# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_zbw-3-1_auto
_database_code_depnum_ccdc_archive 'CCDC 2328812'
loop_
_audit_author_name
_audit_author_address
'long Chen'
;Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2024-01-31 deposited with the CCDC.	2024-04-05 downloaded from the CCDC.
;
_audit_creation_date             2024-01-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
(3R,5S)-5-([1,1'-biphenyl]-4-ylmethyl)-3-methylpyrrolidin-2-one
_chemical_formula_moiety         'C18 H19 N O'
_chemical_formula_sum            'C18 H19 N O'
_chemical_formula_weight         265.34
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C18H19NO
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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.6039(3)
_cell_length_b                   8.8338(2)
_cell_length_c                   15.3191(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.902(2)
_cell_angle_gamma                90
_cell_volume                     1433.14(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14366
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.1090
_cell_measurement_theta_min      2.8770
_shelx_estimated_absorpt_T_max   0.944
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63583
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
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    1.230
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.1
_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  0.0798
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            27270
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.188
_diffrn_reflns_theta_min         2.888
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     72.00 118.00   0.50    0.50    --   65.76  30.00   0.00   92
  2  ω     72.00 118.00   0.50    0.50    --   65.76  30.00 -30.00   92
  3  ω     92.00 138.00   0.50    0.50    --   85.77  30.00  30.00   92
  4  ω     61.00 107.00   0.50    0.50    --   54.62  30.00 -60.00   92
  5  ω     61.00 107.00   0.50    0.50    --   54.62  30.00-120.00   92
  6  ω     92.00 138.00   0.50    0.50    --   85.77  30.00-180.00   92
  7  ω     92.00 138.00   0.50    0.50    --   85.77  30.00-120.00   92
  8  ω     92.00 138.00   0.50    0.50    --   85.77  30.00  90.00   92
  9  ω     85.00 131.00   0.50    0.50    --   78.60  30.00 120.00   92
 10  ω     61.00 107.00   0.50    0.50    --   54.62  30.00  60.00   92
 11  ω    -97.00 -28.00   0.50    0.50    --  -77.41 111.00 -60.00  138
 12  ω    -96.00 -33.00   0.50    0.50    --  -82.00 111.00 -90.00  126
 13  ω    -97.00 -28.00   0.50    0.50    --  -77.41 111.00 -30.00  138
 14  ω    -97.00 -28.00   0.50    0.50    --  -77.41 111.00-120.00  138
 15  ω    -97.00 -28.00   0.50    0.50    --  -77.41 111.00   0.00  138
 16  ω    -97.00 -28.00   0.50    0.50    --  -77.41 111.00-180.00  138
 17  ω    -97.00 -28.00   0.50    0.50    --  -77.41 111.00  30.00  138
 18  ω    -97.00 -28.00   0.50    0.50    --  -77.41 111.00  60.00  138
 19  ω    -96.00 -33.00   0.50    0.50    --  -82.00 111.00 120.00  126
 20  ω    -97.00 -28.00   0.50    0.50    --  -77.41 111.00 150.00  138
 21  ω   -129.00 -41.00   0.50    0.50    --  -77.41 -15.00 120.00  176
 22  ω   -110.00 -65.00   0.50    0.50    --  -57.84 -30.00 120.00   90
 23  ω   -110.00 -65.00   0.50    0.50    --  -57.84 -30.00 150.00   90
 24  ω   -134.00 -89.00   0.50    0.50    --  -82.00 -30.00  90.00   90
 25  ω   -134.00 -89.00   0.50    0.50    --  -82.00 -30.00  30.00   90
 26  ω   -134.00 -89.00   0.50    0.50    --  -82.00 -30.00 120.00   90
