# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_20231102-mdl-ncm-71-2_auto
_database_code_depnum_ccdc_archive 'CCDC 2394319'
loop_
_audit_author_name
_audit_author_address
'Dong-Liang Mo'
;Guangxi Normal University
China
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2025-03-03 downloaded from the CCDC.
;
_audit_creation_date             2024-10-08
_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        NCM-7-171
_chemical_formula_moiety         'C32 N3 O, 1[CH2Cl2]'
_chemical_formula_sum            'C32 H29 N3 O'
_chemical_formula_weight         471.58
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N '
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.3078(4)
_cell_length_b                   14.0386(6)
_cell_length_c                   18.6750(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2964.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5967
_cell_measurement_temperature    296.48(11)
_cell_measurement_theta_max      71.9000
_cell_measurement_theta_min      2.4020
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.502
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_preparation       Volatilize
_exptl_crystal_recrystallization_method Volatilize
_exptl_crystal_size_max          0.955
_exptl_crystal_size_mid          0.714
_exptl_crystal_size_min          0.551
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8384
_diffrn_reflns_point_group_measured_fraction_full 0.921
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        66.601
_diffrn_reflns_theta_max         66.601
_diffrn_reflns_theta_min         3.939
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.48(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     43.00  89.00   0.50    0.44    --   37.45-121.00 -67.00   92
  2  ω     41.00  70.00   0.50    1.50    --  110.61-111.00-120.00   58
  3  ω     81.00 110.00   0.50    1.50    --  110.61-111.00-120.00   58
  4  ω     58.00 102.00   0.50    1.50    --  110.61-111.00  30.00   88
  5  ω     38.00  63.00   0.50    1.50    --  110.61 -61.00  60.00   50
  6  ω     39.00  65.00   0.50    1.50    --  110.61 -61.00 150.00   52
  7  ω    -17.00  44.00   0.50    0.44    --  -37.45  19.00 -60.00  122
  8  ω    -32.00  44.00   0.50    0.44    --  -37.45  37.00   0.00  152
  9  ω    -98.00 -35.00   0.50    1.50    -- -103.75 151.00 175.00  126
 10  ω   -101.00 -37.00   0.50    1.50    -- -103.75 144.00 -88.00  128
 11  ω    -51.00 -24.00   0.50    1.50    -- -103.75  45.00 -30.00   54
 12  ω   -171.00 -66.00   0.50    1.50    -- -103.75  -9.00  98.00  210
 13  ω   -108.00 -82.00   0.50    0.44    --  -37.45-151.00 131.00   52
 14  ω    -99.00 -73.00   0.50    0.44    --  -37.45-144.00-142.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0187472000
_diffrn_orient_matrix_UB_12      0.0896727000
_diffrn_orient_matrix_UB_13      -0.0462430000
_diffrn_orient_matrix_UB_21      0.0022444000
_diffrn_orient_matrix_UB_22      -0.0618168000
_diffrn_orient_matrix_UB_23      -0.0681388000
_diffrn_orient_matrix_UB_31      -0.1348874000
_diffrn_orient_matrix_UB_32      -0.0134632000
_diffrn_orient_matrix_UB_33      0.0053142000
_diffrn_oxdiff_digest_frames     
;
014b95f4d37bf527d5bc63dc572b6802c9000347196
;
_diffrn_oxdiff_digest_hkl        
;
013be8225714bddd981e64dc78027eb91b84f1
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.654
_reflns_Friedel_fraction_full    0.836
_reflns_Friedel_fraction_max     0.836
_reflns_number_gt                4436
_reflns_number_total             4830
_reflns_odcompleteness_completeness 98.57
_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 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.148
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 1662 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.43(13)
_refine_ls_extinction_coef       0.0030(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4830
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0495
_refine_ls_restrained_S_all      1.093
_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)+(0.1147P)²+0.1019P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1575
_refine_ls_wR_factor_ref         0.1618
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C16(H16), C13(H13), C14(H14), C15(H15), C2(H2), C27(H27), C36(H36),
 C32(H32), C6(H6), C23(H23), C4(H4), C5(H5), C19(H19), C35(H35), C21(H21),
 C22(H22), C3(H3), C20(H20), C34(H34), C33(H33)
2.c Idealised Me refined as rotating group:
 C29(H29a,H29b,H29c), C28(H28a,H28b,H28c)
;
_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
O30 O -0.4204(2) -0.67302(16) -0.50228(12) 0.0669(6) Uani 1 1 d . . . . .
