# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_cul10
_database_code_depnum_ccdc_archive 'CCDC 1815216'
_audit_update_record             
;
2018-01-07 deposited with the CCDC.
2018-05-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H74 Cu3 N10 O12 P2, 19(H2 O)'
_chemical_formula_sum            'C38 H112 Cu3 N10 O31 P2'
_chemical_formula_weight         1457.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   16.4181(6)
_cell_length_b                   12.7243(4)
_cell_length_c                   16.7191(5)
_cell_angle_alpha                90
_cell_angle_beta                 110.9640(10)
_cell_angle_gamma                90
_cell_volume                     3261.56(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9968
_cell_measurement_theta_min      2.1882
_cell_measurement_theta_max      25.6350

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_F_000             1550
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.381
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.054
_exptl_absorpt_coefficient_mu    1.108
_shelx_estimated_absorpt_T_min   0.678
_shelx_estimated_absorpt_T_max   0.943
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            37148
_diffrn_reflns_av_unetI/netI     0.0552
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.328
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             12800
_reflns_number_gt                11245
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v2016.1.0.1'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0426P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 4716 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         12800
_refine_ls_number_parameters     767
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.40428(4) 0.95617(4) 0.26580(3) 0.01973(14) Uani 1 1 d . . . . .
N1A N 0.5110(3) 0.8665(3) 0.2630(2) 0.0207(9) Uani 1 1 d . . . . .
C2A C 0.5623(4) 0.8394(4) 0.3565(3) 0.0341(13) Uani 1 1 d . . . . .
H2A H 0.5367 0.7765 0.3734 0.041 Uiso 1 1 calc R U . . .
H2B H 0.6236 0.8233 0.3639 0.041 Uiso 1 1 calc R U . . .
C3A C 0.5591(4) 0.9319(4) 0.4123(3) 0.0371(14) Uani 1 1 d . . . . .
H3A H 0.5899 0.9138 0.4734 0.044 Uiso 1 1 calc R U . . .
H3B H 0.5888 0.9931 0.3984 0.044 Uiso 1 1 calc R U . . .
N4A N 0.4657(3) 0.9593(3) 0.3976(2) 0.0230(9) Uani 1 1 d . . . . .
C5A C 0.4664(4) 1.0643(4) 0.4366(4) 0.0381(15) Uani 1 1 d . . . . .
H5A H 0.4986 1.1139 0.4132 0.046 Uiso 1 1 calc R U . . .
H5B H 0.4985 1.0590 0.4991 0.046 Uiso 1 1 calc R U . . .
C6A C 0.3775(4) 1.1083(5) 0.4215(4) 0.0443(16) Uani 1 1 d . . . . .
H6A H 0.3838 1.1719 0.4574 0.053 Uiso 1 1 calc R U . . .
H6B H 0.3437 1.0560 0.4407 0.053 Uiso 1 1 calc R U . . .
C7A C 0.3259(4) 1.1370(4) 0.3291(4) 0.0411(15) Uani 1 1 d . . . . .
H7A H 0.2727 1.1752 0.3270 0.049 Uiso 1 1 calc R U . . .
H7B H 0.3614 1.1858 0.3088 0.049 Uiso 1 1 calc R U . . .
N8A N 0.2994(3) 1.0452(4) 0.2682(3) 0.0262(9) Uani 1 1 d . . . . .
C9A C 0.2601(4) 1.0877(5) 0.1807(4) 0.0460(16) Uani 1 1 d . . . . .
H9A H 0.2250 1.1507 0.1815 0.055 Uiso 1 1 calc R U . . .
H9B H 0.2207 1.0345 0.1431 0.055 Uiso 1 1 calc R U . . .
C10A C 0.3308(4) 1.1171(5) 0.1450(4) 0.0444(16) Uani 1 1 d . . . . .
H10A H 0.3036 1.1433 0.0856 0.053 Uiso 1 1 calc R U . . .
H10B H 0.3683 1.1734 0.1803 0.053 Uiso 1 1 calc R U . . .
N11A N 0.3841(3) 1.0219(3) 0.1466(3) 0.0281(10) Uani 1 1 d . . . . .
C12A C 0.4663(4) 1.0588(5) 0.1380(4) 0.0431(16) Uani 1 1 d . . . . .
H12A H 0.4944 1.1104 0.1840 0.052 Uiso 1 1 calc R U . . .
H12B H 0.4521 1.0954 0.0824 0.052 Uiso 1 1 calc R U . . .
C13A C 0.5292(4) 0.9728(5) 0.1429(3) 0.0419(15) Uani 1 1 d . . . . .
H13A H 0.5753 1.0008 0.1236 0.050 Uiso 1 1 calc R U . . .
H13B H 0.4982 0.9169 0.1022 0.050 Uiso 1 1 calc R U . . .
C14A C 0.5726(4) 0.9233(4) 0.2309(3) 0.0356(14) Uani 1 1 d . . . . .
H14A H 0.6179 0.8734 0.2283 0.043 Uiso 1 1 calc R U . . .
H14B H 0.6022 0.9792 0.2723 0.043 Uiso 1 1 calc R U . . .
C15A C 0.4812(4) 0.7654(4) 0.2164(4) 0.0324(13) Uani 1 1 d . . . . .
H15A H 0.5280 0.7122 0.2377 0.039 Uiso 1 1 calc R U . . .
H15B H 0.4687 0.7760 0.1545 0.039 Uiso 1 1 calc R U . . .
P1A P 0.38256(9) 0.71815(9) 0.23267(8) 0.0223(3) Uani 1 1 d . . . . .
O1A O 0.3307(2) 0.8154(3) 0.2332(2) 0.0285(9) Uani 1 1 d . . . . .
O1B O 0.4053(3) 0.6467(3) 0.3087(2) 0.0322(9) Uani 1 1 d . . . . .
C16A C 0.3169(3) 0.6486(3) 0.1348(3) 0.0194(11) Uani 1 1 d . . . . .
H16A H 0.2556 0.6507 0.1319 0.023 Uiso 1 1 calc R U . . .
H16B H 0.3194 0.6905 0.0858 0.023 Uiso 1 1 calc R U . . .
N17A N 0.3363(3) 0.5375(3) 0.1194(2) 0.0180(8) Uani 1 1 d . . . . .
C18A C 0.4253(3) 0.5248(4) 0.1172(3) 0.0214(11) Uani 1 1 d . . . . .
H18A H 0.4675 0.5180 0.1765 0.026 Uiso 1 1 calc R U . . .
H18B H 0.4407 0.5886 0.0918 0.026 Uiso 1 1 calc R U . . .
C19A C 0.4327(4) 0.4288(4) 0.0655(3) 0.0292(13) Uani 1 1 d . . . . .
O19A O 0.3649(3) 0.3839(3) 0.0204(3) 0.0451(12) Uani 1 1 d . . . . .
O19B O 0.5090(3) 0.4034(3) 0.0723(2) 0.0416(10) Uani 1 1 d . . . . .
C20A C 0.3212(3) 0.4637(4) 0.1818(3) 0.0229(11) Uani 1 1 d . . . . .
H20A H 0.3205 0.5042 0.2320 0.028 Uiso 1 1 calc R U . . .
H20B H 0.3707 0.4138 0.2019 0.028 Uiso 1 1 calc R U . . .
C21A C 0.2379(3) 0.4020(4) 0.1463(3) 0.0219(11) Uani 1 1 d . . . . .
O21A O 0.1970(2) 0.4028(3) 0.0653(2) 0.0287(8) Uani 1 1 d . . . . .
O21B O 0.2142(3) 0.3526(3) 0.1982(2) 0.0332(9) Uani 1 1 d . . . . .
C30A C 0.4315(4) 0.8787(4) 0.4414(3) 0.0324(13) Uani 1 1 d . . . . .
H30A H 0.4665 0.8787 0.5028 0.049 Uiso 1 1 calc R U . . .
H30B H 0.4348 0.8093 0.4173 0.049 Uiso 1 1 calc R U . . .
H30C H 0.3707 0.8948 0.4332 0.049 Uiso 1 1 calc R U . . .
C40 C 0.2305(4) 0.9838(5) 0.2858(4) 0.0460(15) Uani 1 1 d . . . . .
H40A H 0.1802 1.0292 0.2787 0.069 Uiso 1 1 calc R U . . .
H40B H 0.2536 0.9569 0.3445 0.069 Uiso 1 1 calc R U . . .
H40C H 0.2124 0.9248 0.2456 0.069 Uiso 1 1 calc R U . . .
C50A C 0.3346(3) 0.9530(5) 0.0740(3) 0.0324(12) Uani 1 1 d . . . . .
H50A H 0.3236 0.9905 0.0199 0.049 Uiso 1 1 calc R U . . .
H50B H 0.2789 0.9335 0.0790 0.049 Uiso 1 1 calc R U . . .
H50C H 0.3686 0.8893 0.0749 0.049 Uiso 1 1 calc R U . . .
Cu2 Cu 0.05234(4) 0.04098(4) -0.26276(3) 0.01882(13) Uani 1 1 d . . . . .
N1X N -0.0423(3) 0.1569(3) -0.2680(2) 0.0203(9) Uani 1 1 d . . . . .
C2X C -0.0854(4) 0.1817(4) -0.3613(3) 0.0266(12) Uani 1 1 d . . . . .
H2X H -0.0497 0.2328 -0.3790 0.032 Uiso 1 1 calc R U . . .
H2Y H -0.1435 0.2131 -0.3721 0.032 Uiso 1 1 calc R U . . .
C3X C -0.0948(3) 0.0810(4) -0.4120(3) 0.0279(12) Uani 1 1 d . . . . .
H3X H -0.1328 0.0314 -0.3959 0.034 Uiso 1 1 calc R U . . .
H3Y H -0.1225 0.0964 -0.4739 0.034 Uiso 1 1 calc R U . . .
N4X N -0.0077(3) 0.0322(3) -0.3947(2) 0.0250(9) Uani 1 1 d . . . . .
C5X C -0.0237(4) -0.0790(4) -0.4270(3) 0.0374(14) Uani 1 1 d . . . . .
H5X H -0.0521 -0.0774 -0.4901 0.045 Uiso 1 1 calc R U . . .
H5Y H -0.0650 -0.1124 -0.4037 0.045 Uiso 1 1 calc R U . . .
C6X C 0.0577(4) -0.1470(4) -0.4038(3) 0.0366(14) Uani 1 1 d . . . . .
H6X H 0.0422 -0.2145 -0.4350 0.044 Uiso 1 1 calc R U . . .
H6Y H 0.1008 -0.1113 -0.4234 0.044 Uiso 1 1 calc R U . . .
C7X C 0.0993(4) -0.1694(4) -0.3102(3) 0.0333(13) Uani 1 1 d . . . . .
H7X H 0.0542 -0.1970 -0.2893 0.040 Uiso 1 1 calc R U . . .
H7Y H 0.1436 -0.2251 -0.3020 0.040 Uiso 1 1 calc R U . . .
N8X N 0.1418(3) -0.0767(3) -0.2570(3) 0.0275(10) Uani 1 1 d . . . . .
C9X C 0.1782(4) -0.1094(4) -0.1647(3) 0.0334(13) Uani 1 1 d . . . . .
H9X H 0.2239 -0.0592 -0.1317 0.040 Uiso 1 1 calc R U . . .
H9Y H 0.2049 -0.1799 -0.1597 0.040 Uiso 1 1 calc R U . . .
C10X C 0.1057(4) -0.1115(4) -0.1290(4) 0.0352(14) Uani 1 1 d . . . . .
H10X H 0.0612 -0.1642 -0.1598 0.042 Uiso 1 1 calc R U . . .
H10Y H 0.1293 -0.1306 -0.0675 0.042 Uiso 1 1 calc R U . . .
N11X N 0.0659(3) -0.0048(3) -0.1400(3) 0.0254(9) Uani 1 1 d . . . . .
C12X C -0.0192(4) -0.0162(4) -0.1275(3) 0.0315(13) Uani 1 1 d . . . . .
H12X H -0.0077 -0.0409 -0.0683 0.038 Uiso 1 1 calc R U . . .
H12Y H -0.0538 -0.0712 -0.1670 0.038 Uiso 1 1 calc R U . . .
C13X C -0.0732(3) 0.0822(4) -0.1421(3) 0.0281(12) Uani 1 1 d . . . . .
H13X H -0.0366 0.1392 -0.1069 0.034 Uiso 1 1 calc R U . . .
H13Y H -0.1219 0.0700 -0.1215 0.034 Uiso 1 1 calc R U . . .
C14X C -0.1109(3) 0.1192(4) -0.2350(3) 0.0231(11) Uani 1 1 d . . . . .
H14X H -0.1435 0.0606 -0.2714 0.028 Uiso 1 1 calc R U . . .
H14Y H -0.1527 0.1770 -0.2396 0.028 Uiso 1 1 calc R U . . .
C15X C -0.0026(3) 0.2552(3) -0.2234(3) 0.0189(10) Uani 1 1 d . . . . .
H15X H 0.0077 0.2487 -0.1615 0.023 Uiso 1 1 calc R U . . .
H15Y H -0.0431 0.3146 -0.2465 0.023 Uiso 1 1 calc R U . . .