 27  ω   -134.00 -89.00   0.50    0.50    --  -82.00 -30.00   0.00   90
 28  ω   -110.00 -65.00   0.50    0.50    --  -57.84 -30.00  30.00   90
 29  ω   -130.00 -85.00   0.50    0.50    --  -77.41 -30.00 -90.00   90
 30  ω   -134.00 -89.00   0.50    0.50    --  -82.00 -30.00-120.00   90
 31  ω   -134.00 -89.00   0.50    0.50    --  -82.00 -30.00-150.00   90
 32  ω   -110.00 -65.00   0.50    0.50    --  -57.84 -30.00-150.00   90
 33  ω   -134.00 -46.00   0.50    0.50    --  -82.00 -15.00 -90.00  176
 34  ω   -129.00 -41.00   0.50    0.50    --  -77.41 -15.00 -60.00  176
 35  ω   -129.00 -41.00   0.50    0.50    --  -77.41 -15.00  30.00  176
 36  ω     42.00  93.00   0.50    0.50    --   85.77 -95.00  90.00  102
 37  ω     11.00  84.00   0.50    0.50    --   54.62-125.00 150.00  146
 38  ω     30.00  96.00   0.50    0.50    --   78.60-111.00 150.00  132
 39  ω     30.00  96.00   0.50    0.50    --   78.60-111.00 -90.00  132
 40  ω     42.00  93.00   0.50    0.50    --   85.77 -95.00 -90.00  102
 41  ω     42.00  93.00   0.50    0.50    --   85.77 -95.00-150.00  102
 42  ω     11.00  63.00   0.50    0.50    --   54.62 -95.00-120.00  104
 43  ω     35.00  87.00   0.50    0.50    --   78.60 -95.00 120.00  104
 44  ω     22.00  74.00   0.50    0.50    --   65.76 -95.00  30.00  104
 45  ω     11.00  63.00   0.50    0.50    --   54.62 -95.00 -30.00  104
 46  ω     11.00  63.00   0.50    0.50    --   54.62 -95.00-180.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1259240000
_diffrn_orient_matrix_UB_12      0.0055595000
_diffrn_orient_matrix_UB_13      -0.0547510000
_diffrn_orient_matrix_UB_21      -0.0507793000
_diffrn_orient_matrix_UB_22      -0.1317232000
_diffrn_orient_matrix_UB_23      0.0539514000
_diffrn_orient_matrix_UB_31      -0.0522633000
_diffrn_orient_matrix_UB_32      0.1141519000
_diffrn_orient_matrix_UB_33      0.0650336000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_full    0.931
_reflns_Friedel_fraction_max     0.854
_reflns_number_gt                4874
_reflns_number_total             5318
_reflns_odcompleteness_completeness 99.96
_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 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 1907 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.16(14)
_refine_ls_extinction_coef       0.0034(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         5318
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.140
_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)+(0.0645P)²+0.0033P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1035
_refine_ls_wR_factor_ref         0.1061
_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:
 C005(H005), C00A(H00A), C00O(H00O), C00V(H00V)
2.b Secondary CH2 refined with riding coordinates:
 C00S(H00C,H00D), C00W(H00G,H00S), C00Z(H00E,H00F), C013(H01G,H01H)
2.c Aromatic/amide H refined with riding coordinates:
 N003(H003), N004(H004), C009(H009), C00B(H00B), C00H(H00H), C00I(H00I),
 C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00T(H00T), C00U(H00U), C00X(H00X), C00Y(H00Y),
 C011(H011), C012(H012)
2.d Idealised Me refined as rotating group:
 C010(H01D,H01E,H01F), C014(H01A,H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.33637(15) 0.36588(19) 0.41721(10) 0.0251(4) Uani 1 1 d . . . . .
O002 O 0.20931(16) 0.74713(19) 0.48809(10) 0.0266(4) Uani 1 1 d . . . . .
N003 N 0.33229(18) 0.4822(2) 0.55068(12) 0.0201(4) Uani 1 1 d . . . . .
H003 H 0.282042 0.556992 0.533567 0.024 Uiso 1 1 calc R U . . .
N004 N 0.20349(18) 0.6392(2) 0.35165(12) 0.0207(4) Uani 1 1 d . . . . .
H004 H 0.243662 0.555132 0.366525 0.025 Uiso 1 1 calc R U . . .