N25 N -0.4963(2) -0.66826(17) -0.45003(13) 0.0563(5) Uani 1 1 d . . . . .
N8 N -0.5039(2) -0.96451(19) -0.35617(16) 0.0629(6) Uani 1 1 d . . . . .
C9 C -0.6019(2) -0.9725(2) -0.39070(17) 0.0567(6) Uani 1 1 d . . . . .
N7 N -0.4398(2) -0.8917(2) -0.38523(17) 0.0677(7) Uani 1 1 d . . . . .
C10 C -0.6099(2) -0.9090(2) -0.45609(16) 0.0550(6) Uani 1 1 d . . . . .
H10 H -0.684606 -0.873553 -0.455835 0.066 Uiso 1 1 calc R . . . .
C1 C -0.6911(3) -1.0424(2) -0.36754(17) 0.0602(7) Uani 1 1 d . . . . .
C18 C -0.5972(3) -0.9643(2) -0.52517(17) 0.0588(7) Uani 1 1 d . . . . .
C17 C -0.2559(3) -0.8047(2) -0.39541(18) 0.0614(7) Uani 1 1 d . . . . .
H17 H -0.291818 -0.761174 -0.426028 0.074 Uiso 1 1 calc R . . . .
C24 C -0.5425(2) -0.7426(2) -0.41771(15) 0.0538(6) Uani 1 1 d . . . . .
C11 C -0.5047(2) -0.8406(2) -0.44214(16) 0.0559(6) Uani 1 1 d . . . . .
H11 H -0.455482 -0.835626 -0.485166 0.067 Uiso 1 1 calc R . . . .
C31 C -0.6330(3) -0.7300(2) -0.36167(16) 0.0575(7) Uani 1 1 d . . . . .
C26 C -0.5270(3) -0.5706(2) -0.42893(19) 0.0668(8) Uani 1 1 d . . . . .
C12 C -0.3211(3) -0.8805(2) -0.36779(17) 0.0586(7) Uani 1 1 d . . . . .
C16 C -0.1386(3) -0.7940(3) -0.37750(19) 0.0675(8) Uani 1 1 d . . . . .
H16 H -0.096196 -0.742529 -0.395473 0.081 Uiso 1 1 calc R . . . .
C13 C -0.2655(3) -0.9460(2) -0.3230(2) 0.0660(8) Uani 1 1 d . . . . .
H13 H -0.307784 -0.997510 -0.305050 0.079 Uiso 1 1 calc R . . . .
C14 C -0.1485(3) -0.9348(3) -0.3053(2) 0.0756(9) Uani 1 1 d . . . . .
H14 H -0.112245 -0.977999 -0.274600 0.091 Uiso 1 1 calc R . . . .
C15 C -0.0834(3) -0.8585(3) -0.3334(2) 0.0774(9) Uani 1 1 d . . . . .
H15 H -0.003681 -0.851533 -0.322336 0.093 Uiso 1 1 calc R . . . .
C2 C -0.8092(3) -1.0325(3) -0.3861(2) 0.0747(9) Uani 1 1 d . . . . .
H2 H -0.832647 -0.982481 -0.415498 0.090 Uiso 1 1 calc R . . . .
C27 C -0.4895(4) -0.5414(3) -0.3656(2) 0.0842(11) Uani 1 1 d . . . . .
H27 H -0.446793 -0.583991 -0.337625 0.101 Uiso 1 1 calc R . . . .
C36 C -0.7453(3) -0.6975(3) -0.3788(2) 0.0791(10) Uani 1 1 d . . . . .
H36 H -0.764982 -0.685036 -0.426192 0.095 Uiso 1 1 calc R . . . .
C32 C -0.6083(4) -0.7524(3) -0.2910(2) 0.0801(10) Uani 1 1 d . . . . .
H32 H -0.534674 -0.777175 -0.278858 0.096 Uiso 1 1 calc R . . . .
