# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_exp_241
_database_code_depnum_ccdc_archive 'CCDC 1985034'
loop_
_audit_author_name
_audit_author_address
'Naoya Kumagai'
;Institute of Microbial Chemistry
Japan
;
_audit_update_record             
;
2020-02-19 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;
_audit_creation_date             2019-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 N2 O2 S'
_chemical_formula_sum            'C18 H18 N2 O2 S'
_chemical_formula_weight         326.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O S'
_chemical_oxdiff_usercomment     santosh
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.60950(10)
_cell_length_b                   17.7870(2)
_cell_length_c                   14.05220(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.1000(10)
_cell_angle_gamma                90
_cell_volume                     1609.03(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    24258
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.1110
_cell_measurement_theta_min      4.0650
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.878
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            30088
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.354
_diffrn_reflns_theta_min         4.076
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -119.00 -61.00   0.50    0.05    --  -47.82-152.00  13.00  116
  2  ω   -111.00 -33.00   0.50    0.05    --  -47.82 152.00  56.00  156
  3  ω    -94.00 -18.00   0.50    0.05    --  -47.82 122.00-104.00  152
  4  ω     13.00  94.00   0.50    0.05    --   47.82-122.00 173.00  162
  5  ω     55.00 120.00   0.50    0.05    --   47.82 152.00  56.00  130
  6  ω     27.00 112.00   0.50    0.05    --   47.82-152.00  13.00  170
  7  ω   -169.00 -61.00   0.50    0.05    -- -100.00-152.00  13.00  216
  8  ω   -173.00 -81.00   0.50    0.05    -- -100.00-122.00 173.00  184
  9  ω   -135.00 -33.00   0.50    0.05    -- -100.00 152.00  56.00  204
 10  ω   -114.00 -27.00   0.50    0.05    -- -100.00 122.00-104.00  174
 11  ω     34.00 135.00   0.50    0.05    --  106.49-152.00  13.00  202
 12  ω     34.00 114.00   0.50    0.05    --  106.49-122.00 173.00  160
 13  ω     75.00 174.00   0.50    0.05    --  106.49 122.00-104.00  198
 14  ω     55.00 169.00   0.50    0.05    --  106.49 152.00  56.00  228
 15  ω     25.00 120.00   0.50    0.05    --   47.82  77.00 -30.00  190
 16  ω    -25.00  60.00   0.50    0.05    --   47.82 -38.00 -60.00  170
 17  ω     73.00 120.00   0.50    0.05    --   47.82 125.00-150.00   94
 18  ω    -23.00  63.00   0.50    0.05    --   47.82 -57.00-150.00  172
 19  ω    -67.00 -25.00   0.50    0.05    -- -100.00  30.00 -60.00   84
 20  ω   -116.00 -27.00   0.50    0.05    -- -100.00  61.00  90.00  178
 21  ω    -67.00 -25.00   0.50    0.05    -- -100.00  30.00 -30.00   84
 22  ω   -123.00 -27.00   0.50    0.05    -- -100.00  77.00  90.00  192
 23  ω   -117.00 -27.00   0.50    0.05    -- -100.00 125.00  60.00  180
 24  ω    -81.00 -28.00   0.50    0.05    -- -100.00  45.00 -60.00  106
 25  ω    -67.00 -25.00   0.50    0.05    -- -100.00  30.00-120.00   84
 26  ω    -67.00 -25.00   0.50    0.05    -- -100.00  30.00 -90.00   84
 27  ω    -67.00 -25.00   0.50    0.05    -- -100.00  30.00-150.00   84
 28  ω     31.00 120.00   0.50    0.05    --  106.49 -15.00 150.00  178
 29  ω     34.00 108.00   0.50    0.05    --  106.49 -94.00-180.00  148
 30  ω     35.00  75.00   0.50    0.05    --  106.49 -45.00 -30.00   80
 31  ω     34.00 108.00   0.50    0.05    --  106.49 -94.00 120.00  148
 32  ω     33.00  59.00   0.50    0.05    --  106.49 -30.00 120.00   52
 33  ω     32.00  61.00   0.50    0.05    --  106.49 -30.00 -30.00   58
 34  ω     35.00  60.00   0.50    0.05    --  106.49 -30.00 -60.00   50
 35  ω     50.00 108.00   0.50    0.05    --  106.49 -94.00-150.00  116
 36  ω     42.00  72.00   0.50    0.05    --  106.49 -45.00   0.00   60
 37  ω     35.00  75.00   0.50    0.05    --  106.49 -45.00  30.00   80
 38  ω     32.00  61.00   0.50    0.05    --  106.49 -30.00 -90.00   58
 39  ω     36.00  68.00   0.50    0.05    --  106.49 -45.00 120.00   64
 40  ω     37.00  63.00   0.50    0.05    --  106.49 -45.00 -60.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0281357000
_diffrn_orient_matrix_UB_12      -0.0708592000
_diffrn_orient_matrix_UB_13      -0.0647938000
_diffrn_orient_matrix_UB_21      0.0800250000
_diffrn_orient_matrix_UB_22      -0.0490128000
_diffrn_orient_matrix_UB_23      0.0910970000
_diffrn_orient_matrix_UB_31      -0.2237202000
_diffrn_orient_matrix_UB_32      -0.0086046000
_diffrn_orient_matrix_UB_33      0.0135038000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3168
_reflns_number_total             3278
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.452
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3278
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0653
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0878P)²+1.6709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1730
_refine_ls_wR_factor_ref         0.1739
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00L(H00J,H00L), C00N(H00P,H00Q)
2.b Aromatic/amide H refined with riding coordinates:
 C009(H009), C00A(H00A), C00B(H00B), C00D(H00D), C00E(H00E), C00G(H00G),
 C00H(H00H), C00K(H00K)
2.c Idealised Me refined as rotating group:
 C00I(H00C,H00F,H00I), C00M(H00M,H00N,H00O)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S001 S -0.19593(11) 0.39425(4) 0.72594(5) 0.0508(2) Uani 1 1 d . . . . .
O002 O 0.8841(3) 0.67668(11) 0.97110(13) 0.0491(5) Uani 1 1 d . . . . .
O3 O 0.8550(3) 0.60882(12) 0.51009(13) 0.0517(5) Uani 1 1 d . . . . .
N004 N 0.9129(3) 0.64845(11) 0.67017(14) 0.0341(4) Uani 1 1 d . . . . .
N005 N 1.0092(3) 0.69210(12) 0.83761(15) 0.0385(5) Uani 1 1 d . . . . .
C006 C 1.0397(4) 0.68528(13) 0.74224(17) 0.0349(5) Uani 1 1 d . . . . .
C007 C 0.3696(3) 0.54464(14) 0.83798(17) 0.0370(5) Uani 1 1 d . . . . .
C008 C 0.8653(4) 0.66300(13) 0.88384(17) 0.0360(5) Uani 1 1 d . . . . .
C009 C 0.6925(3) 0.61611(14) 0.82826(17) 0.0366(5) Uani 1 1 d . . . . .
H009 H 0.682406 0.604313 0.761410 0.044 Uiso 1 1 calc R . . . .
C00A C 0.3106(4) 0.52136(14) 0.74086(17) 0.0376(5) Uani 1 1 d . . . . .
H00A H 0.389119 0.537294 0.695674 0.045 Uiso 1 1 calc R . . . .
C00B C 0.2524(4) 0.51897(15) 0.90211(17) 0.0407(6) Uani 1 1 d . . . . .
H00B H 0.290151 0.533979 0.968665 0.049 Uiso 1 1 calc R . . . .
C00C C 0.9717(4) 0.64768(14) 0.58576(17) 0.0378(5) Uani 1 1 d . . . . .
C00D C 0.0826(4) 0.47225(15) 0.87190(18) 0.0414(6) Uani 1 1 d . . . . .
H00D H 0.006989 0.454979 0.917632 0.050 Uiso 1 1 calc R . . . .
C00E C 0.1403(4) 0.47564(14) 0.70933(17) 0.0390(5) Uani 1 1 d . . . . .
H00E H 0.101979 0.460868 0.642696 0.047 Uiso 1 1 calc R . . . .
C00F C 0.0231(4) 0.45074(14) 0.77487(18) 0.0374(5) Uani 1 1 d . . . . .
C00G C 1.1457(4) 0.68411(16) 0.56788(18) 0.0441(6) Uani 1 1 d . . . . .
H00G H 1.178515 0.681857 0.505535 0.053 Uiso 1 1 calc R . . . .
C00H C 0.5503(4) 0.59079(18) 0.8762(2) 0.0498(7) Uani 1 1 d . . . . .
H00H H 0.571348 0.604966 0.942861 0.060 Uiso 1 1 calc R . . . .
C00I C -0.2994(4) 0.37241(16) 0.8302(2) 0.0492(6) Uani 1 1 d . . . . .
H00C H -0.419947 0.339219 0.810275 0.074 Uiso 1 1 calc GR . . . .
H00F H -0.342010 0.418941 0.857468 0.074 Uiso 1 1 calc GR . . . .
H00I H -0.192826 0.347144 0.879690 0.074 Uiso 1 1 calc GR . . . .
C00J C 1.2143(4) 0.72517(17) 0.7339(2) 0.0497(7) Uani 1 1 d . . . . .
C00K C 1.2693(4) 0.72377(19) 0.6442(2) 0.0527(7) Uani 1 1 d . . . . .
H00K H 1.389526 0.749560 0.635345 0.063 Uiso 1 1 calc R . . . .
C00L C 1.1813(5) 0.7364(2) 0.8976(2) 0.0600(8) Uani 1 1 d . . . . .
H00J H 1.270352 0.703982 0.947375 0.072 Uiso 1 1 calc R . . . .
H00L H 1.126142 0.777836 0.931344 0.072 Uiso 1 1 calc R . . . .
C00M C 0.6742(5) 0.5721(2) 0.5269(2) 0.0591(8) Uani 1 1 d . . . . .
H00M H 0.603378 0.545779 0.467332 0.089 Uiso 1 1 calc GR . . . .
H00N H 0.580216 0.609528 0.544524 0.089 Uiso 1 1 calc GR . . . .
H00O H 0.714800 0.535787 0.580227 0.089 Uiso 1 1 calc GR . . . .
C00N C 1.3043(5) 0.76734(17) 0.8276(2) 0.0559(7) Uani 1 1 d . . . . .