C005 C 0.1540(2) 0.6698(2) 0.26214(14) 0.0193(5) Uani 1 1 d . . . . .
H005 H 0.069999 0.619585 0.251937 0.023 Uiso 1 1 calc R U . . .
C006 C 0.5765(2) 0.6458(3) 0.94468(14) 0.0180(4) Uani 1 1 d . . . . .
C007 C 0.1069(2) 0.6922(3) -0.07332(14) 0.0188(5) Uani 1 1 d . . . . .
C008 C 0.4769(2) 0.6244(2) 0.76970(14) 0.0192(5) Uani 1 1 d . . . . .
C009 C 0.4890(2) 0.5345(3) 0.91931(14) 0.0215(5) Uani 1 1 d . . . . .
H009 H 0.462233 0.464228 0.961533 0.026 Uiso 1 1 calc R U . . .
C00A C 0.3823(2) 0.4669(3) 0.64097(14) 0.0192(5) Uani 1 1 d . . . . .
H00A H 0.315520 0.425813 0.678217 0.023 Uiso 1 1 calc R U . . .
C00B C 0.6118(2) 0.7483(2) 0.88102(14) 0.0200(5) Uani 1 1 d . . . . .
H00B H 0.669973 0.826722 0.896535 0.024 Uiso 1 1 calc R U . . .
C00C C 0.3685(2) 0.3744(3) 0.49598(14) 0.0202(5) Uani 1 1 d . . . . .
C00D C 0.6339(2) 0.6516(2) 1.03549(14) 0.0178(4) Uani 1 1 d . . . . .
C00E C 0.0606(2) 0.7222(2) -0.16525(14) 0.0191(5) Uani 1 1 d . . . . .
C00F C 0.1967(2) 0.6421(3) 0.10155(14) 0.0195(5) Uani 1 1 d . . . . .
C00G C 0.1823(2) 0.7501(3) 0.40874(14) 0.0200(5) Uani 1 1 d . . . . .
C00H C 0.2466(2) 0.7570(3) 0.05173(14) 0.0229(5) Uani 1 1 d . . . . .
H00H H 0.311778 0.819498 0.076750 0.027 Uiso 1 1 calc R U . . .
C00I C 0.2027(2) 0.7820(3) -0.03395(15) 0.0228(5) Uani 1 1 d . . . . .
H00I H 0.238192 0.861416 -0.066503 0.027 Uiso 1 1 calc R U . . .
C00J C -0.0676(2) 0.7036(3) -0.19131(15) 0.0206(5) Uani 1 1 d . . . . .
H00J H -0.124662 0.666233 -0.150630 0.025 Uiso 1 1 calc R U . . .
C00K C 0.5708(2) 0.5911(3) 1.10575(15) 0.0214(5) Uani 1 1 d . . . . .
H00K H 0.488075 0.551208 1.096069 0.026 Uiso 1 1 calc R U . . .
C00L C 0.6278(2) 0.5891(3) 1.18932(15) 0.0246(5) Uani 1 1 d . . . . .
H00L H 0.583991 0.547001 1.236159 0.030 Uiso 1 1 calc R U . . .
C00M C 0.5633(2) 0.7373(3) 0.79539(14) 0.0210(5) Uani 1 1 d . . . . .
H00M H 0.589417 0.808149 0.753297 0.025 Uiso 1 1 calc R U . . .
C00N C 0.7545(2) 0.7116(3) 1.05282(15) 0.0235(5) Uani 1 1 d . . . . .
H00N H 0.798858 0.753676 1.006244 0.028 Uiso 1 1 calc R U . . .
C00O C 0.1164(2) 0.8804(3) 0.36010(14) 0.0212(5) Uani 1 1 d . . . . .
H00O H 0.158832 0.978203 0.376392 0.025 Uiso 1 1 calc R U . . .
C00P C -0.1117(2) 0.7393(3) -0.27570(15) 0.0237(5) Uani 1 1 d . . . . .