C6 C -0.6591(3) -1.1189(3) -0.3239(2) 0.0788(10) Uani 1 1 d . . . . .
H6 H -0.580104 -1.127452 -0.311538 0.095 Uiso 1 1 calc R . . . .
C23 C -0.6822(4) -0.9589(3) -0.5775(2) 0.0782(9) Uani 1 1 d . . . . .
H23 H -0.750010 -0.922853 -0.569796 0.094 Uiso 1 1 calc R . . . .
C4 C -0.8591(4) -1.1712(3) -0.3175(3) 0.0928(12) Uani 1 1 d . . . . .
H4 H -0.915771 -1.213886 -0.301075 0.111 Uiso 1 1 calc R . . . .
C5 C -0.7436(4) -1.1827(3) -0.2986(3) 0.0924(12) Uani 1 1 d . . . . .
H5 H -0.721408 -1.232837 -0.269000 0.111 Uiso 1 1 calc R . . . .
C19 C -0.4975(4) -1.0159(4) -0.5385(3) 0.0897(12) Uani 1 1 d . . . . .
H19 H -0.437809 -1.019267 -0.504285 0.108 Uiso 1 1 calc R . . . .
C29 C -0.5927(5) -0.5173(3) -0.4845(3) 0.1014(14) Uani 1 1 d . . . . .
H29A H -0.561803 -0.533109 -0.530914 0.152 Uiso 1 1 calc GR . . . .
H29B H -0.584097 -0.450176 -0.476345 0.152 Uiso 1 1 calc GR . . . .
H29C H -0.674970 -0.534121 -0.482430 0.152 Uiso 1 1 calc GR . . . .
C35 C -0.8285(3) -0.6837(3) -0.3250(3) 0.0939(13) Uani 1 1 d . . . . .
H35 H -0.903215 -0.660935 -0.336752 0.113 Uiso 1 1 calc R . . . .
C21 C -0.5718(5) -1.0609(4) -0.6528(3) 0.1010(15) Uani 1 1 d . . . . .
H21 H -0.565640 -1.096512 -0.694691 0.121 Uiso 1 1 calc R . . . .
C22 C -0.6678(5) -1.0062(4) -0.6411(2) 0.0966(13) Uani 1 1 d . . . . .
H22 H -0.725043 -1.000559 -0.676594 0.116 Uiso 1 1 calc R . . . .
C3 C -0.8922(3) -1.0966(4) -0.3610(3) 0.0925(12) Uani 1 1 d . . . . .
H3 H -0.971282 -1.089187 -0.373515 0.111 Uiso 1 1 calc R . . . .
C20 C -0.4853(5) -1.0637(4) -0.6038(4) 0.1118(17) Uani 1 1 d . . . . .
H20 H -0.416530 -1.097760 -0.613288 0.134 Uiso 1 1 calc R . . . .
C34 C -0.8024(5) -0.7030(3) -0.2557(3) 0.1022(16) Uani 1 1 d . . . . .
H34 H -0.858420 -0.692526 -0.220108 0.123 Uiso 1 1 calc R . . . .
C33 C -0.6925(6) -0.7382(4) -0.2383(3) 0.1076(17) Uani 1 1 d . . . . .
H33 H -0.674665 -0.752405 -0.190922 0.129 Uiso 1 1 calc R . . . .
C28 C -0.5118(7) -0.4438(4) -0.3364(3) 0.128(2) Uani 1 1 d . . . . .
H28A H -0.537017 -0.402493 -0.374399 0.193 Uiso 1 1 calc GR . . . .
H28B H -0.440394 -0.419391 -0.315556 0.193 Uiso 1 1 calc GR . . . .
H28C H -0.572395 -0.446972 -0.300440 0.193 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
O30 N25 1.301(3) . ?
N25 C24 1.314(4) . ?
N25 C26 1.468(4) . ?
N8 C9 1.287(4) . ?
N8 N7 1.366(4) . ?
C9 C10 1.515(4) . ?
C9 C1 1.472(4) . ?
N7 C11 1.477(4) . ?
N7 C12 1.389(4) . ?
C10 H10 0.9800 . ?
C10 C18 1.513(4) . ?
C10 C11 1.551(4) . ?
C1 C2 1.387(5) . ?