H00P H 1.454473 0.756891 0.850938 0.067 Uiso 1 1 calc R . . . .
H00Q H 1.283407 0.822229 0.818626 0.067 Uiso 1 1 calc R . . . .


_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
S001 C00F 1.768(2) . ?
S001 C00I 1.794(3) . ?
O002 C008 1.228(3) . ?
O3 C00C 1.353(3) . ?
O3 C00M 1.428(3) . ?
N004 C006 1.331(3) . ?
N004 C00C 1.329(3) . ?
N005 C006 1.405(3) . ?
N005 C008 1.369(3) . ?
N005 C00L 1.480(3) . ?
C006 C00J 1.382(3) . ?
C007 C00A 1.395(3) . ?
C007 C00B 1.392(3) . ?
C007 C00H 1.448(4) . ?
C008 C009 1.485(3) . ?
C009 C00H 1.352(3) . ?
C00A C00E 1.378(3) . ?
C00B C00D 1.384(4) . ?
C00C C00G 1.392(3) . ?
C00D C00F 1.385(3) . ?
C00E C00F 1.403(3) . ?
C00G C00K 1.385(4) . ?
C00J C00K 1.389(4) . ?
C00J C00N 1.515(4) . ?
C00L C00N 1.515(4) . ?

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
C00F S001 C00I 103.63(12) . . ?
C00C O3 C00M 116.9(2) . . ?
C00C N004 C006 115.0(2) . . ?
C006 N005 C00L 109.4(2) . . ?
C008 N005 C006 133.2(2) . . ?
C008 N005 C00L 117.2(2) . . ?
N004 C006 N005 124.5(2) . . ?
N004 C006 C00J 125.5(2) . . ?
C00J C006 N005 109.9(2) . . ?
C00A C007 C00H 123.7(2) . . ?
C00B C007 C00A 117.6(2) . . ?
C00B C007 C00H 118.6(2) . . ?
O002 C008 N005 118.3(2) . . ?
O002 C008 C009 121.9(2) . . ?
N005 C008 C009 119.8(2) . . ?
C00H C009 C008 117.6(2) . . ?
C00E C00A C007 121.1(2) . . ?
C00D C00B C007 122.0(2) . . ?
O3 C00C C00G 116.3(2) . . ?
N004 C00C O3 118.5(2) . . ?
N004 C00C C00G 125.2(2) . . ?
C00B C00D C00F 119.8(2) . . ?
C00A C00E C00F 120.5(2) . . ?
C00D C00F S001 124.38(18) . . ?
C00D C00F C00E 118.9(2) . . ?
C00E C00F S001 116.71(19) . . ?
C00K C00G C00C 117.6(2) . . ?
C009 C00H C007 127.8(2) . . ?
C006 C00J C00K 117.6(2) . . ?
C006 C00J C00N 110.5(2) . . ?
C00K C00J C00N 131.7(3) . . ?
C00G C00K C00J 118.8(2) . . ?
N005 C00L C00N 106.2(2) . . ?
C00L C00N C00J 102.8(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.576
_oxdiff_exptl_absorpt_empirical_full_min 0.558
####################################################################### 
# 
# 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_exp_261
_database_code_depnum_ccdc_archive 'CCDC 1985035'
loop_
_audit_author_name
_audit_author_address
'Naoya Kumagai'
;Institute of Microbial Chemistry
Japan
;
_audit_update_record             
;
2020-02-19 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;
_audit_creation_date             2019-10-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C19 H23 N3 O2)'
_chemical_formula_sum            'C38 H46 N6 O4'
_chemical_formula_weight         650.81
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     'GABA-Final-Aniline der'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   6.05710(10)
_cell_length_b                   10.16470(10)
_cell_length_c                   14.3715(2)
_cell_angle_alpha                103.6280(10)
_cell_angle_beta                 98.2720(10)
_cell_angle_gamma                101.1120(10)
_cell_volume                     827.01(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    19825
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.2910
_cell_measurement_theta_min      3.2040
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.820
_exptl_absorpt_coefficient_mu    0.689
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51568
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.008
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29128
_diffrn_reflns_point_group_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.326
_diffrn_reflns_theta_min         3.228
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.00 120.00   0.50    0.05    --   47.95  77.00 -30.00  190
  2  ω     69.00 120.00   0.50    0.05    --   47.95 132.00-137.00  102
  3  ω     69.00 174.00   0.50    0.12    --  106.49 132.00-137.00  210
  4  ω     91.00 116.00   0.50    0.12    --  106.49  61.00 -60.00   50
  5  ω     65.00 174.00   0.50    0.12    --  106.49 138.00  38.00  218
  6  ω     90.00 136.00   0.50    0.12    --  106.49  61.00  60.00   92
  7  ω     65.00 120.00   0.50    0.05    --   47.95 138.00  38.00  110
  8  ω     25.00 120.00   0.50    0.05    --   47.95  77.00 120.00  190
  9  ω     33.00 119.00   0.50    0.05    --   47.95  57.00 -60.00  172
 10  ω     36.00 121.00   0.50    0.05    --   47.95  38.00  30.00  170
 11  ω    104.00 129.00   0.50    0.12    --  106.49 -77.00 120.00   50
 12  ω     76.00 102.00   0.50    0.12    --  106.49 -77.00 120.00   52
 13  ω     36.00  75.00   0.50    0.12    --  106.49 -45.00   0.00   78
 14  ω     34.00  93.00   0.50    0.12    --  106.49 -94.00 -30.00  118
 15  ω     64.00 108.00   0.50    0.12    --  106.49 -94.00   0.00   88
 16  ω     38.00 121.00   0.50    0.12    --  106.49 -61.00 120.00  166
 17  ω     41.00 117.00   0.50    0.12    --  106.49-132.00 152.00  152
 18  ω     37.00  63.00   0.50    0.12    --  106.49 -94.00   0.00   52
 19  ω     34.00 126.00   0.50    0.12    --  106.49-138.00 -23.00  184
 20  ω     21.00 103.00   0.50    0.05    --   47.95-138.00 -23.00  164
 21  ω     18.00  99.00   0.50    0.05    --   47.95-132.00 152.00  162
 22  ω     36.00 121.00   0.50    0.05    --   47.95  38.00  90.00  170
 23  ω     36.00 121.00   0.50    0.05    --   47.95  38.00 -90.00  170
 24  ω     36.00 121.00   0.50    0.05    --   47.95  38.00-150.00  170
 25  ω     25.00 120.00   0.50    0.05    --   47.95  77.00-120.00  190
 26  ω     25.00 120.00   0.50    0.05    --   47.95  77.00-180.00  190
 27  ω     25.00 120.00   0.50    0.05    --   47.95  77.00   0.00  190
 28  ω     25.00 120.00   0.50    0.05    --   47.95  77.00 150.00  190
 29  ω     33.00 119.00   0.50    0.05    --   47.95  57.00  90.00  172
 30  ω     25.00 120.00   0.50    0.05    --   47.95  77.00  60.00  190
 31  ω    -80.00 -28.00   0.50    0.12    -- -100.00  45.00 -90.00  104
 32  ω   -103.00 -27.00   0.50    0.05    --  -47.95 138.00  38.00  152
 33  ω    -99.00 -24.00   0.50    0.05    --  -47.95 132.00-137.00  150
 34  ω   -121.00 -27.00   0.50    0.12    -- -100.00 132.00-137.00  188
 35  ω   -126.00 -27.00   0.50    0.12    -- -100.00 138.00  38.00  198
 36  ω   -119.00 -33.00   0.50    0.05    --  -47.95 -57.00 -30.00  172
 37  ω   -103.00 -78.00   0.50    0.12    -- -100.00 -74.00 -66.84   50
 38  ω   -108.00 -83.00   0.50    0.12    -- -100.00 -61.00-120.00   50
 39  ω   -110.00 -77.00   0.50    0.12    -- -100.00 -77.00-120.00   66
 40  ω   -108.00 -78.00   0.50    0.12    -- -100.00 -74.00 -91.86   60
 41  ω   -103.00 -77.00   0.50    0.12    -- -100.00 -77.00 -30.00   52
 42  ω   -103.00 -77.00   0.50    0.12    -- -100.00 -77.00  30.00   52
 43  ω   -104.00 -77.00   0.50    0.12    -- -100.00 -77.00  90.00   54
 44  ω   -103.00 -77.00   0.50    0.12    -- -100.00 -77.00  60.00   52
 45  ω   -105.00 -78.00   0.50    0.12    -- -100.00 -84.00 145.15   54
 46  ω   -100.00 -75.00   0.50    0.12    -- -100.00 -82.00 167.57   50
 47  ω   -117.00 -90.00   0.50    0.12    -- -100.00 -58.00 155.13   54
 48  ω   -130.00 -82.00   0.50    0.12    -- -100.00 -64.00 107.20   96
 49  ω   -120.00 -70.00   0.50    0.05    --  -47.95-138.00 -23.00  100
 50  ω   -120.00 -25.00   0.50    0.05    --  -47.95 -77.00 -90.00  190
 51  ω   -104.00 -77.00   0.50    0.12    -- -100.00 -78.00 -37.63   54
 52  ω   -119.00 -87.00   0.50    0.12    -- -100.00 -53.00 -77.13   64
 53  ω   -123.00 -87.00   0.50    0.12    -- -100.00 -61.00 -90.00   72
 54  ω   -118.00 -84.00   0.50    0.12    -- -100.00 -61.00-176.33   68
 55  ω   -120.00 -25.00   0.50    0.05    --  -47.95 -77.00-150.00  190
 56  ω   -172.00 -86.00   0.50    0.12    -- -100.00 -44.00  54.44  172
 57  ω   -155.00 -83.00   0.50    0.12    -- -100.00 -61.00 174.43  144
 58  ω   -173.00 -75.00   0.50    0.12    -- -100.00-132.00 152.00  196
 59  ω   -170.00 -83.00   0.50    0.12    -- -100.00 -61.00  90.00  174
 60  ω   -173.00 -70.00   0.50    0.12    -- -100.00-138.00 -23.00  206
 61  ω   -164.00-126.00   0.50    0.12    -- -100.00 -61.00-120.00   76
 62  ω   -173.00 -74.00   0.50    0.12    -- -100.00 -83.00-130.36  198
 63  ω   -173.00 -83.00   0.50    0.12    -- -100.00 -61.00  60.00  180
 64  ω   -173.00 -74.00   0.50    0.12    -- -100.00 -83.00   3.08  198
 65  ω   -173.00 -77.00   0.50    0.12    -- -100.00 -77.00-150.00  192
 66  ω   -172.00-123.00   0.50    0.12    -- -100.00 -74.00 -66.84   98
 67  ω   -173.00 -76.00   0.50    0.12    -- -100.00 -79.00  17.51  194
 68  ω   -171.00 -85.00   0.50    0.12    -- -100.00 -58.00-131.38  172
 69  ω   -173.00 -81.00   0.50    0.12    -- -100.00 -68.00 -27.36  184
 70  ω   -173.00 -77.00   0.50    0.12    -- -100.00 -77.00 150.00  192
 71  ω   -172.00 -85.00   0.50    0.12    -- -100.00 -55.00 157.36  174
 72  ω   -173.00 -83.00   0.50    0.12    -- -100.00 -61.00  30.00  180
 73  ω   -173.00 -83.00   0.50    0.12    -- -100.00 -62.00  87.99  180
 74  ω   -172.00-107.00   0.50    0.12    -- -100.00 -82.00 167.57  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0504164000
_diffrn_orient_matrix_UB_12      0.0240889000
_diffrn_orient_matrix_UB_13      0.1116597000
_diffrn_orient_matrix_UB_21      0.0700791000
_diffrn_orient_matrix_UB_22      0.1583805000
_diffrn_orient_matrix_UB_23      0.0137790000
_diffrn_orient_matrix_UB_31      -0.2499737000
_diffrn_orient_matrix_UB_32      0.0092548000
_diffrn_orient_matrix_UB_33      0.0027499000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.846
_reflns_Friedel_fraction_full    0.879
_reflns_Friedel_fraction_max     0.817
_reflns_number_gt                5982
_reflns_number_total             6188
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 2647 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         6188
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0356
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0621P)²+0.0808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.0966
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C012(H012), C019(H019)
2.b Secondary CH2 refined with riding coordinates:
 C00Y(H00B,H00C), C010(H01M,H01N), C011(H01O,H01P), C013(H01Q,H01R), C015(H01A,
 H01B), C016(H01C,H01D), C017(H01V,H01W), C018(H01E,H01F)
2.c Aromatic/amide H refined with riding coordinates:
 N009(H009), N00A(H00A), C00H(H00H), C00J(H00J), C00L(H00L), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00S(H00S), C00U(H00U),
 C00V(H00V), C00W(H00W), C00X(H00X), C00Z(H00Z)
2.d Idealised Me refined as rotating group:
 C014(H01S,H01T,H01U), C01A(H01G,H01H,H01I), C01B(H01X,H01Y,H), C01C(H01J,H01K,
 H01L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O001 O 0.8254(3) 0.12761(18) 0.42048(13) 0.0284(4) Uani 1 1 d . . . . .