P1X P 0.10153(8) 0.28184(9) -0.23783(8) 0.0173(3) Uani 1 1 d . . . . .
O1X O 0.1403(2) 0.1745(3) -0.2408(2) 0.0219(8) Uani 1 1 d . . . . .
O1Y O 0.0877(2) 0.3538(2) -0.3124(2) 0.0223(8) Uani 1 1 d . . . . .
C16X C 0.1744(3) 0.3431(3) -0.1381(3) 0.0188(10) Uani 1 1 d . . . . .
H16X H 0.1680 0.3035 -0.0898 0.023 Uiso 1 1 calc R U . . .
H16Y H 0.2351 0.3322 -0.1355 0.023 Uiso 1 1 calc R U . . .
N17X N 0.1646(3) 0.4569(3) -0.1223(2) 0.0194(8) Uani 1 1 d . . . . .
C18X C 0.0762(3) 0.4814(4) -0.1228(3) 0.0254(11) Uani 1 1 d . . . . .
H18X H 0.0554 0.4220 -0.0969 0.031 Uiso 1 1 calc R U . . .
H18Y H 0.0358 0.4889 -0.1828 0.031 Uiso 1 1 calc R U . . .
C19X C 0.0737(4) 0.5819(4) -0.0739(3) 0.0234(11) Uani 1 1 d . . . . .
O19X O 0.1438(3) 0.6163(3) -0.0227(2) 0.0375(10) Uani 1 1 d . . . . .
O19Y O 0.0002(3) 0.6188(3) -0.0866(2) 0.0398(10) Uani 1 1 d . . . . .
C20X C 0.1868(4) 0.5256(4) -0.1837(3) 0.0355(14) Uani 1 1 d . . . . .
H20X H 0.1356 0.5701 -0.2142 0.043 Uiso 1 1 calc R U . . .
H20Y H 0.1981 0.4806 -0.2269 0.043 Uiso 1 1 calc R U . . .
C21X C 0.2645(3) 0.5959(4) -0.1439(3) 0.0247(12) Uani 1 1 d . . . . .
O21X O 0.3044(2) 0.5924(3) -0.0640(2) 0.0321(9) Uani 1 1 d . . . . .
O21Y O 0.2848(3) 0.6530(3) -0.1946(2) 0.0397(10) Uani 1 1 d . . . . .
C30X C 0.0391(4) 0.0913(5) -0.4413(3) 0.0321(13) Uani 1 1 d . . . . .
H30X H 0.0027 0.0953 -0.5021 0.048 Uiso 1 1 calc R U . . .
H30Y H 0.0938 0.0552 -0.4349 0.048 Uiso 1 1 calc R U . . .
H30Z H 0.0519 0.1624 -0.4176 0.048 Uiso 1 1 calc R U . . .
C40X C 0.2173(4) -0.0425(5) -0.2804(4) 0.0386(14) Uani 1 1 d . . . . .
H40X H 0.2561 -0.1025 -0.2762 0.058 Uiso 1 1 calc R U . . .
H40Y H 0.2495 0.0130 -0.2410 0.058 Uiso 1 1 calc R U . . .
H40Z H 0.1960 -0.0155 -0.3391 0.058 Uiso 1 1 calc R U . . .
C50X C 0.1240(4) 0.0658(4) -0.0734(3) 0.0293(12) Uani 1 1 d . . . . .
H50X H 0.0968 0.1351 -0.0780 0.044 Uiso 1 1 calc R U . . .
H50Y H 0.1800 0.0726 -0.0816 0.044 Uiso 1 1 calc R U . . .
H50Z H 0.1338 0.0362 -0.0166 0.044 Uiso 1 1 calc R U . . .
Cu3 Cu 0.25072(4) 0.49558(4) -0.00092(4) 0.01592(12) Uani 1 1 d . . . . .
O1W O 0.9299(3) 0.4637(3) 0.6293(2) 0.0435(10) Uani 1 1 d . . . . .
H1W H 0.8949 0.4369 0.5871 0.065 Uiso 1 1 d R U . . .
H1S H 0.9789 0.4451 0.6341 0.065 Uiso 1 1 d R U . . .
O2W O 0.4045(3) 0.7863(4) 0.7856(3) 0.0597(14) Uani 1 1 d . . . . .
H2W H 0.4162 0.8238 0.8282 0.090 Uiso 1 1 d R U . . .
H2S H 0.3673 0.7439 0.7920 0.090 Uiso 1 1 d R U . . .
O3W O 0.2102(3) 0.3979(3) 0.6115(2) 0.0365(9) Uani 1 1 d . . . . .
H3W H 0.2012 0.4584 0.5939 0.055 Uiso 1 1 d R U . . .
H3S H 0.1744 0.3842 0.6338 0.055 Uiso 1 1 d R U . . .
O4W O 0.9564(3) 0.7784(3) 0.0030(2) 0.0307(9) Uani 1 1 d . . . . .
H4W H 0.9672 0.7331 -0.0293 0.046 Uiso 1 1 d R U . . .
H4S H 0.9078 0.8048 -0.0319 0.046 Uiso 1 1 d R U . . .
O5W O 0.7659(3) 0.7654(3) 0.5075(2) 0.0369(10) Uani 1 1 d . . . . .
H5W H 0.8121 0.7307 0.5376 0.055 Uiso 1 1 d R U . . .
H5S H 0.7831 0.8183 0.4948 0.055 Uiso 1 1 d R U . . .
O6W O 0.1344(4) 0.8306(7) 0.0776(4) 0.137(3) Uani 1 1 d . . . . .
H6W H 0.1366 0.7743 0.0511 0.205 Uiso 1 1 d R U . . .
H6S H 0.1840 0.8278 0.1177 0.205 Uiso 1 1 d R U . . .
O7W O 0.6917(2) 0.6930(3) 0.2481(2) 0.0337(9) Uani 1 1 d . . . . .
H7W H 0.7423 0.6870 0.2490 0.051 Uiso 1 1 d R U . . .
H7S H 0.6591 0.6740 0.1905 0.051 Uiso 1 1 d R U . . .
O8W O 0.3097(3) 0.0987(3) 0.6020(2) 0.0378(9) Uani 1 1 d . . . . .
H8W H 0.2754 0.1403 0.5583 0.057 Uiso 1 1 d R U . . .
H8S H 0.3125 0.1257 0.6556 0.057 Uiso 1 1 d R U . . .
O9W O 0.9164(3) 0.6764(3) 0.6163(2) 0.0407(10) Uani 1 1 d . . . . .
H9W H 0.9058 0.6972 0.6637 0.061 Uiso 1 1 d R U . . .
H9S H 0.9271 0.6050 0.6092 0.061 Uiso 1 1 d R U . . .
O10W O 0.4803(3) 0.7798(3) 0.6675(3) 0.0479(11) Uani 1 1 d . . . . .
H10W H 0.4640 0.7832 0.7097 0.072 Uiso 1 1 d R U . . .
H10S H 0.4708 0.8372 0.6475 0.072 Uiso 1 1 d R U . . .
O11W O 0.9147(3) 0.7369(3) 0.7714(2) 0.0386(10) Uani 1 1 d . . . . .
H11W H 0.8776 0.7683 0.7893 0.058 Uiso 1 1 d R U . . .
H11S H 0.9311 0.6996 0.8024 0.058 Uiso 1 1 d R U . . .
O12W O 0.3180(3) 0.7292(3) 0.5463(2) 0.0390(10) Uani 1 1 d . . . . .
H12W H 0.2854 0.7645 0.5218 0.059 Uiso 1 1 d R U . . .
H12S H 0.3707 0.7560 0.5750 0.059 Uiso 1 1 d R U . . .
O13W O 0.6931(3) 0.1099(3) 0.5915(2) 0.0439(11) Uani 1 1 d . . . . .
H13W H 0.7214 0.0614 0.5984 0.066 Uiso 1 1 d R U . . .
H13S H 0.6739 0.1437 0.6293 0.066 Uiso 1 1 d R U . . .
O14W O 0.4709(3) 0.9943(3) 0.6459(2) 0.0447(10) Uani 1 1 d . . . . .
H14W H 0.5131 1.0437 0.6668 0.067 Uiso 1 1 d R U . . .
H14S H 0.4277 1.0258 0.6325 0.067 Uiso 1 1 d R U . . .
O15W O 0.2266(3) 0.9195(3) 0.5031(2) 0.0476(11) Uani 1 1 d . . . . .
H15W H 0.2458 0.9628 0.5375 0.071 Uiso 1 1 d R U . . .
H15S H 0.1840 0.9021 0.4890 0.071 Uiso 1 1 d R U . . .
O16W O 0.2321(3) 0.6120(3) 0.6303(3) 0.0530(13) Uani 1 1 d . . . . .
H16W H 0.2508 0.6253 0.6858 0.080 Uiso 1 1 d R U . . .
H16S H 0.2558 0.6380 0.6017 0.080 Uiso 1 1 d R U . . .
O17W O 0.7337(3) 0.9004(4) 0.6230(3) 0.0653(16) Uani 1 1 d . . . . .
H17W H 0.7454 0.8936 0.6740 0.098 Uiso 1 1 d R U . . .
H17S H 0.7495 0.8568 0.6016 0.098 Uiso 1 1 d R U . . .
O18W O 0.4509(4) 0.7331(4) 1.0050(3) 0.0716(18) Uani 1 1 d . . . . .
H18W H 0.4666 0.7785 0.9796 0.107 Uiso 1 1 d R U . . .
H18S H 0.4041 0.7112 0.9632 0.107 Uiso 1 1 d R U . . .
O19W O 0.6154(5) 0.5925(6) 0.0940(4) 0.0407(14) Uani 0.536(6) 1 d . . P . .
O19S O 0.6112(6) 0.7035(7) 0.0661(5) 0.0407(14) Uani 0.464(6) 1 d . . P . .
H19W H 0.5802 0.6387 0.0700 0.061 Uiso 1 1 d R U . . .
H19S H 0.5931 0.5443 0.1015 0.061 Uiso 0.536(6) 1 d R U P . .
H19T H 0.6529 0.6761 0.0645 0.061 Uiso 0.464(6) 1 d R U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N4A 2.070(4) . ?
Cu1 N8A 2.074(4) . ?
Cu1 N11A 2.076(4) . ?
Cu1 N1A 2.105(4) . ?
Cu1 O1A 2.120(3) . ?
N1A C14A 1.491(6) . ?
N1A C15A 1.493(6) . ?
N1A C2A 1.526(7) . ?
C2A C3A 1.515(7) . ?
C2A H2A 0.9900 . ?
C2A H2B 0.9900 . ?
C3A N4A 1.504(7) . ?
C3A H3A 0.9900 . ?
C3A H3B 0.9900 . ?
N4A C30A 1.483(6) . ?
N4A C5A 1.485(6) . ?
C5A C6A 1.499(8) . ?
C5A H5A 0.9900 . ?
C5A H5B 0.9900 . ?
C6A C7A 1.518(8) . ?
C6A H6A 0.9900 . ?
C6A H6B 0.9900 . ?
C7A N8A 1.507(7) . ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
N8A C9A 1.474(7) . ?
N8A C40 1.488(7) . ?
C9A C10A 1.529(8) . ?
C9A H9A 0.9900 . ?
C9A H9B 0.9900 . ?
C10A N11A 1.489(8) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
N11A C50A 1.482(7) . ?
N11A C12A 1.483(7) . ?
C12A C13A 1.487(9) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C13A C14A 1.523(8) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C14A H14A 0.9900 . ?
C14A H14B 0.9900 . ?
C15A P1A 1.836(5) . ?
C15A H15A 0.9900 . ?
C15A H15B 0.9900 . ?
P1A O1B 1.498(4) . ?
P1A O1A 1.504(4) . ?
P1A C16A 1.834(5) . ?
C16A N17A 1.491(6) . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
N17A C18A 1.483(6) . ?
N17A C20A 1.489(6) . ?
N17A Cu3 2.070(4) . ?
C18A C19A 1.527(6) . ?
C18A H18A 0.9900 . ?
C18A H18B 0.9900 . ?
C19A O19A 1.238(7) . ?
C19A O19B 1.260(7) . ?
O19A Cu3 2.276(4) . ?
C20A C21A 1.503(7) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C21A O21B 1.241(6) . ?
C21A O21A 1.278(6) . ?
O21A Cu3 2.024(3) . ?
C30A H30A 0.9800 . ?
C30A H30B 0.9800 . ?
C30A H30C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C50A H50A 0.9800 . ?
C50A H50B 0.9800 . ?
C50A H50C 0.9800 . ?
Cu2 N11X 2.067(4) . ?
Cu2 N4X 2.072(4) . ?
Cu2 N8X 2.076(4) . ?
Cu2 N1X 2.121(4) . ?
Cu2 O1X 2.175(3) . ?
N1X C15X 1.483(6) . ?
N1X C2X 1.498(6) . ?
N1X C14X 1.500(6) . ?
C2X C3X 1.513(7) . ?
C2X H2X 0.9900 . ?
C2X H2Y 0.9900 . ?
C3X N4X 1.489(7) . ?
C3X H3X 0.9900 . ?
C3X H3Y 0.9900 . ?
N4X C30X 1.481(6) . ?
N4X C5X 1.504(7) . ?