C1 C6 1.396(5) . ?
C18 C23 1.373(5) . ?
C18 C19 1.363(5) . ?
C17 H17 0.9300 . ?
C17 C12 1.394(5) . ?
C17 C16 1.376(4) . ?
C24 C11 1.511(4) . ?
C24 C31 1.475(4) . ?
C11 H11 0.9800 . ?
C31 C36 1.387(5) . ?
C31 C32 1.386(5) . ?
C26 C27 1.321(6) . ?
C26 C29 1.480(6) . ?
C12 C13 1.392(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.373(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.373(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.402(6) . ?
C15 H15 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.382(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.496(7) . ?
C36 H36 0.9300 . ?
C36 C35 1.389(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.383(6) . ?
C6 H6 0.9300 . ?
C6 C5 1.392(5) . ?
C23 H23 0.9300 . ?
C23 C22 1.370(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.363(7) . ?
C4 C3 1.376(7) . ?
C5 H5 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.400(7) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C35 H35 0.9300 . ?
C35 C34 1.354(8) . ?
C21 H21 0.9300 . ?
C21 C22 1.347(8) . ?
C21 C20 1.341(8) . ?
C22 H22 0.9300 . ?
C3 H3 0.9300 . ?
C20 H20 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.377(8) . ?
C33 H33 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

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
O30 N25 C24 124.5(3) . . ?
O30 N25 C26 113.9(2) . . ?
C24 N25 C26 121.6(3) . . ?
C9 N8 N7 108.9(3) . . ?
N8 C9 C10 113.8(3) . . ?
N8 C9 C1 120.1(3) . . ?
C1 C9 C10 126.0(3) . . ?
N8 N7 C11 112.6(2) . . ?
N8 N7 C12 120.2(3) . . ?
C12 N7 C11 126.5(3) . . ?
C9 C10 H10 110.3 . . ?
C9 C10 C11 100.5(2) . . ?
C18 C10 C9 112.3(2) . . ?
C18 C10 H10 110.3 . . ?
C18 C10 C11 112.8(2) . . ?
C11 C10 H10 110.3 . . ?
C2 C1 C9 121.3(3) . . ?
C2 C1 C6 118.2(3) . . ?
C6 C1 C9 120.4(3) . . ?
C23 C18 C10 120.8(3) . . ?
C19 C18 C10 120.4(3) . . ?
C19 C18 C23 118.6(3) . . ?
C12 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C12 120.2(3) . . ?
N25 C24 C11 118.2(3) . . ?
N25 C24 C31 120.4(3) . . ?
C31 C24 C11 121.3(2) . . ?
N7 C11 C10 101.7(2) . . ?
N7 C11 C24 111.4(3) . . ?
N7 C11 H11 110.0 . . ?
C10 C11 H11 110.0 . . ?
C24 C11 C10 113.4(2) . . ?
C24 C11 H11 110.0 . . ?
C36 C31 C24 120.8(3) . . ?
C32 C31 C24 120.6(3) . . ?
C32 C31 C36 118.6(3) . . ?
N25 C26 C29 113.7(3) . . ?
C27 C26 N25 117.0(3) . . ?
C27 C26 C29 129.2(4) . . ?
N7 C12 C17 120.7(3) . . ?
N7 C12 C13 120.2(3) . . ?
C13 C12 C17 119.1(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 C17 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.3(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.3(4) . . ?
C3 C2 H2 119.9 . . ?
C26 C27 H27 118.1 . . ?
C26 C27 C28 123.8(5) . . ?
C28 C27 H27 118.1 . . ?
C31 C36 H36 120.0 . . ?
C31 C36 C35 120.0(4) . . ?
C35 C36 H36 120.0 . . ?
C31 C32 H32 119.8 . . ?
C33 C32 C31 120.4(4) . . ?
C33 C32 H32 119.8 . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 121.0(4) . . ?
C5 C6 H6 119.5 . . ?
C18 C23 H23 119.8 . . ?
C22 C23 C18 120.5(4) . . ?
C22 C23 H23 119.8 . . ?
C5 C4 H4 119.9 . . ?
C5 C4 C3 120.3(4) . . ?
C3 C4 H4 119.9 . . ?
C6 C5 H5 120.2 . . ?