O002 O 1.4729(3) -0.29653(17) 0.28165(13) 0.0296(4) Uani 1 1 d . . . . .
O003 O 1.6366(3) 0.37128(18) 0.73547(13) 0.0316(4) Uani 1 1 d . . . . .
O004 O 0.8733(3) 0.65569(19) 0.55219(13) 0.0317(4) Uani 1 1 d . . . . .
N005 N 1.4349(3) 0.4029(2) 0.60242(15) 0.0241(4) Uani 1 1 d . . . . .
N006 N 1.3516(3) -0.16137(19) 0.40019(14) 0.0227(4) Uani 1 1 d . . . . .
N007 N 1.0789(3) -0.01512(18) 0.40326(14) 0.0220(4) Uani 1 1 d . . . . .
N008 N 1.1503(3) 0.53655(19) 0.58318(15) 0.0245(4) Uani 1 1 d . . . . .
N009 N 1.0613(4) 0.2618(2) 0.83035(15) 0.0282(4) Uani 1 1 d . . . . .
H009 H 0.980990 0.300428 0.793153 0.034 Uiso 1 1 calc R . . . .
N00A N 0.7019(4) -0.4808(2) 0.15600(16) 0.0287(4) Uani 1 1 d . . . . .
H00A H 0.595982 -0.433028 0.163726 0.034 Uiso 1 1 calc R . . . .
C00B C 1.2767(4) 0.4520(2) 0.54576(17) 0.0217(4) Uani 1 1 d . . . . .
C00C C 1.2288(4) -0.0711(2) 0.44870(17) 0.0219(5) Uani 1 1 d . . . . .
C00D C 0.6408(4) -0.6239(2) 0.13658(17) 0.0247(5) Uani 1 1 d . . . . .
C00E C 1.4791(4) 0.4171(2) 0.70126(18) 0.0249(5) Uani 1 1 d . . . . .
C00F C 1.3526(4) -0.2131(2) 0.30361(18) 0.0241(5) Uani 1 1 d . . . . .
C00G C 0.9801(4) 0.0674(2) 0.46157(17) 0.0236(5) Uani 1 1 d . . . . .
C00H C 0.7765(4) -0.7093(2) 0.09474(17) 0.0249(5) Uani 1 1 d . . . . .
H00H H 0.919131 -0.668453 0.081404 0.030 Uiso 1 1 calc R . . . .
C00I C 1.2878(4) -0.0498(2) 0.54894(18) 0.0250(5) Uani 1 1 d . . . . .
C00J C 0.7260(4) 0.0781(2) 0.81330(17) 0.0272(5) Uani 1 1 d . . . . .
H00J H 0.632395 0.128917 0.784781 0.033 Uiso 1 1 calc R . . . .
C00K C 0.9632(4) 0.1338(2) 0.84278(16) 0.0242(5) Uani 1 1 d . . . . .
C00L C 1.1794(4) 0.0356(2) 0.60716(17) 0.0259(5) Uani 1 1 d . . . . .
H00L H 1.211798 0.051937 0.676129 0.031 Uiso 1 1 calc R . . . .
C00M C 1.0975(4) 0.0554(3) 0.88377(17) 0.0269(5) Uani 1 1 d . . . . .
H00M H 1.258842 0.090433 0.904289 0.032 Uiso 1 1 calc R . . . .
C00N C 0.9876(4) 0.5264(2) 0.41718(18) 0.0275(5) Uani 1 1 d . . . . .
H00N H 0.883675 0.554654 0.374172 0.033 Uiso 1 1 calc R . . . .
C00O C 0.6261(5) -0.0495(3) 0.82500(18) 0.0294(5) Uani 1 1 d . . . . .
H00O H 0.464743 -0.084892 0.804920 0.035 Uiso 1 1 calc R . . . .
C00P C 0.7593(5) -0.1268(2) 0.86593(17) 0.0297(5) Uani 1 1 d . . . . .
H00P H 0.690401 -0.214412 0.874232 0.036 Uiso 1 1 calc R . . . .
C00Q C 0.3630(4) -0.8314(3) 0.13419(18) 0.0299(5) Uani 1 1 d . . . . .
H00Q H 0.221373 -0.872997 0.148003 0.036 Uiso 1 1 calc R . . . .
C00R C 1.2750(4) 0.4010(2) 0.44694(18) 0.0249(5) Uani 1 1 d . . . . .
C00S C 0.4985(4) -0.9154(2) 0.09227(19) 0.0295(5) Uani 1 1 d . . . . .
H00S H 0.450275 -1.013909 0.077378 0.035 Uiso 1 1 calc R . . . .
C00T C 1.0084(4) 0.5710(2) 0.51791(18) 0.0242(5) Uani 1 1 d . . . . .
C00U C 0.9943(5) -0.0733(3) 0.89426(18) 0.0290(5) Uani 1 1 d . . . . .
H00U H 1.086968 -0.125763 0.921467 0.035 Uiso 1 1 calc R . . . .
C00V C 0.7042(4) -0.8535(2) 0.07257(17) 0.0269(5) Uani 1 1 d . . . . .
H00V H 0.797167 -0.910200 0.043554 0.032 Uiso 1 1 calc R . . . .
C00W C 0.4324(4) -0.6878(2) 0.15597(17) 0.0262(5) Uani 1 1 d . . . . .
H00W H 0.337730 -0.631917 0.184400 0.031 Uiso 1 1 calc R . . . .
C00X C 1.1247(4) 0.4388(2) 0.38175(17) 0.0269(5) Uani 1 1 d . . . . .
H00X H 1.115225 0.405324 0.313410 0.032 Uiso 1 1 calc R . . . .
C00Y C 0.9365(4) -0.4076(2) 0.16391(17) 0.0247(5) Uani 1 1 d . . . . .
H00B H 0.982281 -0.432842 0.099838 0.030 Uiso 1 1 calc R . . . .
H00C H 1.039798 -0.435418 0.211738 0.030 Uiso 1 1 calc R . . . .
C00Z C 1.0229(4) 0.0969(2) 0.56329(17) 0.0261(5) Uani 1 1 d . . . . .
H00Z H 0.947429 0.157011 0.601244 0.031 Uiso 1 1 calc R . . . .
C010 C 1.5553(4) 0.3180(2) 0.53820(18) 0.0271(5) Uani 1 1 d . . . . .
H01M H 1.532883 0.222974 0.546975 0.033 Uiso 1 1 calc R . . . .
H01N H 1.721847 0.361390 0.552991 0.033 Uiso 1 1 calc R . . . .
C011 C 1.2974(4) 0.3327(3) 0.87875(18) 0.0281(5) Uani 1 1 d . . . . .
H01O H 1.402113 0.277785 0.850754 0.034 Uiso 1 1 calc R . . . .
H01P H 1.316101 0.336758 0.949016 0.034 Uiso 1 1 calc R . . . .
C012 C 1.3669(4) 0.4809(2) 0.86843(17) 0.0273(5) Uani 1 1 d . . . . .
H012 H 1.534587 0.516888 0.896927 0.033 Uiso 1 1 calc R . . . .
C013 C 1.3310(4) 0.4881(2) 0.76234(18) 0.0259(5) Uani 1 1 d . . . . .
H01Q H 1.168002 0.445289 0.731204 0.031 Uiso 1 1 calc R . . . .
H01R H 1.361629 0.587238 0.762085 0.031 Uiso 1 1 calc R . . . .
C014 C 0.9015(5) 0.7033(3) 0.65629(19) 0.0340(6) Uani 1 1 d . . . . .