C5X C6X 1.522(8) . ?
C5X H5X 0.9900 . ?
C5X H5Y 0.9900 . ?
C6X C7X 1.494(8) . ?
C6X H6X 0.9900 . ?
C6X H6Y 0.9900 . ?
C7X N8X 1.491(6) . ?
C7X H7X 0.9900 . ?
C7X H7Y 0.9900 . ?
N8X C40X 1.491(6) . ?
N8X C9X 1.500(6) . ?
C9X C10X 1.511(8) . ?
C9X H9X 0.9900 . ?
C9X H9Y 0.9900 . ?
C10X N11X 1.489(7) . ?
C10X H10X 0.9900 . ?
C10X H10Y 0.9900 . ?
N11X C50X 1.482(6) . ?
N11X C12X 1.492(6) . ?
C12X C13X 1.502(7) . ?
C12X H12X 0.9900 . ?
C12X H12Y 0.9900 . ?
C13X C14X 1.527(7) . ?
C13X H13X 0.9900 . ?
C13X H13Y 0.9900 . ?
C14X H14X 0.9900 . ?
C14X H14Y 0.9900 . ?
C15X P1X 1.841(5) . ?
C15X H15X 0.9900 . ?
C15X H15Y 0.9900 . ?
P1X O1Y 1.498(3) . ?
P1X O1X 1.515(3) . ?
P1X C16X 1.841(5) . ?
C16X N17X 1.491(6) . ?
C16X H16X 0.9900 . ?
C16X H16Y 0.9900 . ?
N17X C18X 1.483(6) . ?
N17X C20X 1.490(6) . ?
N17X Cu3 2.075(4) . ?
C18X C19X 1.525(7) . ?
C18X H18X 0.9900 . ?
C18X H18Y 0.9900 . ?
C19X O19Y 1.240(6) . ?
C19X O19X 1.244(6) . ?
O19X Cu3 2.261(4) . ?
C20X C21X 1.504(7) . ?
C20X H20X 0.9900 . ?
C20X H20Y 0.9900 . ?
C21X O21Y 1.249(6) . ?
C21X O21X 1.260(6) . ?
O21X Cu3 2.017(4) . ?
C30X H30X 0.9800 . ?
C30X H30Y 0.9800 . ?
C30X H30Z 0.9800 . ?
C40X H40X 0.9800 . ?
C40X H40Y 0.9800 . ?
C40X H40Z 0.9800 . ?
C50X H50X 0.9800 . ?
C50X H50Y 0.9800 . ?
C50X H50Z 0.9800 . ?
O1W H1W 0.8082 . ?
O1W H1S 0.8148 . ?
O2W H2W 0.8209 . ?
O2W H2S 0.8501 . ?
O3W H3W 0.8187 . ?
O3W H3S 0.8185 . ?
O4W H4W 0.8503 . ?
O4W H4S 0.8701 . ?
O5W H5W 0.8662 . ?
O5W H5S 0.7873 . ?
O6W H6W 0.8500 . ?
O6W H6S 0.8498 . ?
O7W H7W 0.8301 . ?
O7W H7S 0.9509 . ?
O8W H8W 0.9144 . ?
O8W H8S 0.9450 . ?
O9W H9W 0.9095 . ?
O9W H9S 0.9414 . ?
O10W H10W 0.8402 . ?
O10W H10S 0.7956 . ?
O11W H11W 0.8657 . ?
O11W H11S 0.6832 . ?
O12W H12W 0.7053 . ?
O12W H12S 0.8936 . ?
O13W H13W 0.7555 . ?
O13W H13S 0.9094 . ?
O14W H14W 0.9083 . ?
O14W H14S 0.7732 . ?
O15W H15W 0.7770 . ?
O15W H15S 0.6901 . ?
O16W H16W 0.8843 . ?
O16W H16S 0.7886 . ?
O17W H17W 0.8089 . ?
O17W H17S 0.7548 . ?
O18W H18W 0.8121 . ?
O18W H18S 0.8786 . ?
O19W H19W 0.8214 . ?
O19W H19S 0.7465 . ?
O19S H19W 0.9831 . ?
O19S H19T 0.7762 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4A Cu1 N8A 93.48(16) . . ?
N4A Cu1 N11A 149.77(16) . . ?
N8A Cu1 N11A 87.14(16) . . ?
N4A Cu1 N1A 86.63(16) . . ?
N8A Cu1 N1A 179.66(17) . . ?
N11A Cu1 N1A 92.60(16) . . ?
N4A Cu1 O1A 107.81(15) . . ?
N8A Cu1 O1A 93.80(15) . . ?
N11A Cu1 O1A 102.30(15) . . ?
N1A Cu1 O1A 86.47(14) . . ?
C14A N1A C15A 111.6(4) . . ?
C14A N1A C2A 106.3(4) . . ?
C15A N1A C2A 107.3(4) . . ?
C14A N1A Cu1 115.0(3) . . ?
C15A N1A Cu1 111.0(3) . . ?
C2A N1A Cu1 105.0(3) . . ?
C3A C2A N1A 109.1(4) . . ?
C3A C2A H2A 109.9 . . ?
N1A C2A H2A 109.9 . . ?
C3A C2A H2B 109.9 . . ?
N1A C2A H2B 109.9 . . ?
H2A C2A H2B 108.3 . . ?
N4A C3A C2A 109.7(5) . . ?
N4A C3A H3A 109.7 . . ?
C2A C3A H3A 109.7 . . ?
N4A C3A H3B 109.7 . . ?
C2A C3A H3B 109.7 . . ?
H3A C3A H3B 108.2 . . ?
C30A N4A C5A 110.5(4) . . ?
C30A N4A C3A 107.6(4) . . ?
C5A N4A C3A 106.8(4) . . ?
C30A N4A Cu1 112.7(3) . . ?
C5A N4A Cu1 114.2(3) . . ?
C3A N4A Cu1 104.5(3) . . ?
N4A C5A C6A 114.1(5) . . ?
N4A C5A H5A 108.7 . . ?
C6A C5A H5A 108.7 . . ?
N4A C5A H5B 108.7 . . ?
C6A C5A H5B 108.7 . . ?
H5A C5A H5B 107.6 . . ?
C5A C6A C7A 114.6(5) . . ?
C5A C6A H6A 108.6 . . ?
C7A C6A H6A 108.6 . . ?
C5A C6A H6B 108.6 . . ?
C7A C6A H6B 108.6 . . ?
H6A C6A H6B 107.6 . . ?
N8A C7A C6A 115.0(5) . . ?
N8A C7A H7A 108.5 . . ?
C6A C7A H7A 108.5 . . ?
N8A C7A H7B 108.5 . . ?
C6A C7A H7B 108.5 . . ?
H7A C7A H7B 107.5 . . ?
C9A N8A C40 107.1(5) . . ?
C9A N8A C7A 107.7(4) . . ?
C40 N8A C7A 109.3(4) . . ?
C9A N8A Cu1 104.6(3) . . ?
C40 N8A Cu1 114.3(3) . . ?
C7A N8A Cu1 113.3(3) . . ?
N8A C9A C10A 110.7(5) . . ?
N8A C9A H9A 109.5 . . ?
C10A C9A H9A 109.5 . . ?
N8A C9A H9B 109.5 . . ?
C10A C9A H9B 109.5 . . ?
H9A C9A H9B 108.1 . . ?
N11A C10A C9A 108.5(5) . . ?
N11A C10A H10A 110.0 . . ?
C9A C10A H10A 110.0 . . ?
N11A C10A H10B 110.0 . . ?
C9A C10A H10B 110.0 . . ?
H10A C10A H10B 108.4 . . ?
C50A N11A C12A 111.1(4) . . ?
C50A N11A C10A 108.7(4) . . ?
C12A N11A C10A 106.9(4) . . ?
C50A N11A Cu1 113.6(3) . . ?
C12A N11A Cu1 112.4(3) . . ?
C10A N11A Cu1 103.6(3) . . ?
N11A C12A C13A 113.6(5) . . ?
N11A C12A H12A 108.9 . . ?
C13A C12A H12A 108.9 . . ?
N11A C12A H12B 108.9 . . ?
C13A C12A H12B 108.9 . . ?
H12A C12A H12B 107.7 . . ?
C12A C13A C14A 115.7(5) . . ?
C12A C13A H13A 108.4 . . ?
C14A C13A H13A 108.4 . . ?
C12A C13A H13B 108.4 . . ?
C14A C13A H13B 108.4 . . ?
H13A C13A H13B 107.4 . . ?
N1A C14A C13A 113.8(5) . . ?
N1A C14A H14A 108.8 . . ?
C13A C14A H14A 108.8 . . ?
N1A C14A H14B 108.8 . . ?
C13A C14A H14B 108.8 . . ?
H14A C14A H14B 107.7 . . ?
N1A C15A P1A 110.3(3) . . ?
N1A C15A H15A 109.6 . . ?
P1A C15A H15A 109.6 . . ?
N1A C15A H15B 109.6 . . ?
P1A C15A H15B 109.6 . . ?
H15A C15A H15B 108.1 . . ?
O1B P1A O1A 117.7(2) . . ?
O1B P1A C16A 110.7(2) . . ?
O1A P1A C16A 104.4(2) . . ?
O1B P1A C15A 111.1(3) . . ?
O1A P1A C15A 105.2(2) . . ?
C16A P1A C15A 107.1(2) . . ?
P1A O1A Cu1 115.2(2) . . ?
N17A C16A P1A 121.1(4) . . ?
N17A C16A H16A 107.0 . . ?
P1A C16A H16A 107.0 . . ?
N17A C16A H16B 107.0 . . ?
P1A C16A H16B 107.0 . . ?
H16A C16A H16B 106.8 . . ?
C18A N17A C20A 111.2(4) . . ?
C18A N17A C16A 112.4(4) . . ?
C20A N17A C16A 112.3(3) . . ?
C18A N17A Cu3 106.2(3) . . ?
C20A N17A Cu3 107.0(3) . . ?
C16A N17A Cu3 107.4(3) . . ?
N17A C18A C19A 112.3(4) . . ?
N17A C18A H18A 109.1 . . ?
C19A C18A H18A 109.1 . . ?
N17A C18A H18B 109.1 . . ?
C19A C18A H18B 109.1 . . ?
H18A C18A H18B 107.9 . . ?
O19A C19A O19B 125.8(5) . . ?
O19A C19A C18A 118.5(5) . . ?
O19B C19A C18A 115.6(5) . . ?
C19A O19A Cu3 108.5(3) . . ?
N17A C20A C21A 114.2(4) . . ?
N17A C20A H20A 108.7 . . ?
C21A C20A H20A 108.7 . . ?
N17A C20A H20B 108.7 . . ?
C21A C20A H20B 108.7 . . ?
H20A C20A H20B 107.6 . . ?
O21B C21A O21A 124.6(5) . . ?
O21B C21A C20A 117.2(4) . . ?
O21A C21A C20A 118.2(4) . . ?
C21A O21A Cu3 114.7(3) . . ?
N4A C30A H30A 109.5 . . ?
N4A C30A H30B 109.5 . . ?
H30A C30A H30B 109.5 . . ?
N4A C30A H30C 109.5 . . ?
H30A C30A H30C 109.5 . . ?
H30B C30A H30C 109.5 . . ?
N8A C40 H40A 109.5 . . ?
N8A C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
N8A C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N11A C50A H50A 109.5 . . ?
N11A C50A H50B 109.5 . . ?
H50A C50A H50B 109.5 . . ?
N11A C50A H50C 109.5 . . ?
H50A C50A H50C 109.5 . . ?
H50B C50A H50C 109.5 . . ?
N11X Cu2 N4X 151.98(17) . . ?
N11X Cu2 N8X 85.83(16) . . ?
N4X Cu2 N8X 94.00(17) . . ?
N11X Cu2 N1X 93.10(15) . . ?
N4X Cu2 N1X 86.05(16) . . ?
N8X Cu2 N1X 177.84(16) . . ?
N11X Cu2 O1X 102.90(15) . . ?
N4X Cu2 O1X 104.86(14) . . ?
N8X Cu2 O1X 98.04(14) . . ?
N1X Cu2 O1X 84.02(14) . . ?
C15X N1X C2X 107.8(4) . . ?
C15X N1X C14X 109.7(3) . . ?
C2X N1X C14X 108.2(4) . . ?
C15X N1X Cu2 112.5(3) . . ?
C2X N1X Cu2 104.8(3) . . ?
C14X N1X Cu2 113.5(3) . . ?
N1X C2X C3X 108.7(4) . . ?
N1X C2X H2X 109.9 . . ?
C3X C2X H2X 109.9 . . ?
N1X C2X H2Y 109.9 . . ?
C3X C2X H2Y 109.9 . . ?
H2X C2X H2Y 108.3 . . ?
N4X C3X C2X 110.2(4) . . ?
N4X C3X H3X 109.6 . . ?
C2X C3X H3X 109.6 . . ?
N4X C3X H3Y 109.6 . . ?
C2X C3X H3Y 109.6 . . ?
H3X C3X H3Y 108.1 . . ?
C30X N4X C3X 109.2(4) . . ?
C30X N4X C5X 110.2(4) . . ?
C3X N4X C5X 106.9(4) . . ?