H00P H -0.198831 0.727510 -0.291967 0.028 Uiso 1 1 calc R U . . .
C00Q C 0.0999(2) 0.5528(3) 0.06275(14) 0.0214(5) Uani 1 1 d . . . . .
H00Q H 0.063767 0.474231 0.095670 0.026 Uiso 1 1 calc R U . . .
C00R C 0.1421(2) 0.7737(3) -0.22717(14) 0.0236(5) Uani 1 1 d . . . . .
H00R H 0.229239 0.785728 -0.211249 0.028 Uiso 1 1 calc R U . . .
C00S C 0.4876(2) 0.3484(3) 0.63230(14) 0.0228(5) Uani 1 1 d . . . . .
H00C H 0.570798 0.398436 0.629028 0.027 Uiso 1 1 calc R U . . .
H00D H 0.490894 0.278586 0.682906 0.027 Uiso 1 1 calc R U . . .
C00T C -0.0296(2) 0.7918(3) -0.33626(15) 0.0266(5) Uani 1 1 d . . . . .
H00T H -0.060047 0.816599 -0.393875 0.032 Uiso 1 1 calc R U . . .
C00U C 0.4397(2) 0.5239(3) 0.83342(14) 0.0226(5) Uani 1 1 d . . . . .
H00U H 0.379999 0.446995 0.818175 0.027 Uiso 1 1 calc R U . . .
C00V C 0.4530(2) 0.2621(3) 0.54706(14) 0.0216(5) Uani 1 1 d . . . . .
H00V H 0.530811 0.241346 0.514760 0.026 Uiso 1 1 calc R U . . .
C00W C 0.2444(2) 0.6139(3) 0.19519(14) 0.0224(5) Uani 1 1 d . . . . .
H00G H 0.326801 0.665356 0.205496 0.027 Uiso 1 1 calc R U . . .
H00S H 0.258356 0.503964 0.203649 0.027 Uiso 1 1 calc R U . . .
C00X C 0.0980(2) 0.8080(3) -0.31207(16) 0.0266(5) Uani 1 1 d . . . . .
H00X H 0.155195 0.842450 -0.353545 0.032 Uiso 1 1 calc R U . . .
C00Y C 0.0560(2) 0.5775(2) -0.02328(15) 0.0208(5) Uani 1 1 d . . . . .
H00Y H -0.009566 0.515515 -0.048236 0.025 Uiso 1 1 calc R U . . .
C00Z C 0.4265(2) 0.6208(3) 0.67549(15) 0.0217(5) Uani 1 1 d . . . . .
H00E H 0.493422 0.658181 0.638201 0.026 Uiso 1 1 calc R U . . .
H00F H 0.354768 0.692369 0.669046 0.026 Uiso 1 1 calc R U . . .
C010 C -0.0224(2) 0.8860(3) 0.38254(16) 0.0308(6) Uani 1 1 d . . . . .
H01D H -0.062722 0.788798 0.367874 0.046 Uiso 1 1 calc R U . . .
H01E H -0.065454 0.966967 0.348967 0.046 Uiso 1 1 calc R U . . .
H01F H -0.028122 0.905817 0.445163 0.046 Uiso 1 1 calc R U . . .
C011 C 0.7484(2) 0.6479(3) 1.20516(15) 0.0262(5) Uani 1 1 d . . . . .
H011 H 0.787673 0.644806 1.262259 0.031 Uiso 1 1 calc R U . . .
C012 C 0.8107(2) 0.7112(3) 1.13636(16) 0.0268(5) Uani 1 1 d . . . . .
H012 H 0.892099 0.754388 1.146699 0.032 Uiso 1 1 calc R U . . .
C013 C 0.1367(2) 0.8431(3) 0.26410(14) 0.0220(5) Uani 1 1 d . . . . .
H01G H 0.212738 0.895053 0.243989 0.026 Uiso 1 1 calc R U . . .
H01H H 0.062726 0.874162 0.226335 0.026 Uiso 1 1 calc R U . . .