H01S H 0.791543 0.760046 0.672662 0.051 Uiso 1 1 calc GR . . . .
H01T H 1.058078 0.759480 0.684117 0.051 Uiso 1 1 calc GR . . . .
H01U H 0.873984 0.622938 0.683243 0.051 Uiso 1 1 calc GR . . . .
C015 C 1.2120(4) -0.1697(2) 0.22596(18) 0.0248(5) Uani 1 1 d . . . . .
H01A H 1.281811 -0.183075 0.167235 0.030 Uiso 1 1 calc R . . . .
H01B H 1.218468 -0.069096 0.249909 0.030 Uiso 1 1 calc R . . . .
C016 C 1.4661(4) -0.1274(3) 0.57312(18) 0.0275(5) Uani 1 1 d . . . . .
H01C H 1.410980 -0.193758 0.609995 0.033 Uiso 1 1 calc R . . . .
H01D H 1.610768 -0.062278 0.612105 0.033 Uiso 1 1 calc R . . . .
C017 C 1.4474(5) 0.3133(2) 0.43302(19) 0.0280(5) Uani 1 1 d . . . . .
H01V H 1.564884 0.352788 0.399486 0.034 Uiso 1 1 calc R . . . .
H01W H 1.371501 0.216569 0.394516 0.034 Uiso 1 1 calc R . . . .
C018 C 1.5007(4) -0.2048(2) 0.47248(17) 0.0257(5) Uani 1 1 d . . . . .
H01E H 1.663393 -0.178665 0.466831 0.031 Uiso 1 1 calc R . . . .
H01F H 1.455635 -0.306832 0.462358 0.031 Uiso 1 1 calc R . . . .
C019 C 0.9602(4) -0.2502(2) 0.19674(17) 0.0242(5) Uani 1 1 d . . . . .
H019 H 0.886692 -0.228802 0.254792 0.029 Uiso 1 1 calc R . . . .
C01A C 0.7863(5) 0.0993(3) 0.31612(18) 0.0309(5) Uani 1 1 d . . . . .
H01G H 0.719761 -0.000342 0.286483 0.046 Uiso 1 1 calc GR . . . .
H01H H 0.932256 0.126259 0.295827 0.046 Uiso 1 1 calc GR . . . .
H01I H 0.680036 0.152812 0.294737 0.046 Uiso 1 1 calc GR . . . .
C01B C 1.2405(5) 0.5780(3) 0.92664(19) 0.0346(6) Uani 1 1 d . . . . .
H01X H 1.075800 0.548307 0.898398 0.052 Uiso 1 1 calc GR . . . .
H01Y H 1.299276 0.673601 0.923986 0.052 Uiso 1 1 calc GR . . . .
H H 1.265465 0.574257 0.994778 0.052 Uiso 1 1 calc GR . . . .
C01C C 0.8356(5) -0.2018(3) 0.11511(19) 0.0325(6) Uani 1 1 d . . . . .
H01J H 0.902432 -0.224617 0.056867 0.049 Uiso 1 1 calc GR . . . .
H01K H 0.852348 -0.100826 0.136793 0.049 Uiso 1 1 calc GR . . . .
H01L H 0.672385 -0.248934 0.099447 0.049 Uiso 1 1 calc GR . . . .


_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
O001 C00G 1.354(3) . ?
O001 C01A 1.434(3) . ?
O002 C00F 1.236(3) . ?
O003 C00E 1.230(3) . ?
O004 C00T 1.357(3) . ?
O004 C014 1.434(3) . ?
N005 C00B 1.407(3) . ?
N005 C00E 1.375(3) . ?
N005 C010 1.480(3) . ?
N006 C00C 1.412(3) . ?
N006 C00F 1.365(3) . ?
N006 C018 1.480(3) . ?
N007 C00C 1.334(3) . ?
N007 C00G 1.331(3) . ?
N008 C00B 1.330(3) . ?
N008 C00T 1.334(3) . ?
N009 C00K 1.386(3) . ?
N009 C011 1.459(3) . ?
N00A C00D 1.379(3) . ?
N00A C00Y 1.447(3) . ?
C00B C00R 1.390(3) . ?
C00C C00I 1.387(3) . ?
C00D C00H 1.401(3) . ?
C00D C00W 1.401(3) . ?
C00E C013 1.508(3) . ?
C00F C015 1.506(3) . ?
C00G C00Z 1.396(3) . ?
C00H C00V 1.391(3) . ?
C00I C00L 1.386(3) . ?
C00I C016 1.503(4) . ?
C00J C00K 1.401(3) . ?
C00J C00O 1.380(4) . ?
C00K C00M 1.406(3) . ?
C00L C00Z 1.387(4) . ?
C00M C00U 1.389(3) . ?
C00N C00T 1.391(3) . ?
C00N C00X 1.390(4) . ?
C00O C00P 1.393(4) . ?
C00P C00U 1.385(4) . ?
C00Q C00S 1.391(4) . ?
C00Q C00W 1.384(3) . ?
C00R C00X 1.384(3) . ?
C00R C017 1.503(4) . ?
C00S C00V 1.382(4) . ?
C00Y C019 1.530(3) . ?
C010 C017 1.544(4) . ?
C011 C012 1.531(3) . ?
C012 C013 1.530(3) . ?
C012 C01B 1.532(4) . ?
C015 C019 1.531(3) . ?
C016 C018 1.539(3) . ?
C019 C01C 1.532(3) . ?

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
C00G O001 C01A 116.36(19) . . ?
C00T O004 C014 116.46(19) . . ?
C00B N005 C010 109.80(19) . . ?
C00E N005 C00B 130.4(2) . . ?
C00E N005 C010 119.73(19) . . ?
C00C N006 C018 109.78(18) . . ?
C00F N006 C00C 132.2(2) . . ?
C00F N006 C018 118.02(19) . . ?
C00G N007 C00C 115.2(2) . . ?
C00B N008 C00T 115.3(2) . . ?
C00K N009 C011 120.21(19) . . ?
C00D N00A C00Y 121.3(2) . . ?
N008 C00B N005 123.9(2) . . ?
N008 C00B C00R 125.7(2) . . ?
C00R C00B N005 110.5(2) . . ?
N007 C00C N006 124.0(2) . . ?
N007 C00C C00I 125.8(2) . . ?
C00I C00C N006 110.2(2) . . ?
N00A C00D C00H 122.3(2) . . ?
N00A C00D C00W 119.5(2) . . ?
C00H C00D C00W 118.1(2) . . ?
O003 C00E N005 118.6(2) . . ?
O003 C00E C013 123.3(2) . . ?
N005 C00E C013 118.1(2) . . ?
O002 C00F N006 118.0(2) . . ?
O002 C00F C015 120.9(2) . . ?
N006 C00F C015 121.1(2) . . ?
O001 C00G C00Z 116.7(2) . . ?
N007 C00G O001 118.5(2) . . ?
N007 C00G C00Z 124.8(2) . . ?
C00V C00H C00D 120.6(2) . . ?
C00C C00I C016 110.6(2) . . ?
C00L C00I C00C 117.3(2) . . ?
C00L C00I C016 132.1(2) . . ?
C00O C00J C00K 121.1(2) . . ?
N009 C00K C00J 120.5(2) . . ?
N009 C00K C00M 121.4(2) . . ?
C00J C00K C00M 118.1(2) . . ?
C00I C00L C00Z 119.1(2) . . ?
C00U C00M C00K 120.0(2) . . ?
C00X C00N C00T 117.5(2) . . ?
C00J C00O C00P 120.7(2) . . ?
C00U C00P C00O 118.6(2) . . ?
C00W C00Q C00S 120.6(2) . . ?
C00B C00R C017 110.4(2) . . ?
C00X C00R C00B 117.2(2) . . ?
C00X C00R C017 132.5(2) . . ?
C00V C00S C00Q 119.1(2) . . ?
O004 C00T C00N 117.3(2) . . ?
N008 C00T O004 117.7(2) . . ?
N008 C00T C00N 125.0(2) . . ?
C00P C00U C00M 121.4(2) . . ?
C00S C00V C00H 120.8(2) . . ?
C00Q C00W C00D 120.8(2) . . ?
C00R C00X C00N 119.4(2) . . ?
N00A C00Y C019 110.22(19) . . ?
C00L C00Z C00G 117.8(2) . . ?
N005 C010 C017 105.55(19) . . ?
N009 C011 C012 113.12(19) . . ?
C011 C012 C01B 111.3(2) . . ?
C013 C012 C011 113.47(19) . . ?
C013 C012 C01B 109.6(2) . . ?
C00E C013 C012 115.0(2) . . ?
C00F C015 C019 113.87(19) . . ?
C00I C016 C018 103.75(19) . . ?
C00R C017 C010 103.7(2) . . ?
N006 C018 C016 105.60(19) . . ?
C00Y C019 C015 111.83(19) . . ?
C00Y C019 C01C 110.15(19) . . ?