C30X N4X Cu2 113.2(3) . . ?
C3X N4X Cu2 104.0(3) . . ?
C5X N4X Cu2 112.9(3) . . ?
N4X C5X C6X 114.8(5) . . ?
N4X C5X H5X 108.6 . . ?
C6X C5X H5X 108.6 . . ?
N4X C5X H5Y 108.6 . . ?
C6X C5X H5Y 108.6 . . ?
H5X C5X H5Y 107.5 . . ?
C7X C6X C5X 113.9(5) . . ?
C7X C6X H6X 108.8 . . ?
C5X C6X H6X 108.8 . . ?
C7X C6X H6Y 108.8 . . ?
C5X C6X H6Y 108.8 . . ?
H6X C6X H6Y 107.7 . . ?
N8X C7X C6X 114.5(4) . . ?
N8X C7X H7X 108.6 . . ?
C6X C7X H7X 108.6 . . ?
N8X C7X H7Y 108.6 . . ?
C6X C7X H7Y 108.6 . . ?
H7X C7X H7Y 107.6 . . ?
C40X N8X C7X 109.3(4) . . ?
C40X N8X C9X 106.7(4) . . ?
C7X N8X C9X 108.9(4) . . ?
C40X N8X Cu2 114.7(3) . . ?
C7X N8X Cu2 111.7(3) . . ?
C9X N8X Cu2 105.2(3) . . ?
N8X C9X C10X 109.4(4) . . ?
N8X C9X H9X 109.8 . . ?
C10X C9X H9X 109.8 . . ?
N8X C9X H9Y 109.8 . . ?
C10X C9X H9Y 109.8 . . ?
H9X C9X H9Y 108.2 . . ?
N11X C10X C9X 107.9(4) . . ?
N11X C10X H10X 110.1 . . ?
C9X C10X H10X 110.1 . . ?
N11X C10X H10Y 110.1 . . ?
C9X C10X H10Y 110.1 . . ?
H10X C10X H10Y 108.4 . . ?
C50X N11X C10X 108.9(4) . . ?
C50X N11X C12X 109.7(4) . . ?
C10X N11X C12X 106.6(4) . . ?
C50X N11X Cu2 112.8(3) . . ?
C10X N11X Cu2 105.5(3) . . ?
C12X N11X Cu2 113.1(3) . . ?
N11X C12X C13X 115.1(4) . . ?
N11X C12X H12X 108.5 . . ?
C13X C12X H12X 108.5 . . ?
N11X C12X H12Y 108.5 . . ?
C13X C12X H12Y 108.5 . . ?
H12X C12X H12Y 107.5 . . ?
C12X C13X C14X 115.0(4) . . ?
C12X C13X H13X 108.5 . . ?
C14X C13X H13X 108.5 . . ?
C12X C13X H13Y 108.5 . . ?
C14X C13X H13Y 108.5 . . ?
H13X C13X H13Y 107.5 . . ?
N1X C14X C13X 112.8(4) . . ?
N1X C14X H14X 109.0 . . ?
C13X C14X H14X 109.0 . . ?
N1X C14X H14Y 109.0 . . ?
C13X C14X H14Y 109.0 . . ?
H14X C14X H14Y 107.8 . . ?
N1X C15X P1X 110.5(3) . . ?
N1X C15X H15X 109.5 . . ?
P1X C15X H15X 109.5 . . ?
N1X C15X H15Y 109.5 . . ?
P1X C15X H15Y 109.5 . . ?
H15X C15X H15Y 108.1 . . ?
O1Y P1X O1X 117.62(19) . . ?
O1Y P1X C15X 110.5(2) . . ?
O1X P1X C15X 105.0(2) . . ?
O1Y P1X C16X 110.5(2) . . ?
O1X P1X C16X 105.5(2) . . ?
C15X P1X C16X 107.0(2) . . ?
P1X O1X Cu2 116.65(19) . . ?
N17X C16X P1X 119.7(3) . . ?
N17X C16X H16X 107.4 . . ?
P1X C16X H16X 107.4 . . ?
N17X C16X H16Y 107.4 . . ?
P1X C16X H16Y 107.4 . . ?
H16X C16X H16Y 106.9 . . ?
C18X N17X C20X 110.7(4) . . ?
C18X N17X C16X 111.8(4) . . ?
C20X N17X C16X 112.3(4) . . ?
C18X N17X Cu3 106.2(3) . . ?
C20X N17X Cu3 106.6(3) . . ?
C16X N17X Cu3 109.0(3) . . ?
N17X C18X C19X 112.8(4) . . ?
N17X C18X H18X 109.0 . . ?
C19X C18X H18X 109.0 . . ?
N17X C18X H18Y 109.0 . . ?
C19X C18X H18Y 109.0 . . ?
H18X C18X H18Y 107.8 . . ?
O19Y C19X O19X 126.1(5) . . ?
O19Y C19X C18X 115.9(5) . . ?
O19X C19X C18X 117.9(5) . . ?
C19X O19X Cu3 110.2(3) . . ?
N17X C20X C21X 114.9(4) . . ?
N17X C20X H20X 108.5 . . ?
C21X C20X H20X 108.5 . . ?
N17X C20X H20Y 108.5 . . ?
C21X C20X H20Y 108.5 . . ?
H20X C20X H20Y 107.5 . . ?
O21Y C21X O21X 125.2(5) . . ?
O21Y C21X C20X 115.8(5) . . ?
O21X C21X C20X 119.0(4) . . ?
C21X O21X Cu3 114.7(3) . . ?
N4X C30X H30X 109.5 . . ?
N4X C30X H30Y 109.5 . . ?
H30X C30X H30Y 109.5 . . ?
N4X C30X H30Z 109.5 . . ?
H30X C30X H30Z 109.5 . . ?
H30Y C30X H30Z 109.5 . . ?
N8X C40X H40X 109.5 . . ?
N8X C40X H40Y 109.5 . . ?
H40X C40X H40Y 109.5 . . ?
N8X C40X H40Z 109.5 . . ?
H40X C40X H40Z 109.5 . . ?
H40Y C40X H40Z 109.5 . . ?
N11X C50X H50X 109.5 . . ?
N11X C50X H50Y 109.5 . . ?
H50X C50X H50Y 109.5 . . ?
N11X C50X H50Z 109.5 . . ?
H50X C50X H50Z 109.5 . . ?
H50Y C50X H50Z 109.5 . . ?
O21X Cu3 O21A 177.93(16) . . ?
O21X Cu3 N17A 94.55(14) . . ?
O21A Cu3 N17A 84.02(14) . . ?
O21X Cu3 N17X 84.58(14) . . ?
O21A Cu3 N17X 96.83(14) . . ?
N17A Cu3 N17X 178.79(18) . . ?
O21X Cu3 O19X 87.71(15) . . ?
O21A Cu3 O19X 91.11(14) . . ?
N17A Cu3 O19X 101.48(14) . . ?
N17X Cu3 O19X 77.66(15) . . ?
O21X Cu3 O19A 88.52(15) . . ?
O21A Cu3 O19A 92.61(14) . . ?
N17A Cu3 O19A 76.95(15) . . ?
N17X Cu3 O19A 103.85(15) . . ?
O19X Cu3 O19A 175.78(15) . . ?
H1W O1W H1S 109.4 . . ?
H2W O2W H2S 102.5 . . ?
H3W O3W H3S 107.3 . . ?
H4W O4W H4S 100.7 . . ?
H5W O5W H5S 105.5 . . ?
H6W O6W H6S 99.7 . . ?
H7W O7W H7S 101.0 . . ?
H8W O8W H8S 110.7 . . ?
H9W O9W H9S 119.5 . . ?
H10W O10W H10S 103.4 . . ?
H11W O11W H11S 101.0 . . ?
H12W O12W H12S 117.2 . . ?
H13W O13W H13S 128.9 . . ?
H14W O14W H14S 104.3 . . ?
H15W O15W H15S 125.0 . . ?
H16W O16W H16S 119.7 . . ?
H17W O17W H17S 115.3 . . ?
H18W O18W H18S 99.2 . . ?
H19W O19W H19S 111.7 . . ?
H19W O19S H19T 96.3 . . ?

_refine_diff_density_max         0.620
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_cul8
_database_code_depnum_ccdc_archive 'CCDC 1815218'
_audit_update_record             
;
2018-01-07 deposited with the CCDC.
2018-05-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C15 H37 Cu2 N4 O7 P2, Cl O4, 0.5(C3 H6 O), 2(H2 O)'
_chemical_formula_sum            'C16.5 H44 Cl Cu2 N4 O13.5 P2'
_chemical_formula_weight         739.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.9911(14)
_cell_length_b                   8.5375(5)
_cell_length_c                   15.9311(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.605(2)
_cell_angle_gamma                90
_cell_volume                     2849.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9938
_cell_measurement_theta_min      2.5762
_cell_measurement_theta_max      25.9652

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.723
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.029
_exptl_absorpt_coefficient_mu    1.768
_shelx_estimated_absorpt_T_min   0.812
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            34000
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.576
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5609
_reflns_number_gt                4891
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v2016.1.0.1'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0240P)²+10.5521P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5609
_refine_ls_number_parameters     367
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.0920
_refine_ls_wR_factor_gt          0.0888
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.23356(2) 0.52940(5) 0.32281(2) 0.01144(10) Uani 1 1 d . . . . .
N1 N 0.30913(13) 0.6176(3) 0.25565(17) 0.0122(6) Uani 1 1 d . . . . .
C2 C 0.30256(17) 0.5379(4) 0.1721(2) 0.0175(7) Uani 1 1 d . . . . .
H21 H 0.3235 0.4341 0.1758 0.021 Uiso 1 1 calc R U . . .
H22 H 0.3237 0.6012 0.1298 0.021 Uiso 1 1 calc R U . . .
C3 C 0.23287(18) 0.5184(4) 0.1456(2) 0.0191(7) Uani 1 1 d . . . . .
H31 H 0.2125 0.6226 0.1385 0.023 Uiso 1 1 calc R U . . .
H32 H 0.2284 0.4630 0.0909 0.023 Uiso 1 1 calc R U . . .
N4 N 0.20055(14) 0.4273(3) 0.21014(18) 0.0157(6) Uani 1 1 d . . . . .
C5 C 0.13031(18) 0.4456(5) 0.1917(2) 0.0238(8) Uani 1 1 d . . . . .
H51 H 0.1185 0.3932 0.1375 0.029 Uiso 1 1 calc R U . . .
H52 H 0.1208 0.5585 0.1844 0.029 Uiso 1 1 calc R U . . .
C6 C 0.08823(19) 0.3813(5) 0.2572(3) 0.0273(9) Uani 1 1 d . . . . .
H61 H 0.0988 0.2694 0.2668 0.033 Uiso 1 1 calc R U . . .
H62 H 0.0432 0.3872 0.2350 0.033 Uiso 1 1 calc R U . . .
C7 C 0.09501(18) 0.4671(5) 0.3404(3) 0.0273(9) Uani 1 1 d . . . . .
H71 H 0.0881 0.5803 0.3299 0.033 Uiso 1 1 calc R U . . .
H72 H 0.0611 0.4306 0.3761 0.033 Uiso 1 1 calc R U . . .
N8 N 0.15849(15) 0.4458(4) 0.38801(19) 0.0221(7) Uani 1 1 d . . . . .
C9 C 0.1585(2) 0.5426(6) 0.4647(2) 0.0326(10) Uani 1 1 d . . . . .
H91 H 0.1901 0.5006 0.5077 0.039 Uiso 1 1 calc R U . . .
H92 H 0.1159 0.5384 0.4879 0.039 Uiso 1 1 calc R U . . .
C10 C 0.1749(2) 0.7096(5) 0.4451(3) 0.0305(10) Uani 1 1 d . . . . .
H101 H 0.1418 0.7541 0.4048 0.037 Uiso 1 1 calc R U . . .
H102 H 0.1761 0.7731 0.4972 0.037 Uiso 1 1 calc R U . . .
N11 N 0.23838(15) 0.7146(4) 0.40797(18) 0.0195(7) Uani 1 1 d . . . . .
C12 C 0.2452(2) 0.8703(4) 0.3673(3) 0.0263(9) Uani 1 1 d . . . . .
H121 H 0.2450 0.9522 0.4113 0.032 Uiso 1 1 calc R U . . .
H122 H 0.2075 0.8881 0.3280 0.032 Uiso 1 1 calc R U . . .
C13 C 0.30464(19) 0.8900(4) 0.3196(3) 0.0269(9) Uani 1 1 d . . . . .
H131 H 0.3423 0.8630 0.3574 0.032 Uiso 1 1 calc R U . . .
H132 H 0.3086 1.0015 0.3037 0.032 Uiso 1 1 calc R U . . .
C14 C 0.30588(18) 0.7908(4) 0.2407(2) 0.0203(8) Uani 1 1 d . . . . .
H141 H 0.2671 0.8139 0.2043 0.024 Uiso 1 1 calc R U . . .
H142 H 0.3432 0.8223 0.2097 0.024 Uiso 1 1 calc R U . . .
C15 C 0.37334(16) 0.5771(4) 0.2951(2) 0.0141(7) Uani 1 1 d . . . . .