C4 C5 C6 119.6(4) . . ?
C4 C5 H5 120.2 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.7(4) . . ?
C20 C19 H19 120.2 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C36 C35 H35 119.5 . . ?
C34 C35 C36 121.0(4) . . ?
C34 C35 H35 119.5 . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C20 C21 C22 119.5(4) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 C23 120.9(5) . . ?
C21 C22 H22 119.6 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.7 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.7(4) . . ?
C21 C20 H20 119.7 . . ?
C35 C34 H34 120.2 . . ?
C35 C34 C33 119.6(4) . . ?
C33 C34 H34 120.2 . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.4(5) . . ?
C34 C33 H33 119.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
O30 N25 C24 C11 0.5(4) . . . . ?
O30 N25 C24 C31 -176.5(3) . . . . ?
O30 N25 C26 C27 -110.9(3) . . . . ?
O30 N25 C26 C29 66.6(4) . . . . ?
N25 C24 C11 N7 114.9(3) . . . . ?
N25 C24 C11 C10 -131.1(3) . . . . ?
N25 C24 C31 C36 69.3(4) . . . . ?
N25 C24 C31 C32 -112.2(4) . . . . ?
N25 C26 C27 C28 179.2(4) . . . . ?
N8 C9 C10 C18 106.2(3) . . . . ?
N8 C9 C10 C11 -13.9(3) . . . . ?
N8 C9 C1 C2 157.9(3) . . . . ?
N8 C9 C1 C6 -19.7(5) . . . . ?
N8 N7 C11 C10 -12.7(3) . . . . ?
N8 N7 C11 C24 108.4(3) . . . . ?
N8 N7 C12 C17 -178.0(3) . . . . ?
N8 N7 C12 C13 2.8(5) . . . . ?
C9 N8 N7 C11 4.5(4) . . . . ?
C9 N8 N7 C12 -166.8(3) . . . . ?
C9 C10 C18 C23 124.8(3) . . . . ?
C9 C10 C18 C19 -59.2(4) . . . . ?
C9 C10 C11 N7 14.5(3) . . . . ?
C9 C10 C11 C24 -105.2(3) . . . . ?
C9 C1 C2 C3 -177.0(4) . . . . ?
C9 C1 C6 C5 176.7(4) . . . . ?
N7 N8 C9 C10 6.6(4) . . . . ?
N7 N8 C9 C1 -176.4(3) . . . . ?
N7 C12 C13 C14 -179.6(4) . . . . ?
C10 C9 C1 C2 -25.5(5) . . . . ?
C10 C9 C1 C6 156.8(3) . . . . ?
C10 C18 C23 C22 177.4(4) . . . . ?
C10 C18 C19 C20 -177.6(4) . . . . ?
C1 C9 C10 C18 -70.5(4) . . . . ?
C1 C9 C10 C11 169.3(3) . . . . ?
C1 C2 C3 C4 -0.2(8) . . . . ?
C1 C6 C5 C4 1.0(8) . . . . ?
C18 C10 C11 N7 -105.4(3) . . . . ?
C18 C10 C11 C24 134.9(3) . . . . ?
C18 C23 C22 C21 1.8(8) . . . . ?
C18 C19 C20 C21 -1.4(8) . . . . ?
C17 C12 C13 C14 1.2(5) . . . . ?
C17 C16 C15 C14 -1.3(6) . . . . ?
C24 N25 C26 C27 68.8(4) . . . . ?
C24 N25 C26 C29 -113.7(4) . . . . ?
C24 C31 C36 C35 -178.3(3) . . . . ?
C24 C31 C32 C33 178.3(4) . . . . ?
C11 N7 C12 C17 12.1(5) . . . . ?
C11 N7 C12 C13 -167.1(3) . . . . ?
C11 C10 C18 C23 -122.4(3) . . . . ?
C11 C10 C18 C19 53.5(4) . . . . ?
C11 C24 C31 C36 -107.7(4) . . . . ?
C11 C24 C31 C32 70.9(4) . . . . ?
C31 C24 C11 N7 -68.1(3) . . . . ?
C31 C24 C11 C10 45.9(4) . . . . ?
C31 C36 C35 C34 -1.1(7) . . . . ?