C015 C019 C01C 109.58(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.434
_oxdiff_exptl_absorpt_empirical_full_min 0.573
####################################################################### 
# 
# 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_exp_262
_database_code_depnum_ccdc_archive 'CCDC 1985036'
loop_
_audit_author_name
_audit_author_address
'Naoya Kumagai'
;Institute of Microbial Chemistry
Japan
;
_audit_update_record             
;
2020-02-19 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;
_audit_creation_date             2019-10-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C68 H63 Cu N3 O2 P2, F6 P, 3(C4 H8 O)'
_chemical_formula_sum            'C80 H87 Cu F6 N3 O5 P3'
_chemical_formula_weight         1440.97
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H Cu P F N O'
_chemical_oxdiff_usercomment     'Cu-Phosphine Pyrdine complex'
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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   21.7889(4)
_cell_length_b                   16.4491(4)
_cell_length_c                   24.0629(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.505(2)
_cell_angle_gamma                90
_cell_volume                     8269.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    25104
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.6650
_cell_measurement_theta_min      2.0980
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.764
_exptl_absorpt_coefficient_mu    1.422
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.14a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3024
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.008
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1098
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            118804
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.010
_diffrn_reflns_theta_min         2.115
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  59.00   0.50   11.85    --   47.95 -38.00  30.00  168
  2  ω     16.00  90.00   0.50   11.85    --   47.95-119.00 -86.00  148
  3  ω     55.00 110.00   0.50   48.39    --  106.49-119.00 -86.00  110
  4  ω     62.00 117.00   0.50   48.39    --  106.49-125.00-120.00  110
  5  ω     46.00  96.00   0.50   48.39    --  106.49 -94.00 -60.00  100
  6  ω     77.00 116.00   0.50   48.39    --  106.49 -15.00-150.00   78
  7  ω     35.00  65.00   0.50   48.39    --  106.49 -45.00 -90.00   60
  8  ω     36.00  75.00   0.50   48.39    --  106.49 -45.00 -30.00   78
  9  ω     32.00  57.00   0.50   48.39    --  106.49 -30.00  30.00   50
 10  ω     43.00 122.00   0.50   48.39    --  106.49 -61.00  60.00  158
 11  ω     72.00 102.00   0.50   11.85    --   47.95-157.00 118.00   60
 12  ω     35.00 138.00   0.50   48.39    --  106.49-157.00 118.00  206
 13  ω     34.00  90.00   0.50   48.39    --  106.49 -77.00  60.00  112
 14  ω     35.00  75.00   0.50   48.39    --  106.49 -45.00 150.00   80
 15  ω     41.00  74.00   0.50   48.39    --  106.49 -45.00 120.00   66
 16  ω     34.00  60.00   0.50   48.39    --  106.49 -30.00  90.00   52
 17  ω     77.00 141.00   0.50   48.39    --  106.49 119.00  -1.00  128
 18  ω     75.00 119.00   0.50   11.85    --   47.95 125.00 -60.00   88
 19  ω     77.00 120.00   0.50   11.85    --   47.95 125.00 -30.00   86
 20  ω     57.00 115.00   0.50   11.85    --   47.95 157.00 154.00  116
 21  ω     64.00  90.00   0.50   48.39    --  106.49 157.00 154.00   52
 22  ω     40.00  74.00   0.50   48.39    --  106.49 -45.00-120.00   68
 23  ω     31.00  74.00   0.50   48.39    --  106.49 -15.00-150.00   86
 24  ω     32.00  57.00   0.50   48.39    --  106.49 -30.00-150.00   50
 25  ω      0.00  58.00   0.50   11.85    --   47.95 -38.00-150.00  116
 26  ω    -99.00 -74.00   0.50   11.85    --  -47.95 157.00 154.00   50
 27  ω    -90.00 -28.00   0.50   11.85    --  -47.95 119.00  -1.00  124
 28  ω    -76.00 -27.00   0.50   48.39    -- -100.00  61.00  30.00   98
 29  ω    -57.00 -25.00   0.50   48.39    -- -100.00  30.00  60.00   64
 30  ω    -55.00 -26.00   0.50   48.39    -- -100.00  30.00  30.00   58
 31  ω    -52.00 -27.00   0.50   48.39    -- -100.00 125.00 120.00   50
 32  ω    -67.00 -26.00   0.50   48.39    -- -100.00  30.00 150.00   82
 33  ω   -112.00 -65.00   0.50   48.39    -- -100.00 119.00  -1.00   94
 34  ω   -115.00 -89.00   0.50   48.39    -- -100.00  61.00  30.00   52
 35  ω   -117.00 -72.00   0.50   48.39    -- -100.00 125.00 120.00   90
 36  ω   -101.00 -38.00   0.50   48.39    -- -100.00 157.00 154.00  126
 37  ω   -115.00 -83.00   0.50   48.39    -- -100.00 125.00  60.00   64
 38  ω    -54.00 -25.00   0.50   48.39    -- -100.00  30.00-120.00   58
 39  ω    -59.00 -34.00   0.50   48.39    -- -100.00  30.00-150.00   50
 40  ω    -80.00 -33.00   0.50   48.39    -- -100.00  45.00-180.00   94
 41  ω   -152.00-127.00   0.50   48.39    -- -100.00-119.00 -86.00   50
 42  ω   -170.00-117.00   0.50   48.39    -- -100.00-125.00-150.00  106
 43  ω   -113.00 -88.00   0.50   11.85    --  -47.95-157.00 118.00   50
 44  ω   -136.00-111.00   0.50   48.39    -- -100.00-157.00 118.00   50
 45  ω   -136.00 -80.00   0.50   48.39    -- -100.00-125.00 150.00  112
 46  ω   -120.00 -28.00   0.50   11.85    --  -47.95 -77.00 120.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0086480000
_diffrn_orient_matrix_UB_12      0.0672668000
_diffrn_orient_matrix_UB_13      0.0462526000
_diffrn_orient_matrix_UB_21      -0.0043255000
_diffrn_orient_matrix_UB_22      -0.0641046000
_diffrn_orient_matrix_UB_23      0.0453421000
_diffrn_orient_matrix_UB_31      0.0730739000
_diffrn_orient_matrix_UB_32      -0.0117099000
_diffrn_orient_matrix_UB_33      0.0163633000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10842
_reflns_number_total             17003
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.14a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     892
_refine_ls_number_reflns         17003
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0680
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1181P)²+1.4880P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1866
_refine_ls_wR_factor_ref         0.2118
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C01M(H01J,H01L), C026(H02A,H02B), C02C(H02Z,HA), C02E(H02R,H02S), C02F(H02T,
 H02U), C02G(H02V,H02W), C02H(H02,HB), C02J(H0AA,HC), C02L(H1AA,HD), C02O(H2AA,
 HE), C02P(H02X,H02Y), C02Q(H3AA,HF), C02R(H4AA,HG), C02S(H5AA,HH)
2.b Aromatic/amide H refined with riding coordinates:
 C36(H36), C00K(H00K), C00O(H00O), C00P(H00P), C00Q(H00Q), C00T(H00T),
 C00V(H00V), C00Y(H00Y), C00Z(H00Z), C010(H010), C012(H012), C013(H013),
 C015(H015), C017(H017), C019(H019), C01A(H01D), C01C(H01E), C01E(H01F),
 C01G(H01G), C01H(H01H), C01I(H01I), C01K(H01K), C01N(H01N), C01O(H01O),
 C01S(H01S), C01U(H01U), C01X(H01X), C020(H020), C021(H021), C023(H023),
 C025(H025), C027(H027)
2.c Idealised Me refined as rotating group:
 C018(H01A,H01B,H01C), C01T(H01M,H01P,H01Q), C01Y(H01R,H01T,H01V), C01Z(H01W,
 H01Y,H), C028(H02C,H02D,H02E), C029(H02F,H02G,H02H), C02B(H02I,H02J,H02K),
 C02D(H02L,H02M,H02N), C02I(H02O,H02P,H02Q)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cu01 Cu 0.67014(2) 0.22775(3) 0.30632(2) 0.04172(14) Uani 1 1 d . . . . .
P002 P 0.76788(3) 0.22179(5) 0.29068(3) 0.04077(19) Uani 1 1 d . . . . .
P003 P 0.69357(3) 0.30754(5) 0.38584(3) 0.04134(19) Uani 1 1 d . . . . .
P004 P 0.67548(8) 0.74318(9) 0.24797(7) 0.0914(4) Uani 1 1 d . . . . .
O23 O 0.60089(11) 0.29858(16) 0.24694(12) 0.0578(6) Uani 1 1 d . . . . .
O006 O 0.68824(12) 0.05772(15) 0.33469(12) 0.0574(6) Uani 1 1 d . . . . .
N007 N 0.52070(13) 0.20656(19) 0.21361(13) 0.0508(7) Uani 1 1 d . . . . .
N8 N 0.60833(12) 0.13121(17) 0.27797(12) 0.0457(6) Uani 1 1 d . . . . .
C009 C 0.81098(14) 0.3708(2) 0.37494(13) 0.0419(7) Uani 1 1 d . . . . .
C31 C 0.84135(13) 0.2908(2) 0.39632(13) 0.0422(7) Uani 1 1 d . . . . .
C35 C 0.73590(14) 0.2616(2) 0.45542(15) 0.0462(7) Uani 1 1 d . . . . .
C36 C 0.76222(16) 0.3081(2) 0.50517(14) 0.0508(8) Uani 1 1 d . . . . .
H36 H 0.759170 0.365685 0.503189 0.061 Uiso 1 1 calc R . . . .
C34 C 0.74666(14) 0.3849(2) 0.36938(13) 0.0425(7) Uani 1 1 d . . . . .
C00E C 0.54751(15) 0.2821(2) 0.21603(15) 0.0490(8) Uani 1 1 d . . . . .
C30 C 0.78785(15) 0.1330(2) 0.25400(15) 0.0486(8) Uani 1 1 d . . . . .
C33 C 0.84859(15) 0.4324(2) 0.35778(14) 0.0476(8) Uani 1 1 d . . . . .
C32 C 0.82787(13) 0.2212(2) 0.36223(14) 0.0436(7) Uani 1 1 d . . . . .
C00I C 0.55132(15) 0.1348(2) 0.23923(15) 0.0482(8) Uani 1 1 d . . . . .
C00J C 0.79003(15) 0.3060(2) 0.25073(13) 0.0447(7) Uani 1 1 d . . . . .
C00K C 0.74246(16) 0.3610(2) 0.22321(15) 0.0506(8) Uani 1 1 d . . . . .
H00K H 0.700044 0.353364 0.225556 0.061 Uiso 1 1 calc R . . . .
C00L C 0.79282(18) 0.2706(3) 0.55754(15) 0.0591(10) Uani 1 1 d . . . . .
C00M C 0.88507(14) 0.2864(2) 0.45354(14) 0.0485(8) Uani 1 1 d . . . . .
C00N C 0.81894(17) 0.5062(2) 0.33334(15) 0.0517(8) Uani 1 1 d . . . . .
C00O C 0.71803(15) 0.4579(2) 0.34296(15) 0.0470(7) Uani 1 1 d . . . . .
H00O H 0.673550 0.466235 0.337422 0.056 Uiso 1 1 calc R . . . .
C00P C 0.73753(17) 0.0881(2) 0.21954(15) 0.0514(8) Uani 1 1 d . . . . .
H00P H 0.694948 0.103831 0.217291 0.062 Uiso 1 1 calc R . . . .
C00Q C 0.75281(17) 0.5166(2) 0.32519(16) 0.0538(8) Uani 1 1 d . . . . .
H00Q H 0.732201 0.564646 0.307261 0.065 Uiso 1 1 calc R . . . .