H151 H 0.3859 0.6546 0.3394 0.017 Uiso 1 1 calc R U . . .
H152 H 0.4054 0.5801 0.2522 0.017 Uiso 1 1 calc R U . . .
P1 P 0.37097(4) 0.38236(9) 0.34092(5) 0.01108(17) Uani 1 1 d . . . . .
O11 O 0.30897(11) 0.3758(3) 0.38487(14) 0.0151(5) Uani 1 1 d . . . . .
O12 O 0.37494(11) 0.2599(3) 0.27221(14) 0.0164(5) Uani 1 1 d . . . . .
C16 C 0.44004(16) 0.3717(4) 0.4139(2) 0.0137(7) Uani 1 1 d . . . . .
H161 H 0.4318 0.2956 0.4588 0.016 Uiso 1 1 calc R U . . .
H162 H 0.4474 0.4754 0.4405 0.016 Uiso 1 1 calc R U . . .
P2 P 0.51118(4) 0.31289(9) 0.36296(5) 0.01098(18) Uani 1 1 d . . . . .
O21 O 0.49608(11) 0.1508(3) 0.32600(15) 0.0160(5) Uani 1 1 d . . . . .
O22 O 0.51835(12) 0.4308(3) 0.29178(14) 0.0164(5) Uani 1 1 d . . . . .
O23 O 0.56759(11) 0.3115(3) 0.42692(14) 0.0150(5) Uani 1 1 d . . . . .
C17 C 0.21766(19) 0.2579(4) 0.2039(2) 0.0233(8) Uani 1 1 d . . . . .
H171 H 0.2063 0.2203 0.1468 0.035 Uiso 1 1 calc R U . . .
H172 H 0.1943 0.1974 0.2442 0.035 Uiso 1 1 calc R U . . .
H173 H 0.2636 0.2449 0.2165 0.035 Uiso 1 1 calc R U . . .
C18 C 0.1652(2) 0.2798(5) 0.4153(3) 0.0343(10) Uani 1 1 d . . . . .
H181 H 0.1619 0.2114 0.3658 0.051 Uiso 1 1 calc R U . . .
H182 H 0.1312 0.2539 0.4524 0.051 Uiso 1 1 calc R U . . .
H183 H 0.2068 0.2649 0.4456 0.051 Uiso 1 1 calc R U . . .
C19 C 0.2897(2) 0.6937(5) 0.4758(2) 0.0264(9) Uani 1 1 d . . . . .
H191 H 0.3312 0.6883 0.4510 0.040 Uiso 1 1 calc R U . . .
H192 H 0.2823 0.5964 0.5064 0.040 Uiso 1 1 calc R U . . .
H193 H 0.2893 0.7825 0.5148 0.040 Uiso 1 1 calc R U . . .
Cu2 Cu 0.43679(2) 0.12128(4) 0.22791(2) 0.01206(10) Uani 1 1 d . . . . .
O1W O 0.48582(13) 0.3037(3) 0.13747(16) 0.0253(6) Uani 1 1 d . . . . .
H11W H 0.4975 0.3580 0.1816 0.030 Uiso 1 1 d R U . . .
H12W H 0.4674 0.3628 0.1015 0.030 Uiso 1 1 d R U . . .
O2W O 0.37344(12) 0.0693(3) 0.13391(14) 0.0162(5) Uani 1 1 d . . . . .
H21W H 0.3616 0.1376 0.1029 0.019 Uiso 1 1 d R U . . .
H22W H 0.3867 -0.0032 0.1021 0.019 Uiso 1 1 d R U . . .
O3W O 0.32424(12) 0.2013(3) 0.52895(15) 0.0202(5) Uani 1 1 d . . . . .
H31W H 0.3204 0.2469 0.4802 0.024 Uiso 1 1 d R U . . .
H32W H 0.3528 0.1210 0.5153 0.024 Uiso 1 1 d R U . . .
O4W O 0.57861(13) 0.0181(3) 0.49820(17) 0.0265(6) Uani 1 1 d . . . . .
H41W H 0.5768 0.1092 0.4820 0.032 Uiso 1 1 d R U . . .
H42W H 0.5507 0.0142 0.5419 0.032 Uiso 1 1 d R U . . .
Cl1 Cl 0.09374(5) 0.58676(11) 0.68372(6) 0.0262(2) Uani 1 1 d . . . . .
O1P O 0.15745(15) 0.6246(4) 0.6635(2) 0.0399(8) Uani 1 1 d . . . . .
O2P O 0.07257(17) 0.4503(4) 0.6385(2) 0.0446(8) Uani 1 1 d . . . . .
O3P O 0.09425(19) 0.5522(5) 0.7723(2) 0.0618(11) Uani 1 1 d . . . . .
O4P O 0.05200(18) 0.7133(4) 0.6630(3) 0.0755(15) Uani 1 1 d . . . . .
C1A C 0.0066(5) -0.1822(14) 0.4659(8) 0.051(2) Uani 0.5 1 d . . P . .
H11A H 0.0320 -0.2204 0.4205 0.076 Uiso 0.5 1 d R U P . .
H12A H -0.0377 -0.1671 0.4443 0.076 Uiso 0.5 1 d R U P . .
H13A H 0.0081 -0.2589 0.5117 0.076 Uiso 0.5 1 d R U P . .
C2A C 0.0329(5) -0.0282(13) 0.4994(6) 0.037(2) Uani 0.5 1 d . . P . .
O2A O 0.0884(3) 0.0041(8) 0.4938(4) 0.0409(15) Uani 0.5 1 d . . P . .
C3A C -0.0132(6) 0.0782(16) 0.5364(9) 0.051(2) Uani 0.5 1 d . . P . .
H31A H 0.0074 0.1812 0.5406 0.076 Uiso 0.5 1 d R U P . .
H32A H -0.0227 0.0421 0.5926 0.076 Uiso 0.5 1 d R U P . .
H33A H -0.0529 0.0863 0.5009 0.076 Uiso 0.5 1 d R U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N8 2.068(3) . ?
Cu1 N4 2.075(3) . ?
Cu1 N11 2.082(3) . ?
Cu1 N1 2.107(3) . ?
Cu1 O11 2.237(2) . ?
N1 C15 1.491(4) . ?
N1 C2 1.494(4) . ?
N1 C14 1.499(4) . ?
C2 C3 1.506(5) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.486(5) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.493(4) . ?
N4 C17 1.495(4) . ?
C5 C6 1.511(6) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.514(5) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N8 1.502(5) . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
N8 C9 1.475(5) . ?
N8 C18 1.486(5) . ?
C9 C10 1.504(6) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.493(5) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 C19 1.488(4) . ?
N11 C12 1.490(5) . ?
C12 C13 1.511(6) . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C13 C14 1.517(5) . ?
C13 H131 0.9900 . ?
C13 H132 0.9900 . ?
C14 H141 0.9900 . ?
C14 H142 0.9900 . ?
C15 P1 1.818(3) . ?
C15 H151 0.9900 . ?
C15 H152 0.9900 . ?
P1 O11 1.517(2) . ?
P1 O12 1.520(2) . ?
P1 C16 1.803(3) . ?
O12 Cu2 1.923(2) . ?
C16 P2 1.814(3) . ?
C16 H161 0.9900 . ?
C16 H162 0.9900 . ?
P2 O23 1.513(2) . ?
P2 O21 1.529(2) . ?
P2 O22 1.531(2) . ?
O21 Cu2 1.952(2) . ?
O22 Cu2 1.915(2) 2_655 ?
C17 H171 0.9800 . ?
C17 H172 0.9800 . ?
C17 H173 0.9800 . ?
C18 H181 0.9800 . ?
C18 H182 0.9800 . ?
C18 H183 0.9800 . ?
C19 H191 0.9800 . ?
C19 H192 0.9800 . ?
C19 H193 0.9800 . ?
Cu2 O22 1.915(2) 2_645 ?
Cu2 O2W 1.989(2) . ?
Cu2 O1W 2.397(3) . ?
O1W H11W 0.8643 . ?
O1W H12W 0.8393 . ?
O2W H21W 0.7940 . ?
O2W H22W 0.8578 . ?
O3W H31W 0.8681 . ?
O3W H32W 0.9454 . ?
O4W H41W 0.8199 . ?
O4W H42W 0.9387 . ?
Cl1 O4P 1.417(4) . ?
Cl1 O2P 1.426(3) . ?
Cl1 O1P 1.432(3) . ?
Cl1 O3P 1.441(4) . ?
C1A C2A 1.510(15) . ?
C1A H11A 0.9800 . ?
C1A H12A 0.9800 . ?
C1A H13A 0.9800 . ?
C2A O2A 1.206(12) . ?
C2A C2A 1.47(2) 3_556 ?
C2A C3A 1.477(14) . ?
O2A C3A 1.768(14) 3_556 ?
C3A C2A 0.805(13) 3_556 ?
C3A C1A 0.899(16) 3_556 ?
C3A O2A 1.768(14) 3_556 ?
C3A C3A 1.87(2) 3_556 ?
C3A H31A 0.9800 . ?
C3A H32A 0.9800 . ?
C3A H33A 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N8 Cu1 N4 93.79(12) . . ?
N8 Cu1 N11 86.69(13) . . ?
N4 Cu1 N11 151.97(11) . . ?
N8 Cu1 N1 179.10(12) . . ?
N4 Cu1 N1 86.10(11) . . ?
N11 Cu1 N1 92.99(12) . . ?
N8 Cu1 O11 96.66(11) . . ?
N4 Cu1 O11 108.95(10) . . ?
N11 Cu1 O11 98.80(10) . . ?
N1 Cu1 O11 84.22(9) . . ?
C15 N1 C2 107.5(3) . . ?
C15 N1 C14 109.0(3) . . ?
C2 N1 C14 107.9(3) . . ?
C15 N1 Cu1 113.11(19) . . ?
C2 N1 Cu1 105.0(2) . . ?
C14 N1 Cu1 113.9(2) . . ?
N1 C2 C3 109.5(3) . . ?
N1 C2 H21 109.8 . . ?
C3 C2 H21 109.8 . . ?
N1 C2 H22 109.8 . . ?
C3 C2 H22 109.8 . . ?
H21 C2 H22 108.2 . . ?
N4 C3 C2 110.0(3) . . ?
N4 C3 H31 109.7 . . ?
C2 C3 H31 109.7 . . ?
N4 C3 H32 109.7 . . ?
C2 C3 H32 109.7 . . ?
H31 C3 H32 108.2 . . ?
C3 N4 C5 107.3(3) . . ?
C3 N4 C17 109.7(3) . . ?
C5 N4 C17 109.0(3) . . ?
C3 N4 Cu1 103.7(2) . . ?
C5 N4 Cu1 113.5(2) . . ?
C17 N4 Cu1 113.3(2) . . ?
N4 C5 C6 116.1(3) . . ?
N4 C5 H51 108.3 . . ?
C6 C5 H51 108.3 . . ?
N4 C5 H52 108.3 . . ?
C6 C5 H52 108.3 . . ?
H51 C5 H52 107.4 . . ?
C5 C6 C7 113.7(3) . . ?
C5 C6 H61 108.8 . . ?
C7 C6 H61 108.8 . . ?
C5 C6 H62 108.8 . . ?
C7 C6 H62 108.8 . . ?
H61 C6 H62 107.7 . . ?
N8 C7 C6 114.5(3) . . ?
N8 C7 H71 108.6 . . ?
C6 C7 H71 108.6 . . ?
N8 C7 H72 108.6 . . ?
C6 C7 H72 108.6 . . ?
H71 C7 H72 107.6 . . ?
C9 N8 C18 107.3(3) . . ?
C9 N8 C7 107.7(3) . . ?
C18 N8 C7 109.1(3) . . ?
C9 N8 Cu1 105.2(2) . . ?
C18 N8 Cu1 114.5(2) . . ?
C7 N8 Cu1 112.6(2) . . ?
N8 C9 C10 110.3(3) . . ?
N8 C9 H91 109.6 . . ?
C10 C9 H91 109.6 . . ?
N8 C9 H92 109.6 . . ?
C10 C9 H92 109.6 . . ?
H91 C9 H92 108.1 . . ?
N11 C10 C9 109.3(3) . . ?
N11 C10 H101 109.8 . . ?
C9 C10 H101 109.8 . . ?
N11 C10 H102 109.8 . . ?
C9 C10 H102 109.8 . . ?
H101 C10 H102 108.3 . . ?
C19 N11 C12 109.8(3) . . ?
C19 N11 C10 109.4(3) . . ?
C12 N11 C10 108.1(3) . . ?
C19 N11 Cu1 112.7(2) . . ?
C12 N11 Cu1 113.3(2) . . ?
C10 N11 Cu1 103.2(2) . . ?
N11 C12 C13 115.0(3) . . ?
N11 C12 H121 108.5 . . ?
C13 C12 H121 108.5 . . ?
N11 C12 H122 108.5 . . ?
C13 C12 H122 108.5 . . ?
H121 C12 H122 107.5 . . ?
C12 C13 C14 114.4(3) . . ?
C12 C13 H131 108.7 . . ?
C14 C13 H131 108.7 . . ?
C12 C13 H132 108.7 . . ?
C14 C13 H132 108.7 . . ?