C014 C 0.3800(3) 0.1150(3) 0.55979(15) 0.0296(6) Uani 1 1 d . . . . .
H01A H 0.304542 0.136263 0.592099 0.044 Uiso 1 1 calc R U . . .
H01B H 0.433856 0.042763 0.592817 0.044 Uiso 1 1 calc R U . . .
H01C H 0.354802 0.071856 0.502610 0.044 Uiso 1 1 calc 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
O001 C00C 1.239(2) . ?
O002 C00G 1.235(3) . ?
N003 H003 0.8800 . ?
N003 C00A 1.462(2) . ?
N003 C00C 1.338(3) . ?
N004 H004 0.8800 . ?
N004 C005 1.468(2) . ?
N004 C00G 1.340(3) . ?
C005 H005 1.0000 . ?
C005 C00W 1.522(3) . ?
C005 C013 1.542(3) . ?
C006 C009 1.394(3) . ?
C006 C00B 1.395(3) . ?
C006 C00D 1.491(3) . ?
C007 C00E 1.492(3) . ?
C007 C00I 1.400(3) . ?
C007 C00Y 1.395(3) . ?
C008 C00M 1.397(3) . ?
C008 C00U 1.391(3) . ?
C008 C00Z 1.514(3) . ?
C009 H009 0.9500 . ?
C009 C00U 1.394(3) . ?
C00A H00A 1.0000 . ?
C00A C00S 1.541(3) . ?
C00A C00Z 1.524(3) . ?
C00B H00B 0.9500 . ?
C00B C00M 1.388(3) . ?
C00C C00V 1.526(3) . ?
C00D C00K 1.402(3) . ?
C00D C00N 1.397(3) . ?
C00E C00J 1.406(3) . ?
C00E C00R 1.391(3) . ?
C00F C00H 1.391(3) . ?
C00F C00Q 1.402(3) . ?
C00F C00W 1.517(3) . ?
C00G C00O 1.522(3) . ?
C00H H00H 0.9500 . ?
C00H C00I 1.388(3) . ?
C00I H00I 0.9500 . ?
C00J H00J 0.9500 . ?
C00J C00P 1.389(3) . ?
C00K H00K 0.9500 . ?
C00K C00L 1.388(3) . ?
C00L H00L 0.9500 . ?
C00L C011 1.390(4) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C012 1.384(3) . ?
C00O H00O 1.0000 . ?
C00O C010 1.530(3) . ?
C00O C013 1.533(3) . ?
C00P H00P 0.9500 . ?
C00P C00T 1.385(4) . ?
C00Q H00Q 0.9500 . ?
C00Q C00Y 1.393(3) . ?
C00R H00R 0.9500 . ?
C00R C00X 1.393(3) . ?
C00S H00C 0.9900 . ?
C00S H00D 0.9900 . ?
C00S C00V 1.540(3) . ?
C00T H00T 0.9500 . ?
C00T C00X 1.392(4) . ?
C00U H00U 0.9500 . ?
C00V H00V 1.0000 . ?
C00V C014 1.530(3) . ?
C00W H00G 0.9900 . ?
C00W H00S 0.9900 . ?
C00X H00X 0.9500 . ?
C00Y H00Y 0.9500 . ?
C00Z H00E 0.9900 . ?
C00Z H00F 0.9900 . ?
C010 H01D 0.9800 . ?
C010 H01E 0.9800 . ?
C010 H01F 0.9800 . ?
C011 H011 0.9500 . ?
C011 C012 1.389(4) . ?
C012 H012 0.9500 . ?
C013 H01G 0.9900 . ?
C013 H01H 0.9900 . ?
C014 H01A 0.9800 . ?
C014 H01B 0.9800 . ?
C014 H01C 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
C00A N003 H003 122.4 . . ?
C00C N003 H003 122.4 . . ?
C00C N003 C00A 115.12(17) . . ?
C005 N004 H004 122.9 . . ?
C00G N004 H004 122.9 . . ?
C00G N004 C005 114.26(17) . . ?