C00R C 0.63310(15) 0.3696(2) 0.40634(16) 0.0502(8) Uani 1 1 d . . . . .
F00S F 0.74329(17) 0.7076(2) 0.2550(2) 0.1362(16) Uani 1 1 d . . . . .
C00T C 0.73969(15) 0.1779(2) 0.45837(15) 0.0506(8) Uani 1 1 d . . . . .
H00T H 0.721376 0.146623 0.424532 0.061 Uiso 1 1 calc R . . . .
N9 N 0.44231(16) 0.4720(3) 0.10482(17) 0.0736(10) Uani 1 1 d . . . . .
C00V C 0.91497(15) 0.4220(2) 0.36508(16) 0.0533(8) Uani 1 1 d . . . . .
H00V H 0.935363 0.372562 0.380491 0.064 Uiso 1 1 calc R . . . .
C00W C 0.63034(16) 0.0557(2) 0.29420(16) 0.0508(8) Uani 1 1 d . . . . .
C00X C 0.7472(2) 0.0208(2) 0.18818(17) 0.0604(9) Uani 1 1 d . . . . .
C00Y C 0.85364(15) 0.1459(2) 0.38597(15) 0.0517(8) Uani 1 1 d . . . . .
H00Y H 0.842693 0.098007 0.363250 0.062 Uiso 1 1 calc R . . . .
C00Z C 0.90246(16) 0.3558(3) 0.48964(15) 0.0570(9) Uani 1 1 d . . . . .
H00Z H 0.884679 0.407273 0.476021 0.068 Uiso 1 1 calc R . . . .
C010 C 0.50912(16) 0.3451(2) 0.17814(16) 0.0537(8) Uani 1 1 d . . . . .
H010 H 0.466967 0.333081 0.154951 0.064 Uiso 1 1 calc R . . . .
C011 C 0.75599(19) 0.4270(2) 0.19228(17) 0.0594(9) Uani 1 1 d . . . . .
C012 C 0.85182(16) 0.3162(3) 0.24591(14) 0.0522(8) Uani 1 1 d . . . . .
H012 H 0.884440 0.278633 0.264118 0.063 Uiso 1 1 calc R . . . .
C013 C 0.94992(18) 0.4833(3) 0.34989(17) 0.0628(10) Uani 1 1 d . . . . .
H013 H 0.994599 0.476446 0.355775 0.075 Uiso 1 1 calc R . . . .
C014 C 0.77024(18) 0.1382(3) 0.51066(17) 0.0604(9) Uani 1 1 d . . . . .
C015 C 0.8178(2) 0.4354(3) 0.18914(16) 0.0631(10) Uani 1 1 d . . . . .
H015 H 0.827661 0.480598 0.168607 0.076 Uiso 1 1 calc R . . . .
C016 C 0.91127(16) 0.2103(3) 0.47582(15) 0.0541(9) Uani 1 1 d . . . . .
C017 C 0.89390(17) 0.1404(3) 0.44080(17) 0.0609(10) Uani 1 1 d . . . . .
H017 H 0.910458 0.088880 0.455619 0.073 Uiso 1 1 calc R . . . .
C018 C 0.8220(2) 0.3199(3) 0.61059(17) 0.0721(12) Uani 1 1 d . . . . .
H01A H 0.819758 0.377684 0.600340 0.108 Uiso 1 1 calc GR . . . .
H01B H 0.866867 0.303977 0.627005 0.108 Uiso 1 1 calc GR . . . .
H01C H 0.798559 0.310342 0.639218 0.108 Uiso 1 1 calc GR . . . .
C019 C 0.5987(2) -0.0155(2) 0.27136(19) 0.0628(10) Uani 1 1 d . . . . .
H019 H 0.617576 -0.067335 0.282311 0.075 Uiso 1 1 calc R . . . .
C01A C 0.85034(18) 0.1103(3) 0.25557(17) 0.0606(10) Uani 1 1 d . . . . .
H01D H 0.885677 0.140168 0.278849 0.073 Uiso 1 1 calc R . . . .
C01B C 0.51355(18) 0.0674(3) 0.21672(18) 0.0614(10) Uani 1 1 d . . . . .
C01C C 0.64728(17) 0.4411(2) 0.43846(16) 0.0541(8) Uani 1 1 d . . . . .
H01E H 0.689969 0.461017 0.449315 0.065 Uiso 1 1 calc R . . . .
C01D C 0.50035(18) 0.4864(3) 0.14093(19) 0.0638(10) Uani 1 1 d . . . . .
C01E C 0.79615(18) 0.1863(3) 0.55927(16) 0.0621(10) Uani 1 1 d . . . . .
H01F H 0.816899 0.160509 0.594976 0.074 Uiso 1 1 calc R . . . .
F01F F 0.6034(2) 0.7789(2) 0.24017(19) 0.1290(14) Uani 1 1 d . . . . .
C01G C 0.94432(18) 0.3495(3) 0.54355(17) 0.0679(11) Uani 1 1 d . . . . .
H01G H 0.955646 0.396760 0.566869 0.082 Uiso 1 1 calc R . . . .
C01H C 0.85657(19) 0.5671(3) 0.31710(18) 0.0629(10) Uani 1 1 d . . . . .
H01H H 0.836935 0.616120 0.299970 0.075 Uiso 1 1 calc R . . . .
C01I C 0.9203(2) 0.5561(3) 0.32578(18) 0.0657(10) Uani 1 1 d . . . . .
H01I H 0.945103 0.597946 0.315468 0.079 Uiso 1 1 calc R . . . .
C01J C 0.52342(19) 0.3820(3) 0.4090(2) 0.0688(11) Uani 1 1 d . . . . .
C01K C 0.57093(16) 0.3414(3) 0.39154(18) 0.0577(9) Uani 1 1 d . . . . .
H01K H 0.560309 0.293279 0.369014 0.069 Uiso 1 1 calc R . . . .
C01L C 0.86604(18) 0.3814(3) 0.21446(16) 0.0610(10) Uani 1 1 d . . . . .
C01M C 0.45862(17) 0.1855(3) 0.17072(19) 0.0664(11) Uani 1 1 d . . . . .
H01J H 0.460232 0.196528 0.130710 0.080 Uiso 1 1 calc R . . . .
H01L H 0.423126 0.217248 0.178095 0.080 Uiso 1 1 calc R . . . .
C01N C 0.53353(17) 0.4182(3) 0.17653(18) 0.0586(9) Uani 1 1 d . . . . .
H01N H 0.575902 0.427557 0.200273 0.070 Uiso 1 1 calc R . . . .
C01O C 0.8095(2) 0.0005(3) 0.19100(19) 0.0733(12) Uani 1 1 d . . . . .
H01O H 0.817051 -0.045344 0.169881 0.088 Uiso 1 1 calc R . . . .
F01P F 0.64628(18) 0.6579(2) 0.2464(3) 0.167(2) Uani 1 1 d . . . . .
O01Q O 0.53089(19) 0.2041(3) 0.0698(2) 0.1232(16) Uani 1 1 d . . . . .
C01R C 0.6003(2) 0.4841(3) 0.4550(2) 0.0691(11) Uani 1 1 d . . . . .
C01S C 0.5396(2) 0.4527(3) 0.4404(2) 0.0747(12) Uani 1 1 d . . . . .
H01S H 0.507439 0.480827 0.452320 0.090 Uiso 1 1 calc R . . . .
C01T C 0.7204(2) -0.0188(3) 0.3509(2) 0.0717(11) Uani 1 1 d . . . . .
H01M H 0.724902 -0.046371 0.316127 0.108 Uiso 1 1 calc GR . . . .
H01P H 0.695384 -0.052901 0.369741 0.108 Uiso 1 1 calc GR . . . .
H01Q H 0.762931 -0.009120 0.377723 0.108 Uiso 1 1 calc GR . . . .
C01U C 0.5387(2) -0.0081(3) 0.2321(2) 0.0676(11) Uani 1 1 d . . . . .
H01U H 0.515150 -0.055257 0.215868 0.081 Uiso 1 1 calc R . . . .
F01V F 0.7000(3) 0.8308(2) 0.2477(3) 0.166(2) Uani 1 1 d . . . . .
C01W C 0.8609(2) 0.0446(3) 0.2234(2) 0.0725(12) Uani 1 1 d . . . . .
C01X C 0.5278(2) 0.5630(3) 0.1478(2) 0.0766(13) Uani 1 1 d . . . . .
H01X H 0.569341 0.571379 0.173388 0.092 Uiso 1 1 calc R . . . .
C01Y C 0.7050(2) 0.4878(3) 0.1643(2) 0.0820(13) Uani 1 1 d . . . . .
H01R H 0.665690 0.459010 0.143718 0.123 Uiso 1 1 calc GR . . . .
H01T H 0.719587 0.521051 0.136729 0.123 Uiso 1 1 calc GR . . . .
H01V H 0.696398 0.522847 0.194138 0.123 Uiso 1 1 calc GR . . . .
C01Z C 0.7770(2) 0.0476(3) 0.5135(2) 0.0811(13) Uani 1 1 d . . . . .
H01W H 0.757521 0.024415 0.474997 0.122 Uiso 1 1 calc GR . . . .
H01Y H 0.755521 0.025875 0.540958 0.122 Uiso 1 1 calc GR . . . .
H H 0.822540 0.033173 0.526376 0.122 Uiso 1 1 calc GR . . . .
C020 C 0.4349(3) 0.6134(4) 0.0809(3) 0.0881(16) Uani 1 1 d . . . . .
H020 H 0.410170 0.656875 0.059966 0.106 Uiso 1 1 calc R . . . .
C021 C 0.95443(19) 0.2059(3) 0.53237(18) 0.0722(12) Uani 1 1 d . . . . .
H021 H 0.971997 0.155024 0.547575 0.087 Uiso 1 1 calc R . . . .
O022 O 0.89369(19) 0.5564(4) 0.5621(2) 0.1351(19) Uani 1 1 d . . . . .
C023 C 0.9708(2) 0.2748(3) 0.56509(18) 0.0768(13) Uani 1 1 d . . . . .
H023 H 1.000392 0.271759 0.602625 0.092 Uiso 1 1 calc R . . . .
F024 F 0.6623(3) 0.7427(4) 0.1803(2) 0.198(3) Uani 1 1 d . . . . .