H131 C13 H132 107.6 . . ?
N1 C14 C13 115.0(3) . . ?
N1 C14 H141 108.5 . . ?
C13 C14 H141 108.5 . . ?
N1 C14 H142 108.5 . . ?
C13 C14 H142 108.5 . . ?
H141 C14 H142 107.5 . . ?
N1 C15 P1 109.5(2) . . ?
N1 C15 H151 109.8 . . ?
P1 C15 H151 109.8 . . ?
N1 C15 H152 109.8 . . ?
P1 C15 H152 109.8 . . ?
H151 C15 H152 108.2 . . ?
O11 P1 O12 113.24(14) . . ?
O11 P1 C16 112.28(14) . . ?
O12 P1 C16 110.56(14) . . ?
O11 P1 C15 105.35(14) . . ?
O12 P1 C15 109.65(15) . . ?
C16 P1 C15 105.29(15) . . ?
P1 O11 Cu1 112.22(12) . . ?
P1 O12 Cu2 139.15(15) . . ?
P1 C16 P2 112.16(17) . . ?
P1 C16 H161 109.2 . . ?
P2 C16 H161 109.2 . . ?
P1 C16 H162 109.2 . . ?
P2 C16 H162 109.2 . . ?
H161 C16 H162 107.9 . . ?
O23 P2 O21 112.73(13) . . ?
O23 P2 O22 113.26(14) . . ?
O21 P2 O22 109.72(13) . . ?
O23 P2 C16 109.43(14) . . ?
O21 P2 C16 105.43(15) . . ?
O22 P2 C16 105.74(15) . . ?
P2 O21 Cu2 122.09(13) . . ?
P2 O22 Cu2 138.77(15) . 2_655 ?
N4 C17 H171 109.5 . . ?
N4 C17 H172 109.5 . . ?
H171 C17 H172 109.5 . . ?
N4 C17 H173 109.5 . . ?
H171 C17 H173 109.5 . . ?
H172 C17 H173 109.5 . . ?
N8 C18 H181 109.5 . . ?
N8 C18 H182 109.5 . . ?
H181 C18 H182 109.5 . . ?
N8 C18 H183 109.5 . . ?
H181 C18 H183 109.5 . . ?
H182 C18 H183 109.5 . . ?
N11 C19 H191 109.5 . . ?
N11 C19 H192 109.5 . . ?
H191 C19 H192 109.5 . . ?
N11 C19 H193 109.5 . . ?
H191 C19 H193 109.5 . . ?
H192 C19 H193 109.5 . . ?
O22 Cu2 O12 158.88(11) 2_645 . ?
O22 Cu2 O21 86.87(10) 2_645 . ?
O12 Cu2 O21 92.17(10) . . ?
O22 Cu2 O2W 89.98(10) 2_645 . ?
O12 Cu2 O2W 88.78(10) . . ?
O21 Cu2 O2W 173.66(10) . . ?
O22 Cu2 O1W 102.66(10) 2_645 . ?
O12 Cu2 O1W 98.40(10) . . ?
O21 Cu2 O1W 96.96(10) . . ?
O2W Cu2 O1W 89.10(9) . . ?
Cu2 O1W H11W 88.3 . . ?
Cu2 O1W H12W 127.1 . . ?
H11W O1W H12W 109.2 . . ?
Cu2 O2W H21W 118.2 . . ?
Cu2 O2W H22W 112.3 . . ?
H21W O2W H22W 105.2 . . ?
H31W O3W H32W 98.2 . . ?
H41W O4W H42W 104.3 . . ?
O4P Cl1 O2P 109.7(2) . . ?
O4P Cl1 O1P 110.4(2) . . ?
O2P Cl1 O1P 109.6(2) . . ?
O4P Cl1 O3P 110.5(3) . . ?
O2P Cl1 O3P 108.1(2) . . ?
O1P Cl1 O3P 108.5(2) . . ?
C3A C1A H11A 102.0 3_556 . ?
C2A C1A H11A 110.3 . . ?
C2A C1A H12A 109.1 . . ?
H11A C1A H12A 109.5 . . ?
C2A C1A H13A 109.0 . . ?
H11A C1A H13A 109.5 . . ?
H12A C1A H13A 109.5 . . ?
C3A C2A O2A 121.8(15) 3_556 . ?
C3A C2A C3A 106.7(14) 3_556 . ?
O2A C2A C3A 123.3(12) . . ?
O2A C2A C1A 120.5(9) . . ?
C3A C2A C1A 116.2(11) . . ?
C2A C3A C1A 125(2) 3_556 3_556 ?
C1A C3A C2A 119.0(16) 3_556 . ?
C1A C3A O2A 121.2(14) 3_556 3_556 ?
C2A C3A O2A 104.1(10) . 3_556 ?
C1A C3A C3A 128.8(19) 3_556 3_556 ?
C2A C3A H31A 136.9 3_556 . ?
C2A C3A H31A 106.4 . . ?
O2A C3A H31A 139.3 3_556 . ?
C3A C3A H31A 122.4 3_556 . ?
C2A C3A H32A 110.7 3_556 . ?
C1A C3A H32A 112.8 3_556 . ?
C2A C3A H32A 110.4 . . ?
C3A C3A H32A 115.2 3_556 . ?
H31A C3A H32A 109.5 . . ?
C2A C3A H33A 111.6 . . ?
H31A C3A H33A 109.5 . . ?
H32A C3A H33A 109.5 . . ?

_refine_diff_density_max         0.754
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.093

####################################################################### 
# 
# 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_cul7
_database_code_depnum_ccdc_archive 'CCDC 1815217'
_audit_update_record             
;
2018-01-07 deposited with the CCDC.
2018-05-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H37 Cu Li N4 O5 P, N O3, 2(H2 O)'
_chemical_formula_sum            'C17 H41 Cu Li N5 O10 P'
_chemical_formula_weight         577.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0138(2)
_cell_length_b                   8.3802(2)
_cell_length_c                   19.8594(5)
_cell_angle_alpha                92.9120(10)
_cell_angle_beta                 101.0600(10)
_cell_angle_gamma                102.5430(10)
_cell_volume                     1271.73(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9926
_cell_measurement_theta_min      2.5015
_cell_measurement_theta_max      27.5440

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_F_000             610
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.438
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.156
_exptl_absorpt_coefficient_mu    0.981
_shelx_estimated_absorpt_T_min   0.673
_shelx_estimated_absorpt_T_max   0.862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            21711
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.100
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5844
_reflns_number_gt                5385
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v2016.1.0.1'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0370P)²+0.5504P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5844
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0255
_refine_ls_wR_factor_ref         0.0697
_refine_ls_wR_factor_gt          0.0682
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.50103(2) 0.34528(2) 0.19791(2) 0.01280(6) Uani 1 1 d . . . . .
N1 N 0.43563(14) 0.42432(14) 0.28969(6) 0.0145(2) Uani 1 1 d . . . . .
C2 C 0.26493(17) 0.31122(18) 0.29210(7) 0.0178(3) Uani 1 1 d . . . . .
H21 H 0.2028 0.3648 0.3218 0.021 Uiso 1 1 calc R U . . .
H22 H 0.2859 0.2096 0.3120 0.021 Uiso 1 1 calc R U . . .
C3 C 0.15401(18) 0.26895(19) 0.21990(7) 0.0190(3) Uani 1 1 d . . . . .
H31 H 0.0423 0.1917 0.2212 0.023 Uiso 1 1 calc R U . . .
H32 H 0.1270 0.3698 0.2012 0.023 Uiso 1 1 calc R U . . .
N4 N 0.24881(15) 0.19281(14) 0.17462(6) 0.0161(2) Uani 1 1 d . . . . .
C5 C 0.15527(19) 0.19182(19) 0.10188(7) 0.0214(3) Uani 1 1 d . . . . .
H51 H 0.1377 0.3034 0.0944 0.026 Uiso 1 1 calc R U . . .
H52 H 0.0384 0.1165 0.0951 0.026 Uiso 1 1 calc R U . . .
C6 C 0.24872(19) 0.13991(19) 0.04787(7) 0.0221(3) Uani 1 1 d . . . . .
H61 H 0.1696 0.1261 0.0020 0.027 Uiso 1 1 calc R U . . .
H62 H 0.2744 0.0319 0.0573 0.027 Uiso 1 1 calc R U . . .
C7 C 0.41808(19) 0.26086(19) 0.04551(7) 0.0217(3) Uani 1 1 d . . . . .
H71 H 0.4577 0.2300 0.0035 0.026 Uiso 1 1 calc R U . . .
H72 H 0.3941 0.3713 0.0414 0.026 Uiso 1 1 calc R U . . .
N8 N 0.56365(15) 0.27096(15) 0.10652(6) 0.0173(2) Uani 1 1 d . . . . .
C9 C 0.7161(2) 0.4025(2) 0.09788(8) 0.0234(3) Uani 1 1 d . . . . .
H91 H 0.7236 0.4008 0.0487 0.028 Uiso 1 1 calc R U . . .
H92 H 0.8258 0.3818 0.1245 0.028 Uiso 1 1 calc R U . . .
C10 C 0.6941(2) 0.56786(19) 0.12284(8) 0.0239(3) Uani 1 1 d . . . . .
H101 H 0.7962 0.6543 0.1184 0.029 Uiso 1 1 calc R U . . .
H102 H 0.5881 0.5916 0.0944 0.029 Uiso 1 1 calc R U . . .
N11 N 0.67789(16) 0.56795(15) 0.19633(6) 0.0177(2) Uani 1 1 d . . . . .
C12 C 0.6153(2) 0.71673(18) 0.21418(8) 0.0233(3) Uani 1 1 d . . . . .
H121 H 0.5105 0.7198 0.1790 0.028 Uiso 1 1 calc R U . . .
H122 H 0.7070 0.8154 0.2117 0.028 Uiso 1 1 calc R U . . .
C13 C 0.5700(2) 0.72640(18) 0.28454(8) 0.0227(3) Uani 1 1 d . . . . .
H131 H 0.5482 0.8362 0.2943 0.027 Uiso 1 1 calc R U . . .
H132 H 0.6719 0.7156 0.3196 0.027 Uiso 1 1 calc R U . . .
C14 C 0.41174(19) 0.59679(17) 0.29209(8) 0.0199(3) Uani 1 1 d . . . . .
H141 H 0.3805 0.6236 0.3365 0.024 Uiso 1 1 calc R U . . .
H142 H 0.3121 0.6023 0.2548 0.024 Uiso 1 1 calc R U . . .
C20 C 0.56859(17) 0.40486(17) 0.35069(7) 0.0152(3) Uani 1 1 d . . . . .
H201 H 0.5171 0.4001 0.3923 0.018 Uiso 1 1 calc R U . . .
H202 H 0.6697 0.5006 0.3587 0.018 Uiso 1 1 calc R U . . .
P1 P 0.64186(4) 0.21603(4) 0.33575(2) 0.01290(8) Uani 1 1 d . . . . .
O11 O 0.65469(13) 0.20643(12) 0.26073(5) 0.0170(2) Uani 1 1 d . . . . .
O12 O 0.52329(13) 0.07347(12) 0.35810(5) 0.0184(2) Uani 1 1 d . . . . .
C21 C 0.85741(17) 0.24964(17) 0.38996(7) 0.0171(3) Uani 1 1 d . . . . .
H211 H 0.9388 0.3380 0.3734 0.021 Uiso 1 1 calc R U . . .
H212 H 0.8532 0.2849 0.4378 0.021 Uiso 1 1 calc R U . . .
C22 C 0.92338(18) 0.09204(18) 0.38871(8) 0.0214(3) Uani 1 1 d . . . . .
H221 H 0.8417 0.0062 0.4065 0.026 Uiso 1 1 calc R U . . .
H222 H 0.9191 0.0550 0.3401 0.026 Uiso 1 1 calc R U . . .
C23 C 1.10697(18) 0.10361(17) 0.42972(7) 0.0174(3) Uani 1 1 d . . . . .
O231 O 1.17804(13) 0.22307(13) 0.47518(5) 0.0217(2) Uani 1 1 d . . . . .
O232 O 1.17888(13) -0.00986(12) 0.41661(6) 0.0214(2) Uani 1 1 d . . . . .
C30 C 0.24655(19) 0.02143(18) 0.19120(8) 0.0214(3) Uani 1 1 d . . . . .
H301 H 0.3023 0.0221 0.2397 0.032 Uiso 1 1 calc R U . . .
H302 H 0.3104 -0.0284 0.1618 0.032 Uiso 1 1 calc R U . . .
H303 H 0.1254 -0.0424 0.1831 0.032 Uiso 1 1 calc R U . . .
C40 C 0.6209(2) 0.11399(19) 0.10717(8) 0.0220(3) Uani 1 1 d . . . . .
H401 H 0.5207 0.0229 0.1071 0.033 Uiso 1 1 calc R U . . .
H402 H 0.7109 0.1176 0.1487 0.033 Uiso 1 1 calc R U . . .
H403 H 0.6689 0.0977 0.0662 0.033 Uiso 1 1 calc R U . . .
C50 C 0.85217(19) 0.57558(19) 0.24057(8) 0.0222(3) Uani 1 1 d . . . . .