N004 C005 H005 109.7 . . ?
N004 C005 C00W 111.21(18) . . ?
N004 C005 C013 101.64(17) . . ?
C00W C005 H005 109.7 . . ?
C00W C005 C013 114.5(2) . . ?
C013 C005 H005 109.7 . . ?
C009 C006 C00B 117.46(19) . . ?
C009 C006 C00D 121.3(2) . . ?
C00B C006 C00D 121.24(19) . . ?
C00I C007 C00E 120.2(2) . . ?
C00Y C007 C00E 121.99(19) . . ?
C00Y C007 C00I 117.8(2) . . ?
C00M C008 C00Z 118.6(2) . . ?
C00U C008 C00M 117.57(19) . . ?
C00U C008 C00Z 123.80(19) . . ?
C006 C009 H009 119.2 . . ?
C00U C009 C006 121.5(2) . . ?
C00U C009 H009 119.2 . . ?
N003 C00A H00A 109.9 . . ?
N003 C00A C00S 102.19(17) . . ?
N003 C00A C00Z 109.63(17) . . ?
C00S C00A H00A 109.9 . . ?
C00Z C00A H00A 109.9 . . ?
C00Z C00A C00S 115.12(19) . . ?
C006 C00B H00B 119.5 . . ?
C00M C00B C006 121.0(2) . . ?
C00M C00B H00B 119.5 . . ?
O001 C00C N003 125.4(2) . . ?
O001 C00C C00V 125.8(2) . . ?
N003 C00C C00V 108.76(18) . . ?
C00K C00D C006 121.01(19) . . ?
C00N C00D C006 121.1(2) . . ?
C00N C00D C00K 117.82(19) . . ?
C00J C00E C007 121.0(2) . . ?
C00R C00E C007 121.04(19) . . ?
C00R C00E C00J 118.0(2) . . ?
C00H C00F C00Q 117.9(2) . . ?
C00H C00F C00W 121.4(2) . . ?
C00Q C00F C00W 120.7(2) . . ?
O002 C00G N004 126.1(2) . . ?
O002 C00G C00O 125.2(2) . . ?
N004 C00G C00O 108.76(18) . . ?
C00F C00H H00H 119.5 . . ?
C00I C00H C00F 121.1(2) . . ?
C00I C00H H00H 119.5 . . ?
C007 C00I H00I 119.4 . . ?
C00H C00I C007 121.2(2) . . ?
C00H C00I H00I 119.4 . . ?
C00E C00J H00J 119.6 . . ?
C00P C00J C00E 120.9(2) . . ?
C00P C00J H00J 119.6 . . ?
C00D C00K H00K 119.6 . . ?
C00L C00K C00D 120.7(2) . . ?
C00L C00K H00K 119.6 . . ?
C00K C00L H00L 119.7 . . ?
C00K C00L C011 120.7(2) . . ?
C011 C00L H00L 119.7 . . ?
C008 C00M H00M 119.2 . . ?
C00B C00M C008 121.5(2) . . ?
C00B C00M H00M 119.2 . . ?
C00D C00N H00N 119.3 . . ?
C012 C00N C00D 121.4(2) . . ?
C012 C00N H00N 119.3 . . ?
C00G C00O H00O 110.0 . . ?
C00G C00O C010 109.7(2) . . ?
C00G C00O C013 102.93(18) . . ?
C010 C00O H00O 110.0 . . ?
C010 C00O C013 113.98(18) . . ?
C013 C00O H00O 110.0 . . ?
C00J C00P H00P 119.8 . . ?
C00T C00P C00J 120.4(2) . . ?
C00T C00P H00P 119.8 . . ?
C00F C00Q H00Q 119.5 . . ?
C00Y C00Q C00F 121.0(2) . . ?
C00Y C00Q H00Q 119.5 . . ?
C00E C00R H00R 119.4 . . ?
C00E C00R C00X 121.2(2) . . ?
C00X C00R H00R 119.4 . . ?
C00A C00S H00C 110.6 . . ?
