cu1 . C3 . 80.4(7) no
O2 . Cu1 . C3 . 22.0(2) yes
H71 5_655 Cu1 . N6 . 87.8(6) no
O2 . Cu1 . N6 . 93.8(3) yes
C3 . Cu1 . N6 . 71.9(3) yes
H71 5_655 Cu1 . N7 . 91.5(6) no
O2 . Cu1 . N7 . 121.3(2) yes
C3 . Cu1 . N7 . 99.6(2) yes
N6 . Cu1 . N7 . 27.7(3) yes
H71 5_655 Cu1 . C8 . 95.9(6) no
O2 . Cu1 . C8 . 149.3(3) yes
C3 . Cu1 . C8 . 127.6(3) yes
N6 . Cu1 . C8 . 55.7(3) yes
N7 . Cu1 . C8 . 28.1(2) yes
H71 5_655 Cu1 . O9 . 100.2(7) no
O2 . Cu1 . O9 . 176.1(3) yes
C3 . Cu1 . O9 . 154.5(3) yes
N6 . Cu1 . O9 . 82.6(3) yes
N7 . Cu1 . O9 . 55.0(2) yes
H71 5_655 Cu1 . O31 . 91.9(6) no
O2 . Cu1 . O31 . 88.5(3) yes
C3 . Cu1 . O31 . 110.4(3) yes
N6 . Cu1 . O31 . 177.6(3) yes
N7 . Cu1 . O31 . 150.0(2) yes
C8 . Cu1 . O9 . 27.0(3) yes
C8 . Cu1 . O31 . 121.9(3) yes
O9 . Cu1 . O31 . 95.0(3) yes
Cu1 . O2 . C3 . 125.9(6) yes
O2 . C3 . Cu1 . 32.1(4) yes
O2 . C3 . C4 . 125.4(8) yes
Cu1 . C3 . C4 . 93.4(6) yes
O2 . C3 . C28 . 116.4(8) yes
Cu1 . C3 . C28 . 148.3(6) yes
C4 . C3 . C28 . 118.1(8) yes
C3 . C4 . C5 . 122.9(8) yes
C3 . C4 . C25 . 118.6(8) yes
C5 . C4 . C25 . 118.5(8) yes
C4 . C5 . N6 . 121.6(8) yes
C4 . C5 . H51 . 118.7 no
N6 . C5 . H51 . 119.7 no
C5 . N6 . Cu1 . 130.0(6) yes
C5 . N6 . N7 . 115.6(7) yes
Cu1 . N6 . N7 . 114.4(5) yes
N6 . N7 . Cu1 . 37.9(4) yes
N6 . N7 . C8 . 109.4(7) yes
Cu1 . N7 . C8 . 71.5(5) yes
N6 . N7 . H71 . 104.6(15) no
Cu1 . N7 . H71 . 114.4(15) no
C8 . N7 . H71 . 106.1(17) no
N7 . C8 . Cu1 . 80.5(5) yes
N7 . C8 . O9 . 122.8(9) yes
Cu1 . C8 . O9 . 42.3(4) yes
N7 . C8 . C10 . 118.5(8) yes
Cu1 . C8 . C10 . 161.0(6) yes
O9 . C8 . C10 . 118.8(8) yes
C8 . O9 . Cu1 . 110.7(6) yes
C8 . C10 . C11 . 124.5(8) yes
C8 . C10 . C24 . 116.7(8) yes
C11 . C10 . C24 . 118.8(8) yes
C10 . C11 . N12 . 120.2(8) yes
C10 . C11 . C21 . 118.6(8) yes
N12 . C11 . C21 . 121.3(8) yes
C11 . N12 . C13 . 127.1(8) yes
C11 . N12 . H121 . 116.1(15) no
C13 . N12 . H121 . 116.5(15) no
N12 . C13 . O14 . 123.6(9) yes
N12 . C13 . C15 . 112.7(8) yes
O14 . C13 . C15 . 123.6(8) yes
C13 . C15 . C16 . 122.0(8) yes
C13 . C15 . C20 . 117.7(8) yes
C16 . C15 . C20 . 120.3(8) yes
C15 . C16 . C17 . 118.7(8) yes
C15 . C16 . H161 . 120.3 no
C17 . C16 . H161 . 121.0 no
C16 . C17 . C18 . 120.9(9) yes
C16 . C17 . H171 . 119.6 no
C18 . C17 . H171 . 119.6 no
C17 . C18 . C19 . 119.3(9) yes
C17 . C18 . H181 . 120.5 no
C19 . C18 . H181 . 120.2 no
C18 . C19 . C20 . 121.0(9) yes
C18 . C19 . H191 . 119.6 no
C20 . C19 . H191 . 119.5 no
C15 . C20 . C19 . 119.8(9) yes
C15 . C20 . H201 . 120.1 no
C19 . C20 . H201 . 120.1 no
C11 . C21 . C22 . 120.7(8) yes
C11 . C21 . H211 . 119.2 no
C22 . C21 . H211 . 120.2 no
C21 . C22 . C23 . 121.5(9) yes
C21 . C22 . H221 . 119.6 no
C23 . C22 . H221 . 118.9 no
C22 . C23 . C24 . 118.7(9) yes
C22 . C23 . H231 . 120.1 no
C24 . C23 . H231 . 121.3 no
C23 . C24 . C10 . 121.8(9) yes
C23 . C24 . H241 . 119.2 no
C10 . C24 . H241 . 119.0 no
N7 . H71 . Cu1 5_655 148(2) no
C4 . C25 . C26 . 123.0(9) yes
C4 . C25 . H251 . 117.8 no
C26 . C25 . H251 . 119.1 no
C25 . C26 . C27 . 118.2(9) yes
C25 . C26 . H261 . 121.3 no
C27 . C26 . H261 . 120.5 no
C26 . C27 . C28 . 122.0(9) yes
C26 . C27 . H271 . 119.1 no
C28 . C27 . H271 . 118.9 no
C3 . C28 . C27 . 120.0(9) yes
C3 . C28 . O29 . 113.8(8) yes
C27 . C28 . O29 . 126.1(8) yes
C28 . O29 . C30 . 119.0(7) yes
O29 . C30 . H303 . 109.0 no
O29 . C30 . H302 . 109.1 no
H303 . C30 . H302 . 109.7 no
O29 . C30 . H301 . 109.3 no
H303 . C30 . H301 . 109.6 no
H302 . C30 . H301 . 110.1 no
Cu1 . O31 . C32 . 127.0(6) yes
Cu1 . O31 . H311 . 119(8) no
C32 . O31 . H311 . 105(8) no
O31 . C32 . H323 . 109.1 no
O31 . C32 . H322 . 109.6 no
H323 . C32 . H322 . 109.6 no
O31 . C32 . H321 . 109.5 no
H323 . C32 . H321 . 109.5 no
H322 . C32 . H321 . 109.6 no
H332 . O33 . H331 . 103(11) 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
N12 . H121 . N7 . 132(5) 0.851 2.024 2.667(13) yes
O31 . H311 . O33 . 162(11) 0.816 1.778 2.568(13) yes
O33 . H332 . O29 . 160(10) 0.823 2.188 2.983(13) yes
O33 . H331 . O14 8_565 171(11) 0.818 1.911 2.723(13) yes