H501 H 0.8872 0.4726 0.2322 0.033 Uiso 1 1 calc R U . . .
H502 H 0.8459 0.5919 0.2891 0.033 Uiso 1 1 calc R U . . .
H503 H 0.9383 0.6673 0.2295 0.033 Uiso 1 1 calc R U . . .
N1N N 0.16738(17) 0.67340(16) 0.08299(6) 0.0227(3) Uani 1 1 d . . . . .
O1N O 0.1468(2) 0.59839(18) 0.13363(7) 0.0473(4) Uani 1 1 d . . . . .
O2N O 0.31315(17) 0.7202(2) 0.06853(7) 0.0452(4) Uani 1 1 d . . . . .
O3N O 0.0411(2) 0.7134(2) 0.04732(9) 0.0562(4) Uani 1 1 d . . . . .
Li1 Li 0.4293(3) 0.0057(3) 0.43216(13) 0.0186(5) Uani 1 1 d . . . . .
O1W O 0.49783(15) -0.17216(13) 0.48186(5) 0.0185(2) Uani 1 1 d . . . . .
H11W H 0.426(3) -0.252(3) 0.4753(11) 0.031(6) Uiso 1 1 d . . . . .
H12W H 0.590(3) -0.190(2) 0.4896(11) 0.031(5) Uiso 1 1 d . . . . .
O2W O 0.24669(17) 0.55230(16) 0.45472(8) 0.0358(3) Uani 1 1 d . . . . .
H21W H 0.158(3) 0.582(3) 0.4451(12) 0.046(7) Uiso 1 1 d . . . . .
H22W H 0.233(3) 0.460(3) 0.4637(11) 0.035(6) Uiso 1 1 d . . . . .
O3W O 0.96452(15) 0.68438(14) 0.41458(6) 0.0249(2) Uani 1 1 d . . . . .
H31W H 1.018(3) 0.769(3) 0.4082(11) 0.039(6) Uiso 1 1 d . . . . .
H32W H 0.908(2) 0.714(2) 0.4490(10) 0.027(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N8 2.0745(12) . ?
Cu1 N11 2.0896(12) . ?
Cu1 N4 2.0955(12) . ?
Cu1 N1 2.1049(11) . ?
Cu1 O11 2.1464(10) . ?
N1 C20 1.4933(17) . ?
N1 C2 1.4962(17) . ?
N1 C14 1.4982(17) . ?
C2 C3 1.5148(19) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4856(17) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C30 1.4868(18) . ?
N4 C5 1.4932(18) . ?
C5 C6 1.517(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.518(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N8 1.4968(18) . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
N8 C40 1.4840(19) . ?
N8 C9 1.5003(19) . ?
C9 C10 1.506(2) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.4898(18) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 C50 1.4871(18) . ?
N11 C12 1.4921(19) . ?
C12 C13 1.512(2) . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C13 C14 1.517(2) . ?
C13 H131 0.9900 . ?
C13 H132 0.9900 . ?
C14 H141 0.9900 . ?
C14 H142 0.9900 . ?
C20 P1 1.8330(14) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
P1 O12 1.5000(10) . ?
P1 O11 1.5122(10) . ?
P1 C21 1.8073(14) . ?
O12 Li1 1.837(3) . ?
C21 C22 1.5262(19) . ?
C21 H211 0.9900 . ?
C21 H212 0.9900 . ?
C22 C23 1.5191(19) . ?
C22 H221 0.9900 . ?
C22 H222 0.9900 . ?
C23 O232 1.2547(17) . ?
C23 O231 1.2669(18) . ?
O232 Li1 1.946(3) 1_655 ?
C30 H301 0.9800 . ?
C30 H302 0.9800 . ?
C30 H303 0.9800 . ?
C40 H401 0.9800 . ?
C40 H402 0.9800 . ?
C40 H403 0.9800 . ?
C50 H501 0.9800 . ?
C50 H502 0.9800 . ?
C50 H503 0.9800 . ?
N1N O1N 1.2316(18) . ?
N1N O3N 1.2392(19) . ?
N1N O2N 1.2417(18) . ?
Li1 O232 1.945(3) 1_455 ?
Li1 O1W 1.948(3) . ?
Li1 O1W 2.055(3) 2_656 ?
Li1 Li1 2.730(5) 2_656 ?
O1W Li1 2.055(3) 2_656 ?
O1W H11W 0.77(2) . ?
O1W H12W 0.77(2) . ?
O2W H21W 0.80(3) . ?
O2W H22W 0.79(2) . ?
O3W H31W 0.78(2) . ?
O3W H32W 0.94(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N8 Cu1 N11 86.54(5) . . ?
N8 Cu1 N4 94.03(5) . . ?
N11 Cu1 N4 152.01(5) . . ?
N8 Cu1 N1 178.89(4) . . ?
N11 Cu1 N1 92.94(5) . . ?
N4 Cu1 N1 85.97(4) . . ?
N8 Cu1 O11 94.99(4) . . ?
N11 Cu1 O11 103.64(4) . . ?
N4 Cu1 O11 104.18(4) . . ?
N1 Cu1 O11 86.08(4) . . ?
C20 N1 C2 108.45(10) . . ?
C20 N1 C14 110.32(11) . . ?
C2 N1 C14 108.27(10) . . ?
C20 N1 Cu1 110.36(8) . . ?
C2 N1 Cu1 105.37(8) . . ?
C14 N1 Cu1 113.80(8) . . ?
N1 C2 C3 109.55(11) . . ?
N1 C2 H21 109.8 . . ?
C3 C2 H21 109.8 . . ?
N1 C2 H22 109.8 . . ?
C3 C2 H22 109.8 . . ?
H21 C2 H22 108.2 . . ?
N4 C3 C2 109.96(11) . . ?
N4 C3 H31 109.7 . . ?
C2 C3 H31 109.7 . . ?
N4 C3 H32 109.7 . . ?
C2 C3 H32 109.7 . . ?
H31 C3 H32 108.2 . . ?
C3 N4 C30 109.43(11) . . ?
C3 N4 C5 107.48(11) . . ?
C30 N4 C5 109.66(11) . . ?
C3 N4 Cu1 103.53(8) . . ?
C30 N4 Cu1 112.61(8) . . ?
C5 N4 Cu1 113.78(9) . . ?
N4 C5 C6 114.60(12) . . ?
N4 C5 H51 108.6 . . ?
C6 C5 H51 108.6 . . ?
N4 C5 H52 108.6 . . ?
C6 C5 H52 108.6 . . ?
H51 C5 H52 107.6 . . ?
C5 C6 C7 113.80(12) . . ?
C5 C6 H61 108.8 . . ?
C7 C6 H61 108.8 . . ?
C5 C6 H62 108.8 . . ?
C7 C6 H62 108.8 . . ?
H61 C6 H62 107.7 . . ?
N8 C7 C6 115.09(12) . . ?
N8 C7 H71 108.5 . . ?
C6 C7 H71 108.5 . . ?
N8 C7 H72 108.5 . . ?
C6 C7 H72 108.5 . . ?
H71 C7 H72 107.5 . . ?
C40 N8 C7 109.34(11) . . ?
C40 N8 C9 107.06(11) . . ?
C7 N8 C9 108.05(11) . . ?
C40 N8 Cu1 114.34(9) . . ?
C7 N8 Cu1 112.37(9) . . ?
C9 N8 Cu1 105.30(8) . . ?
N8 C9 C10 109.77(12) . . ?
N8 C9 H91 109.7 . . ?
C10 C9 H91 109.7 . . ?
N8 C9 H92 109.7 . . ?
C10 C9 H92 109.7 . . ?
H91 C9 H92 108.2 . . ?
N11 C10 C9 109.41(12) . . ?
N11 C10 H101 109.8 . . ?
C9 C10 H101 109.8 . . ?
N11 C10 H102 109.8 . . ?
C9 C10 H102 109.8 . . ?
H101 C10 H102 108.2 . . ?
C50 N11 C10 109.21(11) . . ?
C50 N11 C12 109.70(12) . . ?
C10 N11 C12 107.69(11) . . ?
C50 N11 Cu1 112.16(9) . . ?
C10 N11 Cu1 103.22(9) . . ?
C12 N11 Cu1 114.50(9) . . ?
N11 C12 C13 115.03(12) . . ?
N11 C12 H121 108.5 . . ?
C13 C12 H121 108.5 . . ?
N11 C12 H122 108.5 . . ?
C13 C12 H122 108.5 . . ?
H121 C12 H122 107.5 . . ?
C12 C13 C14 114.33(12) . . ?
C12 C13 H131 108.7 . . ?
C14 C13 H131 108.7 . . ?
C12 C13 H132 108.7 . . ?
C14 C13 H132 108.7 . . ?
H131 C13 H132 107.6 . . ?
N1 C14 C13 114.94(12) . . ?
N1 C14 H141 108.5 . . ?
C13 C14 H141 108.5 . . ?
N1 C14 H142 108.5 . . ?
C13 C14 H142 108.5 . . ?
H141 C14 H142 107.5 . . ?
N1 C20 P1 109.87(9) . . ?
N1 C20 H201 109.7 . . ?
P1 C20 H201 109.7 . . ?
N1 C20 H202 109.7 . . ?
P1 C20 H202 109.7 . . ?
H201 C20 H202 108.2 . . ?
O12 P1 O11 116.78(6) . . ?
O12 P1 C21 109.06(6) . . ?
O11 P1 C21 109.83(6) . . ?
O12 P1 C20 109.99(6) . . ?
O11 P1 C20 105.23(6) . . ?
C21 P1 C20 105.31(6) . . ?
P1 O11 Cu1 114.51(5) . . ?
P1 O12 Li1 141.88(10) . . ?
C22 C21 P1 110.13(10) . . ?
C22 C21 H211 109.6 . . ?
P1 C21 H211 109.6 . . ?
C22 C21 H212 109.6 . . ?
P1 C21 H212 109.6 . . ?
H211 C21 H212 108.1 . . ?
C23 C22 C21 116.09(12) . . ?
C23 C22 H221 108.3 . . ?
C21 C22 H221 108.3 . . ?
C23 C22 H222 108.3 . . ?
C21 C22 H222 108.3 . . ?
H221 C22 H222 107.4 . . ?
O232 C23 O231 123.66(13) . . ?
O232 C23 C22 116.80(13) . . ?
O231 C23 C22 119.54(12) . . ?
C23 O232 Li1 125.94(12) . 1_655 ?
N4 C30 H301 109.5 . . ?
N4 C30 H302 109.5 . . ?
H301 C30 H302 109.5 . . ?
N4 C30 H303 109.5 . . ?
H301 C30 H303 109.5 . . ?
H302 C30 H303 109.5 . . ?
N8 C40 H401 109.5 . . ?
N8 C40 H402 109.5 . . ?
H401 C40 H402 109.5 . . ?
N8 C40 H403 109.5 . . ?
H401 C40 H403 109.5 . . ?
H402 C40 H403 109.5 . . ?
N11 C50 H501 109.5 . . ?
N11 C50 H502 109.5 . . ?
H501 C50 H502 109.5 . . ?
N11 C50 H503 109.5 . . ?
H501 C50 H503 109.5 . . ?
H502 C50 H503 109.5 . . ?
O1N N1N O3N 119.42(15) . . ?
O1N N1N O2N 122.33(15) . . ?
O3N N1N O2N 118.09(15) . . ?
O12 Li1 O232 112.80(13) . 1_455 ?
O12 Li1 O1W 120.85(13) . . ?
O232 Li1 O1W 112.49(13) 1_455 . ?
O12 Li1 O1W 115.19(13) . 2_656 ?
O232 Li1 O1W 97.64(11) 1_455 2_656 ?
O1W Li1 O1W 94.03(11) . 2_656 ?
O12 Li1 Li1 133.34(16) . 2_656 ?
O232 Li1 Li1 111.90(15) 1_455 2_656 ?
O1W Li1 Li1 48.66(8) . 2_656 ?
O1W Li1 Li1 45.37(8) 2_656 2_656 ?
Li1 O1W Li1 85.97(11) . 2_656 ?
Li1 O1W H11W 113.2(16) . . ?
Li1 O1W H11W 127.5(15) 2_656 . ?
Li1 O1W H12W 126.8(15) . . ?
Li1 O1W H12W 89.2(15) 2_656 . ?
H11W O1W H12W 111(2) . . ?
H21W O2W H22W 114(2) . . ?
H31W O3W H32W 101(2) . . ?

_refine_diff_density_max         0.972
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_trimefos
_database_code_depnum_ccdc_archive 'CCDC 1815219'
_audit_update_record             
;
2018-01-07 deposited with the CCDC.
2018-05-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H33 N4 O3 P, H2 O'
_chemical_formula_sum            'C14 H35 N4 O4 P'
_chemical_formula_weight         354.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3030(3)
_cell_length_b                   8.5648(4)
_cell_length_c                   16.4814(7)
_cell_angle_alpha                91.4710(10)
_cell_angle_beta                 96.5200(10)
_cell_angle_gamma                112.9880(10)
_cell_volume                     940.12(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9936
_cell_measurement_theta_min      5.4189
_cell_measurement_theta_max      72.3035

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.407
_exptl_crystal_size_mid          0.228
_exptl_crystal_size_min          0.058
_exptl_absorpt_coefficient_mu    1.504
_shelx_estimated_absorpt_T_min   0.580
_shelx_estimated_absorpt_T_max   0.918
_exptl_absorpt_correction_type   multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_radiation_monochromator  'Helios Cu multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            18802
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.706
_diffrn_reflns_theta_max         72.258
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3668
_reflns_number_gt                3419
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v2016.1.0.1'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0532P)²+0.3182P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3668
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0878
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.82332(16) 0.87430(13) 0.31095(6) 0.0172(2) Uani 1 1 d . . . . .