C00A C00S H00D 110.6 . . ?
H00C C00S H00D 108.8 . . ?
C00V C00S C00A 105.48(17) . . ?
C00V C00S H00C 110.6 . . ?
C00V C00S H00D 110.6 . . ?
C00P C00T H00T 120.3 . . ?
C00P C00T C00X 119.5(2) . . ?
C00X C00T H00T 120.3 . . ?
C008 C00U C009 120.9(2) . . ?
C008 C00U H00U 119.5 . . ?
C009 C00U H00U 119.5 . . ?
C00C C00V C00S 102.78(18) . . ?
C00C C00V H00V 110.1 . . ?
C00C C00V C014 109.22(19) . . ?
C00S C00V H00V 110.1 . . ?
C014 C00V C00S 114.38(19) . . ?
C014 C00V H00V 110.1 . . ?
C005 C00W H00G 109.0 . . ?
C005 C00W H00S 109.0 . . ?
C00F C00W C005 113.13(18) . . ?
C00F C00W H00G 109.0 . . ?
C00F C00W H00S 109.0 . . ?
H00G C00W H00S 107.8 . . ?
C00R C00X H00X 120.0 . . ?
C00T C00X C00R 120.1(2) . . ?
C00T C00X H00X 120.0 . . ?
C007 C00Y H00Y 119.6 . . ?
C00Q C00Y C007 120.9(2) . . ?
C00Q C00Y H00Y 119.6 . . ?
C008 C00Z C00A 115.93(18) . . ?
C008 C00Z H00E 108.3 . . ?
C008 C00Z H00F 108.3 . . ?
C00A C00Z H00E 108.3 . . ?
C00A C00Z H00F 108.3 . . ?
H00E C00Z H00F 107.4 . . ?
C00O C010 H01D 109.5 . . ?
C00O C010 H01E 109.5 . . ?
C00O C010 H01F 109.5 . . ?
H01D C010 H01E 109.5 . . ?
H01D C010 H01F 109.5 . . ?
H01E C010 H01F 109.5 . . ?
C00L C011 H011 120.4 . . ?
C012 C011 C00L 119.1(2) . . ?
C012 C011 H011 120.4 . . ?
C00N C012 C011 120.2(2) . . ?
C00N C012 H012 119.9 . . ?
C011 C012 H012 119.9 . . ?
C005 C013 H01G 110.8 . . ?
C005 C013 H01H 110.8 . . ?
C00O C013 C005 104.75(18) . . ?
C00O C013 H01G 110.8 . . ?
C00O C013 H01H 110.8 . . ?
H01G C013 H01H 108.9 . . ?
C00V C014 H01A 109.5 . . ?
C00V C014 H01B 109.5 . . ?
C00V C014 H01C 109.5 . . ?
H01A C014 H01B 109.5 . . ?
H01A C014 H01C 109.5 . . ?
H01B C014 H01C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C00C C00V C00S 166.1(2) . . . . ?
O001 C00C C00V C014 -72.1(3) . . . . ?
O002 C00G C00O C010 -72.1(3) . . . . ?
O002 C00G C00O C013 166.2(2) . . . . ?
N003 C00A C00S C00V -22.3(2) . . . . ?
N003 C00A C00Z C008 177.99(18) . . . . ?
N003 C00C C00V C00S -15.2(2) . . . . ?
N003 C00C C00V C014 106.6(2) . . . . ?
N004 C005 C00W C00F 179.55(18) . . . . ?
N004 C005 C013 C00O -26.6(2) . . . . ?
N004 C00G C00O C010 106.8(2) . . . . ?
N004 C00G C00O C013 -14.9(2) . . . . ?
C005 N004 C00G O002 176.2(2) . . . . ?
C005 N004 C00G C00O -2.6(3) . . . . ?
C006 C009 C00U C008 0.2(4) . . . . ?
C006 C00B C00M C008 0.4(3) . . . . ?
C006 C00D C00K C00L 176.3(2) . . . . ?