C025 C 0.4108(2) 0.5363(4) 0.0750(2) 0.0833(14) Uani 1 1 d . . . . .
H025 H 0.369792 0.527414 0.048471 0.100 Uiso 1 1 calc R . . . .
C026 C 0.4498(2) 0.0944(3) 0.1796(3) 0.0861(15) Uani 1 1 d . . . . .
H02A H 0.416175 0.085081 0.199240 0.103 Uiso 1 1 calc R . . . .
H02B H 0.438028 0.065215 0.142082 0.103 Uiso 1 1 calc R . . . .
C027 C 0.4934(3) 0.6275(3) 0.1165(3) 0.0920(17) Uani 1 1 d . . . . .
H027 H 0.511169 0.680632 0.120257 0.110 Uiso 1 1 calc R . . . .
C028 C 0.4559(2) 0.3489(3) 0.3945(3) 0.0930(17) Uani 1 1 d . . . . .
H02C H 0.444651 0.324023 0.355921 0.139 Uiso 1 1 calc GR . . . .
H02D H 0.426091 0.393385 0.394910 0.139 Uiso 1 1 calc GR . . . .
H02E H 0.453255 0.307976 0.423303 0.139 Uiso 1 1 calc GR . . . .
C029 C 0.9330(2) 0.3904(4) 0.2087(2) 0.0821(14) Uani 1 1 d . . . . .
H02F H 0.963457 0.363273 0.241284 0.123 Uiso 1 1 calc GR . . . .
H02G H 0.943788 0.448234 0.208685 0.123 Uiso 1 1 calc GR . . . .
H02H H 0.935083 0.365544 0.172228 0.123 Uiso 1 1 calc GR . . . .
F02A F 0.6876(2) 0.7431(5) 0.31441(19) 0.201(3) Uani 1 1 d . . . . .
C02B C 0.6154(3) 0.5635(3) 0.4868(3) 0.0896(15) Uani 1 1 d . . . . .
H02I H 0.616308 0.555728 0.527428 0.134 Uiso 1 1 calc GR . . . .
H02J H 0.582530 0.603655 0.468842 0.134 Uiso 1 1 calc GR . . . .
H02K H 0.657311 0.583046 0.484994 0.134 Uiso 1 1 calc GR . . . .
C02C C 0.8158(2) 0.5845(5) 0.4783(2) 0.105(2) Uani 1 1 d . . . . .
H02Z H 0.782150 0.626668 0.466950 0.126 Uiso 1 1 calc R . . . .
HA H 0.802239 0.536260 0.453235 0.126 Uiso 1 1 calc R . . . .
C02D C 0.6911(3) -0.0261(3) 0.1506(2) 0.0876(15) Uani 1 1 d . . . . .
H02L H 0.660628 -0.037793 0.172762 0.131 Uiso 1 1 calc GR . . . .
H02M H 0.706269 -0.077299 0.138420 0.131 Uiso 1 1 calc GR . . . .
H02N H 0.669858 0.006269 0.116386 0.131 Uiso 1 1 calc GR . . . .
C02E C 0.5842(2) 0.1536(3) 0.0930(3) 0.0954(17) Uani 1 1 d . . . . .
H02R H 0.583102 0.106026 0.067570 0.115 Uiso 1 1 calc R . . . .
H02S H 0.584470 0.134039 0.131964 0.115 Uiso 1 1 calc R . . . .
C02F C 0.6204(3) 0.2772(4) 0.0685(3) 0.107(2) Uani 1 1 d . . . . .
H02T H 0.640821 0.285669 0.037059 0.128 Uiso 1 1 calc R . . . .
H02U H 0.632448 0.322675 0.096414 0.128 Uiso 1 1 calc R . . . .
C02G C 0.5515(3) 0.2719(4) 0.0452(3) 0.108(2) Uani 1 1 d . . . . .
H02V H 0.531187 0.321776 0.054701 0.130 Uiso 1 1 calc R . . . .
H02W H 0.539677 0.266178 0.002501 0.130 Uiso 1 1 calc R . . . .
C02H C 0.8277(3) 0.5629(4) 0.5391(3) 0.1027(18) Uani 1 1 d . . . . .
H02 H 0.810585 0.605439 0.559807 0.123 Uiso 1 1 calc R . . . .
HB H 0.806677 0.510635 0.542864 0.123 Uiso 1 1 calc R . . . .
C02I C 0.9285(3) 0.0240(4) 0.2231(3) 0.113(2) Uani 1 1 d . . . . .
H02O H 0.934053 0.036852 0.185069 0.170 Uiso 1 1 calc GR . . . .
H02P H 0.936415 -0.034087 0.231144 0.170 Uiso 1 1 calc GR . . . .
H02Q H 0.958957 0.055876 0.253011 0.170 Uiso 1 1 calc GR . . . .
C02J C 0.8792(3) 0.6166(5) 0.4737(3) 0.123(2) Uani 1 1 d . . . . .
H0AA H 0.890254 0.591335 0.440448 0.148 Uiso 1 1 calc R . . . .
HC H 0.877256 0.676273 0.468251 0.148 Uiso 1 1 calc R . . . .
C02L C 0.9227(3) 0.5971(7) 0.5234(4) 0.173(5) Uani 1 1 d . . . . .
H1AA H 0.944203 0.647074 0.542168 0.207 Uiso 1 1 calc R . . . .
HD H 0.955558 0.561310 0.515143 0.207 Uiso 1 1 calc R . . . .
C02O C 0.6529(5) -0.1630(6) 0.5445(5) 0.159(3) Uani 1 1 d . . . . .
H2AA H 0.621345 -0.172003 0.566503 0.191 Uiso 1 1 calc R . . . .
HE H 0.663231 -0.104380 0.544490 0.191 Uiso 1 1 calc R . . . .
C02P C 0.6393(3) 0.2023(6) 0.0963(5) 0.180(5) Uani 1 1 d . . . . .
H02X H 0.663116 0.211789 0.137459 0.216 Uiso 1 1 calc R . . . .
H02Y H 0.668059 0.173599 0.077546 0.216 Uiso 1 1 calc R . . . .
C02Q C 0.6310(6) -0.1974(6) 0.4847(5) 0.184(5) Uani 1 1 d . . . . .
H3AA H 0.608004 -0.249306 0.484694 0.221 Uiso 1 1 calc R . . . .
HF H 0.601878 -0.158940 0.458169 0.221 Uiso 1 1 calc R . . . .
C02R C 0.6857(7) -0.2101(9) 0.4671(6) 0.219(7) Uani 1 1 d . . . . .
H4AA H 0.702943 -0.158501 0.456635 0.263 Uiso 1 1 calc R . . . .
HG H 0.677664 -0.248362 0.434058 0.263 Uiso 1 1 calc R . . . .
C02S C 0.7264(6) -0.2440(8) 0.5179(4) 0.184(5) Uani 1 1 d . . . . .
H5AA H 0.721897 -0.303931 0.516279 0.220 Uiso 1 1 calc R . . . .
HH H 0.771342 -0.230692 0.520122 0.220 Uiso 1 1 calc R . . . .
O24 O 0.7126(7) -0.2154(12) 0.5669(6) 0.370(10) Uani 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
Cu01 P002 2.2676(8) . ?
Cu01 P003 2.2558(9) . ?
Cu01 O23 2.110(2) . ?
Cu01 N8 2.069(3) . ?
P002 C30 1.822(4) . ?
P002 C32 1.842(3) . ?
P002 C00J 1.828(4) . ?
P003 C35 1.830(3) . ?
P003 C34 1.837(3) . ?
P003 C00R 1.842(3) . ?
P004 F00S 1.553(4) . ?
P004 F01F 1.636(4) . ?
P004 F01P 1.536(4) . ?
P004 F01V 1.537(4) . ?
P004 F024 1.570(5) . ?
P004 F02A 1.545(5) . ?
O23 C00E 1.220(4) . ?
O006 C00W 1.358(5) . ?
O006 C01T 1.439(5) . ?
N007 C00E 1.367(5) . ?
N007 C00I 1.409(5) . ?
N007 C01M 1.490(5) . ?
N8 C00I 1.326(4) . ?
N8 C00W 1.349(5) . ?
C009 C31 1.497(5) . ?
C009 C34 1.389(4) . ?
C009 C33 1.435(5) . ?
C31 C32 1.390(5) . ?
C31 C00M 1.436(4) . ?
C35 C36 1.399(5) . ?
C35 C00T 1.379(5) . ?
C36 C00L 1.391(5) . ?
C34 C00O 1.417(5) . ?
C00E C010 1.474(5) . ?
C30 C00P 1.385(5) . ?
C30 C01A 1.402(5) . ?
C33 C00N 1.422(5) . ?
C33 C00V 1.417(5) . ?
C32 C00Y 1.412(5) . ?
C00I C01B 1.395(5) . ?
C00J C00K 1.393(5) . ?
C00J C012 1.394(5) . ?
C00K C011 1.394(5) . ?
C00L C018 1.494(6) . ?
C00L C01E 1.387(6) . ?
C00M C00Z 1.420(5) . ?
C00M C016 1.416(5) . ?
C00N C00Q 1.408(5) . ?
C00N C01H 1.418(5) . ?
C00O C00Q 1.369(5) . ?
C00P C00X 1.389(5) . ?
C00R C01C 1.393(5) . ?
C00R C01K 1.379(5) . ?
C00T C014 1.406(5) . ?
N9 C01D 1.337(5) . ?
N9 C025 1.352(6) . ?
C00V C013 1.375(5) . ?
C00W C019 1.391(5) . ?
C00X C01O 1.380(6) . ?
C00X C02D 1.510(6) . ?
C00Y C017 1.364(5) . ?
C00Z C01G 1.361(5) . ?
C010 C01N 1.321(6) . ?
C011 C015 1.377(6) . ?
C011 C01Y 1.505(6) . ?
C012 C01L 1.397(6) . ?
C013 C01I 1.405(6) . ?
C014 C01E 1.392(6) . ?
C014 C01Z 1.498(6) . ?
C015 C01L 1.380(6) . ?
C016 C017 1.411(6) . ?
C016 C021 1.419(5) . ?
C019 C01U 1.384(6) . ?
C01A C01W 1.387(6) . ?
C01B C01U 1.366(6) . ?
C01B C026 1.490(6) . ?
C01C C01R 1.391(5) . ?