C2 C 0.9859(2) 0.82177(17) 0.29753(8) 0.0209(3) Uani 1 1 d . . . . .
H21 H 1.1160 0.9200 0.3116 0.025 Uiso 1 1 calc R U . . .
H22 H 0.9722 0.7858 0.2388 0.025 Uiso 1 1 calc R U . . .
C3 C 0.9855(2) 0.67589(17) 0.34879(9) 0.0220(3) Uani 1 1 d . . . . .
H31 H 1.0761 0.6274 0.3284 0.026 Uiso 1 1 calc R U . . .
H32 H 1.0393 0.7212 0.4063 0.026 Uiso 1 1 calc R U . . .
N4 N 0.78017(16) 0.53657(13) 0.34656(7) 0.0181(2) Uani 1 1 d . . . . .
H41 H 0.6871 0.5908 0.3597 0.022 Uiso 1 1 calc R U . . .
C5 C 0.7023(2) 0.44489(17) 0.26348(8) 0.0221(3) Uani 1 1 d . . . . .
H51 H 0.7982 0.3980 0.2472 0.027 Uiso 1 1 calc R U . . .
H52 H 0.6944 0.5271 0.2235 0.027 Uiso 1 1 calc R U . . .
C6 C 0.4964(2) 0.30079(17) 0.25987(8) 0.0228(3) Uani 1 1 d . . . . .
H61 H 0.4092 0.3396 0.2894 0.027 Uiso 1 1 calc R U . . .
H62 H 0.5098 0.2038 0.2875 0.027 Uiso 1 1 calc R U . . .
C7 C 0.3993(2) 0.24264(17) 0.17142(9) 0.0259(3) Uani 1 1 d . . . . .
H71 H 0.4876 0.2042 0.1425 0.031 Uiso 1 1 calc R U . . .
H72 H 0.2703 0.1438 0.1713 0.031 Uiso 1 1 calc R U . . .
N8 N 0.36172(18) 0.37429(14) 0.12630(7) 0.0232(3) Uani 1 1 d . . . . .
C9 C 0.2060(2) 0.41526(18) 0.15824(9) 0.0244(3) Uani 1 1 d . . . . .
H91 H 0.2470 0.4498 0.2175 0.029 Uiso 1 1 calc R U . . .
H92 H 0.0805 0.3113 0.1522 0.029 Uiso 1 1 calc R U . . .
C10 C 0.1629(2) 0.55603(18) 0.11633(9) 0.0254(3) Uani 1 1 d . . . . .
H101 H 0.0815 0.5084 0.0625 0.031 Uiso 1 1 calc R U . . .
H102 H 0.0810 0.5936 0.1497 0.031 Uiso 1 1 calc R U . . .
N11 N 0.34045(18) 0.70429(14) 0.10368(7) 0.0224(3) Uani 1 1 d . . . . .
C12 C 0.4613(2) 0.79373(17) 0.18067(8) 0.0225(3) Uani 1 1 d . . . . .
H121 H 0.4596 0.7093 0.2208 0.027 Uiso 1 1 calc R U . . .
H122 H 0.4000 0.8674 0.2031 0.027 Uiso 1 1 calc R U . . .
C13 C 0.6776(2) 0.90219(18) 0.17024(8) 0.0245(3) Uani 1 1 d . . . . .
H131 H 0.6801 0.9880 0.1308 0.029 Uiso 1 1 calc R U . . .
H132 H 0.7391 0.8291 0.1475 0.029 Uiso 1 1 calc R U . . .
C14 C 0.8003(2) 0.99229(17) 0.25164(8) 0.0234(3) Uani 1 1 d . . . . .
H141 H 0.9350 1.0717 0.2413 0.028 Uiso 1 1 calc R U . . .
H142 H 0.7341 1.0603 0.2755 0.028 Uiso 1 1 calc R U . . .
C15 C 0.83592(19) 0.93869(16) 0.39605(8) 0.0187(3) Uani 1 1 d . . . . .
H151 H 0.8725 1.0630 0.3983 0.022 Uiso 1 1 calc R U . . .
H12 H 0.9422 0.9175 0.4310 0.022 Uiso 1 1 calc R U . . .
P1 P 0.59843(5) 0.83505(4) 0.43466(2) 0.01708(11) Uani 1 1 d . . . . .
O11 O 0.45196(14) 0.91073(12) 0.39108(6) 0.0236(2) Uani 1 1 d . . . . .
H11P H 0.4196 0.9807 0.4237 0.028 Uiso 1 1 d R U . . .
O12 O 0.52372(14) 0.64889(11) 0.40781(6) 0.0243(2) Uani 1 1 d . . . . .
O13 O 0.63463(15) 0.87986(12) 0.52619(6) 0.0229(2) Uani 1 1 d . . . . .
C20 C 0.7849(2) 0.41982(18) 0.41186(9) 0.0245(3) Uani 1 1 d . . . . .
H201 H 0.6507 0.3300 0.4110 0.037 Uiso 1 1 calc R U . . .
H202 H 0.8273 0.4843 0.4654 0.037 Uiso 1 1 calc R U . . .
H203 H 0.8799 0.3686 0.4020 0.037 Uiso 1 1 calc R U . . .
C30 C 0.3076(3) 0.3193(2) 0.03923(9) 0.0341(4) Uani 1 1 d . . . . .
H301 H 0.2913 0.4109 0.0088 0.051 Uiso 1 1 calc R U . . .
H302 H 0.1813 0.2183 0.0309 0.051 Uiso 1 1 calc R U . . .
H303 H 0.4140 0.2918 0.0195 0.051 Uiso 1 1 calc R U . . .
C40 C 0.2783(2) 0.81681(19) 0.05321(9) 0.0326(4) Uani 1 1 d . . . . .
H401 H 0.2141 0.7581 -0.0007 0.049 Uiso 1 1 calc R U . . .
H402 H 0.3962 0.9195 0.0467 0.049 Uiso 1 1 calc R U . . .
H403 H 0.1829 0.8485 0.0797 0.049 Uiso 1 1 calc R U . . .
O1W O 0.19359(14) 0.34460(13) 0.40005(7) 0.0288(2) Uani 1 1 d . . . . .
H1W H 0.2953 0.4407 0.4081 0.035 Uiso 1 1 d R U . . .
H2W H 0.2453 0.2711 0.4220 0.035 Uiso 1 1 d R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.4602(17) . ?
N1 C14 1.4666(16) . ?
N1 C15 1.4735(16) . ?
C2 C3 1.5254(18) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.5039(16) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C20 1.4944(16) . ?
N4 C5 1.4947(16) . ?
N4 H41 1.0000 . ?
C5 C6 1.5214(18) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.5259(19) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N8 1.4621(18) . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
N8 C30 1.4590(17) . ?
N8 C9 1.4600(18) . ?
C9 C10 1.5230(19) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.4582(18) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 C40 1.4572(18) . ?
N11 C12 1.4640(16) . ?
C12 C13 1.5206(19) . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C13 C14 1.5271(18) . ?
C13 H131 0.9900 . ?
C13 H132 0.9900 . ?
C14 H141 0.9900 . ?
C14 H142 0.9900 . ?
C15 P1 1.8106(13) . ?
C15 H151 0.9900 . ?
C15 H12 0.9900 . ?
P1 O12 1.5050(9) . ?
P1 O13 1.5143(9) . ?
P1 O11 1.5719(10) . ?
O11 H11P 0.9100 . ?
C20 H201 0.9800 . ?
C20 H202 0.9800 . ?
C20 H203 0.9800 . ?
C30 H301 0.9800 . ?
C30 H302 0.9800 . ?
C30 H303 0.9800 . ?
C40 H401 0.9800 . ?
C40 H402 0.9800 . ?
C40 H403 0.9800 . ?
O1W H1W 0.8608 . ?
O1W H2W 0.9141 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C14 112.32(10) . . ?
C2 N1 C15 113.45(10) . . ?
C14 N1 C15 112.16(10) . . ?
N1 C2 C3 112.15(10) . . ?
N1 C2 H21 109.2 . . ?
C3 C2 H21 109.2 . . ?
N1 C2 H22 109.2 . . ?
C3 C2 H22 109.2 . . ?
H21 C2 H22 107.9 . . ?
N4 C3 C2 113.08(10) . . ?
N4 C3 H31 109.0 . . ?
C2 C3 H31 109.0 . . ?
N4 C3 H32 109.0 . . ?
C2 C3 H32 109.0 . . ?
H31 C3 H32 107.8 . . ?
C20 N4 C5 112.60(10) . . ?
C20 N4 C3 109.43(10) . . ?
C5 N4 C3 111.86(10) . . ?
C20 N4 H41 107.6 . . ?
C5 N4 H41 107.6 . . ?
C3 N4 H41 107.6 . . ?
N4 C5 C6 112.99(11) . . ?
N4 C5 H51 109.0 . . ?
C6 C5 H51 109.0 . . ?
N4 C5 H52 109.0 . . ?
C6 C5 H52 109.0 . . ?
H51 C5 H52 107.8 . . ?
C5 C6 C7 111.01(11) . . ?
C5 C6 H61 109.4 . . ?
C7 C6 H61 109.4 . . ?
C5 C6 H62 109.4 . . ?
C7 C6 H62 109.4 . . ?
H61 C6 H62 108.0 . . ?
N8 C7 C6 113.88(11) . . ?
N8 C7 H71 108.8 . . ?
C6 C7 H71 108.8 . . ?
N8 C7 H72 108.8 . . ?
C6 C7 H72 108.8 . . ?
H71 C7 H72 107.7 . . ?
C30 N8 C9 111.16(12) . . ?
C30 N8 C7 109.80(11) . . ?
C9 N8 C7 111.04(11) . . ?
N8 C9 C10 114.32(11) . . ?
N8 C9 H91 108.7 . . ?
C10 C9 H91 108.7 . . ?
N8 C9 H92 108.7 . . ?
C10 C9 H92 108.7 . . ?
H91 C9 H92 107.6 . . ?
N11 C10 C9 114.91(12) . . ?
N11 C10 H101 108.5 . . ?
C9 C10 H101 108.5 . . ?
N11 C10 H102 108.5 . . ?
C9 C10 H102 108.5 . . ?
H101 C10 H102 107.5 . . ?
C40 N11 C10 108.95(11) . . ?
C40 N11 C12 111.45(11) . . ?
C10 N11 C12 112.69(11) . . ?
N11 C12 C13 112.66(11) . . ?
N11 C12 H121 109.1 . . ?
C13 C12 H121 109.1 . . ?
N11 C12 H122 109.1 . . ?
C13 C12 H122 109.1 . . ?
H121 C12 H122 107.8 . . ?
C12 C13 C14 111.46(11) . . ?
C12 C13 H131 109.3 . . ?
C14 C13 H131 109.3 . . ?
C12 C13 H132 109.3 . . ?
C14 C13 H132 109.3 . . ?
H131 C13 H132 108.0 . . ?
N1 C14 C13 113.01(11) . . ?
N1 C14 H141 109.0 . . ?
C13 C14 H141 109.0 . . ?
N1 C14 H142 109.0 . . ?
C13 C14 H142 109.0 . . ?
H141 C14 H142 107.8 . . ?
N1 C15 P1 110.66(8) . . ?
N1 C15 H151 109.5 . . ?
P1 C15 H151 109.5 . . ?
N1 C15 H12 109.5 . . ?
P1 C15 H12 109.5 . . ?
H151 C15 H12 108.1 . . ?
O12 P1 O13 116.15(6) . . ?
O12 P1 O11 109.26(6) . . ?
O13 P1 O11 110.59(5) . . ?
O12 P1 C15 106.61(6) . . ?
O13 P1 C15 107.36(6) . . ?
O11 P1 C15 106.32(6) . . ?
P1 O11 H11P 115.4 . . ?
N4 C20 H201 109.5 . . ?
N4 C20 H202 109.5 . . ?
H201 C20 H202 109.5 . . ?
N4 C20 H203 109.5 . . ?
H201 C20 H203 109.5 . . ?
H202 C20 H203 109.5 . . ?
N8 C30 H301 109.5 . . ?
N8 C30 H302 109.5 . . ?
H301 C30 H302 109.5 . . ?
N8 C30 H303 109.5 . . ?
H301 C30 H303 109.5 . . ?
H302 C30 H303 109.5 . . ?
N11 C40 H401 109.5 . . ?
N11 C40 H402 109.5 . . ?
H401 C40 H402 109.5 . . ?
N11 C40 H403 109.5 . . ?
H401 C40 H403 109.5 . . ?
H402 C40 H403 109.5 . . ?
H1W O1W H2W 102.5 . . ?

_refine_diff_density_max         0.258
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.086