C006 C00D C00N C012 -177.1(2) . . . . ?
C007 C00E C00J C00P 176.6(2) . . . . ?
C007 C00E C00R C00X -177.2(2) . . . . ?
C009 C006 C00B C00M -1.3(3) . . . . ?
C009 C006 C00D C00K -25.9(3) . . . . ?
C009 C006 C00D C00N 151.4(2) . . . . ?
C00A N003 C00C O001 179.6(2) . . . . ?
C00A N003 C00C C00V 0.9(3) . . . . ?
C00A C00S C00V C00C 22.9(2) . . . . ?
C00A C00S C00V C014 -95.3(2) . . . . ?
C00B C006 C009 C00U 1.0(3) . . . . ?
C00B C006 C00D C00K 156.5(2) . . . . ?
C00B C006 C00D C00N -26.2(3) . . . . ?
C00C N003 C00A C00S 13.8(3) . . . . ?
C00C N003 C00A C00Z 136.4(2) . . . . ?
C00D C006 C009 C00U -176.7(2) . . . . ?
C00D C006 C00B C00M 176.4(2) . . . . ?
C00D C00K C00L C011 0.5(3) . . . . ?
C00D C00N C012 C011 1.1(4) . . . . ?
C00E C007 C00I C00H 179.5(2) . . . . ?
C00E C007 C00Y C00Q -179.3(2) . . . . ?
C00E C00J C00P C00T 1.0(3) . . . . ?
C00E C00R C00X C00T 0.4(4) . . . . ?
C00F C00H C00I C007 -0.2(4) . . . . ?
C00F C00Q C00Y C007 -0.1(3) . . . . ?
C00G N004 C005 C00W 141.0(2) . . . . ?
C00G N004 C005 C013 18.8(3) . . . . ?
C00G C00O C013 C005 25.6(2) . . . . ?
C00H C00F C00Q C00Y 0.6(3) . . . . ?
C00H C00F C00W C005 104.7(3) . . . . ?
C00I C007 C00E C00J -143.9(2) . . . . ?
C00I C007 C00E C00R 34.2(3) . . . . ?
C00I C007 C00Y C00Q -0.5(3) . . . . ?
C00J C00E C00R C00X 0.9(3) . . . . ?
C00J C00P C00T C00X 0.3(4) . . . . ?
C00K C00D C00N C012 0.3(3) . . . . ?
C00K C00L C011 C012 1.0(4) . . . . ?
C00L C011 C012 C00N -1.8(4) . . . . ?
C00M C008 C00U C009 -1.1(3) . . . . ?
C00M C008 C00Z C00A 154.2(2) . . . . ?
C00N C00D C00K C00L -1.1(3) . . . . ?
C00P C00T C00X C00R -1.0(4) . . . . ?
C00Q C00F C00H C00I -0.5(3) . . . . ?
C00Q C00F C00W C005 -74.9(3) . . . . ?
C00R C00E C00J C00P -1.6(3) . . . . ?
C00S C00A C00Z C008 -67.5(3) . . . . ?
C00U C008 C00M C00B 0.8(3) . . . . ?
C00U C008 C00Z C00A -27.6(3) . . . . ?
C00W C005 C013 C00O -146.62(18) . . . . ?
C00W C00F C00H C00I 179.9(2) . . . . ?
C00W C00F C00Q C00Y -179.7(2) . . . . ?
C00Y C007 C00E C00J 34.9(3) . . . . ?
C00Y C007 C00E C00R -147.0(2) . . . . ?
C00Y C007 C00I C00H 0.7(3) . . . . ?
C00Z C008 C00M C00B 179.1(2) . . . . ?
C00Z C008 C00U C009 -179.3(2) . . . . ?
C00Z C00A C00S C00V -141.0(2) . . . . ?
C010 C00O C013 C005 -93.2(2) . . . . ?
C013 C005 C00W C00F -65.9(3) . . . . ?

_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 3.913
_oxdiff_exptl_absorpt_empirical_full_min 0.137