C01D C01N 1.471(6) . ?
C01D C01X 1.384(6) . ?
C01G C023 1.392(7) . ?
C01H C01I 1.357(6) . ?
C01J C01K 1.393(5) . ?
C01J C01S 1.378(7) . ?
C01J C028 1.513(6) . ?
C01L C029 1.511(5) . ?
C01M C026 1.533(7) . ?
C01O C01W 1.376(7) . ?
O01Q C02E 1.407(7) . ?
O01Q C02G 1.396(7) . ?
C01R C01S 1.369(7) . ?
C01R C02B 1.503(7) . ?
C01W C02I 1.513(6) . ?
C01X C027 1.389(7) . ?
C020 C025 1.363(8) . ?
C020 C027 1.339(8) . ?
C021 C023 1.368(7) . ?
O022 C02H 1.391(7) . ?
O022 C02L 1.432(8) . ?
C02C C02H 1.455(8) . ?
C02C C02J 1.513(8) . ?
C02E C02P 1.428(8) . ?
C02F C02G 1.448(8) . ?
C02F C02P 1.406(9) . ?
C02J C02L 1.337(9) . ?
C02O C02Q 1.494(14) . ?
C02O O24 1.526(14) . ?
C02Q C02R 1.388(16) . ?
C02R C02S 1.405(14) . ?
C02S O24 1.380(14) . ?

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
P003 Cu01 P002 99.73(3) . . ?
O23 Cu01 P002 115.85(8) . . ?
O23 Cu01 P003 101.49(8) . . ?
N8 Cu01 P002 117.79(8) . . ?
N8 Cu01 P003 134.08(8) . . ?
N8 Cu01 O23 85.83(10) . . ?
C30 P002 Cu01 118.68(11) . . ?
C30 P002 C32 104.18(15) . . ?
C30 P002 C00J 102.57(15) . . ?
C32 P002 Cu01 107.19(10) . . ?
C00J P002 Cu01 117.09(11) . . ?
C00J P002 C32 105.78(15) . . ?
C35 P003 Cu01 118.00(12) . . ?
C35 P003 C34 107.39(15) . . ?
C35 P003 C00R 101.35(15) . . ?
C34 P003 Cu01 103.00(10) . . ?
C34 P003 C00R 102.47(16) . . ?
C00R P003 Cu01 122.89(12) . . ?
F00S P004 F01F 178.8(3) . . ?
F00S P004 F024 89.9(3) . . ?
F01P P004 F00S 91.9(2) . . ?
F01P P004 F01F 87.0(2) . . ?
F01P P004 F01V 176.0(3) . . ?
F01P P004 F024 91.0(4) . . ?
F01P P004 F02A 88.4(4) . . ?
F01V P004 F00S 91.9(2) . . ?
F01V P004 F01F 89.2(3) . . ?
F01V P004 F024 87.9(4) . . ?
F01V P004 F02A 92.7(3) . . ?
F024 P004 F01F 89.7(2) . . ?
F02A P004 F00S 90.6(3) . . ?
F02A P004 F01F 89.7(3) . . ?
F02A P004 F024 179.2(4) . . ?
C00E O23 Cu01 131.6(2) . . ?
C00W O006 C01T 117.0(3) . . ?
C00E N007 C00I 126.8(3) . . ?
C00E N007 C01M 122.2(3) . . ?
C00I N007 C01M 109.4(3) . . ?
C00I N8 Cu01 126.1(2) . . ?
C00I N8 C00W 115.5(3) . . ?
C00W N8 Cu01 117.8(2) . . ?
C34 C009 C31 121.0(3) . . ?
C34 C009 C33 119.8(3) . . ?
C33 C009 C31 119.1(3) . . ?
C32 C31 C009 121.5(3) . . ?
C32 C31 C00M 119.7(3) . . ?
C00M C31 C009 118.8(3) . . ?
C36 C35 P003 122.3(3) . . ?
C00T C35 P003 117.8(3) . . ?
C00T C35 C36 119.8(3) . . ?
C00L C36 C35 120.4(4) . . ?
C009 C34 P003 122.9(3) . . ?
C009 C34 C00O 119.2(3) . . ?
C00O C34 P003 117.3(2) . . ?
O23 C00E N007 123.4(3) . . ?
O23 C00E C010 119.7(3) . . ?
N007 C00E C010 116.9(3) . . ?
C00P C30 P002 117.4(2) . . ?
C00P C30 C01A 118.1(3) . . ?
C01A C30 P002 124.3(3) . . ?
C00N C33 C009 119.5(3) . . ?
C00V C33 C009 121.7(3) . . ?
C00V C33 C00N 118.8(3) . . ?
C31 C32 P002 121.5(2) . . ?
C31 C32 C00Y 119.4(3) . . ?
C00Y C32 P002 118.5(3) . . ?
N8 C00I N007 125.3(3) . . ?
N8 C00I C01B 124.7(4) . . ?
C01B C00I N007 110.0(3) . . ?
C00K C00J P002 118.0(2) . . ?
C00K C00J C012 119.2(3) . . ?
C012 C00J P002 122.7(3) . . ?
C00J C00K C011 121.1(3) . . ?
C36 C00L C018 120.7(4) . . ?
C01E C00L C36 118.5(4) . . ?
C01E C00L C018 120.7(4) . . ?
C00Z C00M C31 122.3(3) . . ?
C016 C00M C31 119.6(3) . . ?
C016 C00M C00Z 118.1(3) . . ?
C00Q C00N C33 119.2(3) . . ?
C00Q C00N C01H 121.7(4) . . ?
C01H C00N C33 119.2(3) . . ?
C00Q C00O C34 121.7(3) . . ?
C30 C00P C00X 122.3(3) . . ?
C00O C00Q C00N 120.4(3) . . ?
C01C C00R P003 123.6(3) . . ?
C01K C00R P003 118.0(3) . . ?
C01K C00R C01C 118.3(3) . . ?
C35 C00T C014 121.0(4) . . ?
C01D N9 C025 116.8(4) . . ?
C013 C00V C33 120.1(4) . . ?
O006 C00W C019 124.0(3) . . ?
N8 C00W O006 111.5(3) . . ?
N8 C00W C019 124.5(4) . . ?
C00P C00X C02D 120.7(4) . . ?
C01O C00X C00P 117.7(4) . . ?
C01O C00X C02D 121.6(4) . . ?
C017 C00Y C32 121.5(4) . . ?
C01G C00Z C00M 120.8(4) . . ?
C01N C010 C00E 119.8(3) . . ?
C00K C011 C01Y 121.0(4) . . ?
C015 C011 C00K 117.8(4) . . ?
C015 C011 C01Y 121.2(4) . . ?
C00J C012 C01L 120.4(4) . . ?
C00V C013 C01I 120.8(4) . . ?
C00T C014 C01Z 121.2(4) . . ?
C01E C014 C00T 117.6(4) . . ?
C01E C014 C01Z 121.1(4) . . ?
C011 C015 C01L 123.0(4) . . ?
C00M C016 C021 119.5(4) . . ?
C017 C016 C00M 118.9(3) . . ?
C017 C016 C021 121.6(4) . . ?
C00Y C017 C016 120.9(4) . . ?
C01U C019 C00W 117.5(4) . . ?
C01W C01A C30 120.5(4) . . ?
C00I C01B C026 110.1(4) . . ?
C01U C01B C00I 118.1(4) . . ?
C01U C01B C026 131.8(4) . . ?
C01R C01C C00R 121.5(4) . . ?
N9 C01D C01N 117.5(4) . . ?
N9 C01D C01X 122.4(4) . . ?
C01X C01D C01N 120.1(4) . . ?
C00L C01E C014 122.5(3) . . ?
C00Z C01G C023 121.1(4) . . ?
C01I C01H C00N 120.7(4) . . ?
C01H C01I C013 120.5(4) . . ?
C01K C01J C028 121.0(4) . . ?
C01S C01J C01K 118.3(4) . . ?
C01S C01J C028 120.7(4) . . ?
C00R C01K C01J 121.3(4) . . ?
C012 C01L C029 119.6(4) . . ?
C015 C01L C012 118.4(3) . . ?
C015 C01L C029 122.0(4) . . ?
N007 C01M C026 104.8(3) . . ?
C010 C01N C01D 125.2(4) . . ?
C01W C01O C00X 122.1(4) . . ?
C02G O01Q C02E 108.1(4) . . ?
C01C C01R C02B 121.0(4) . . ?
C01S C01R C01C 118.0(4) . . ?
C01S C01R C02B 120.9(4) . . ?
C01R C01S C01J 122.5(4) . . ?
C01B C01U C019 119.6(4) . . ?
C01A C01W C02I 119.6(5) . . ?
C01O C01W C01A 119.2(4) . . ?
C01O C01W C02I 121.2(4) . . ?
C01D C01X C027 118.9(5) . . ?
C027 C020 C025 119.8(5) . . ?
C023 C021 C016 120.3(4) . . ?
C02H O022 C02L 107.6(5) . . ?
C021 C023 C01G 120.2(4) . . ?
N9 C025 C020 123.3(5) . . ?
C01B C026 C01M 104.0(3) . . ?
C020 C027 C01X 118.8(5) . . ?
C02H C02C C02J 104.7(5) . . ?
O01Q C02E C02P 106.1(5) . . ?
C02P C02F C02G 105.3(5) . . ?
O01Q C02G C02F 107.9(5) . . ?
O022 C02H C02C 106.7(5) . . ?
C02L C02J C02C 106.2(6) . . ?
C02J C02L O022 111.3(5) . . ?
C02Q C02O O24 97.6(9) . . ?
C02F C02P C02E 109.6(5) . . ?
C02R C02Q C02O 106.5(11) . . ?
C02Q C02R C02S 100.4(10) . . ?
O24 C02S C02R 111.7(10) . . ?
C02S O24 C02O 105.2(11) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.199 -0.927 1538.3 422.1 ?
2 0.317 0.117 0.105 9.0 0.0 ?
3 0.317 0.383 0.605 9.0 0.0 ?
4 0.500 0.000 0.500 54.8 0.0 ?
5 0.500 0.500 0.000 54.8 0.0 ?
6 0.683 0.617 0.395 9.0 0.0 ?
7 0.683 0.883 0.895 9.0 0.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.958
_oxdiff_exptl_absorpt_empirical_full_min 0.658