C31 C32 C33 C34 1.1(8) . . . . ?
C26 N25 C24 C11 -179.2(3) . . . . ?
C26 N25 C24 C31 3.8(4) . . . . ?
C12 N7 C11 C10 157.9(3) . . . . ?
C12 N7 C11 C24 -81.0(4) . . . . ?
C12 C17 C16 C15 1.2(5) . . . . ?
C12 C13 C14 C15 -1.4(6) . . . . ?
C16 C17 C12 N7 179.7(3) . . . . ?
C16 C17 C12 C13 -1.1(5) . . . . ?
C13 C14 C15 C16 1.4(6) . . . . ?
C2 C1 C6 C5 -1.1(6) . . . . ?
C36 C31 C32 C33 -3.1(6) . . . . ?
C36 C35 C34 C33 -1.0(7) . . . . ?
C32 C31 C36 C35 3.1(5) . . . . ?
C6 C1 C2 C3 0.7(6) . . . . ?
C23 C18 C19 C20 -1.6(7) . . . . ?
C5 C4 C3 C2 0.1(8) . . . . ?
C19 C18 C23 C22 1.4(6) . . . . ?
C29 C26 C27 C28 2.1(8) . . . . ?
C35 C34 C33 C32 1.0(8) . . . . ?
C22 C21 C20 C19 4.6(9) . . . . ?
C3 C4 C5 C6 -0.5(8) . . . . ?
C20 C21 C22 C23 -4.8(8) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 144 electrons were 
found in a volume of 538Å³ in 1 void per unit cell. 
This is consistent with the presence of 
1[CH2Cl2] per Asymmetric Unit 
which account for 168 electrons 
per unit cell.
;
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 -0.040 0.250 0.000 268.6 72.3 '2 CH2Cl2'
2 -0.174 0.750 0.500 268.6 72.2 '2 CH2Cl2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2

_olex2_submission_original_sample_id NCM-7-171
_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 1.255
_oxdiff_exptl_absorpt_empirical_full_min 0.651
####################################################################### 
# 
# 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_20240925-mdl-qpw-ylb-1-81_auto
_database_code_depnum_ccdc_archive 'CCDC 2394321'
loop_
_audit_author_name
_audit_author_address
'Dong-Liang Mo'
;Guangxi Normal University
China
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2025-03-03 downloaded from the CCDC.
;
_audit_creation_date             2024-10-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H40 N3 O3'
_chemical_formula_sum            'C39 H40 N3 O3'
_chemical_formula_weight         598.74
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N '
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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.4977(2)
_cell_length_b                   20.1520(3)
_cell_length_c                   23.7070(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6448.44(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    17531
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      76.8110
_cell_measurement_theta_min      3.7200
_shelx_estimated_absorpt_T_max   0.719
_shelx_estimated_absorpt_T_min   0.595
_exptl_absorpt_coefficient_mu    0.616
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25755
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.115a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2552
_exptl_crystal_size_max          0.942
_exptl_crystal_size_mid          0.712
_exptl_crystal_size_min          0.574
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0874
_diffrn_reflns_av_unetI/netI     0.0525
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            24910
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.881
_diffrn_reflns_theta_min         3.729
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -93.00 -20.00   0.50    0.89    --  -91.75  73.00 128.00  146
  2  ω    -13.00  28.00   0.50    0.55    --  -47.12  19.00 120.00   82
  3  ω    -23.00  28.00   0.50    0.55    --  -47.12  19.00 -90.00  102
  4  ω    -62.00 -32.00   0.50    0.89    --  -91.75  54.00 -77.00   60
  5  ω    -62.00 -35.00   0.50    0.89    --  -91.75  57.00-180.00   54
  6  ω    -80.00 -31.00   0.50    0.89    --  -91.75 125.00-120.00   98
  7  ω   -135.00 -95.00   0.50    0.89    --  -91.75-101.00 -90.00   80
  8  ω   -112.00 -76.00   0.50    0.55    --  -47.12-125.00 120.00   72
  9  ω   -107.00 -32.00   0.50    0.55    --  -47.12 -54.00 138.00  150
 10  ω     98.00 164.00   0.50    0.89    --  108.56  37.00  90.00  132
 11  ω    100.00 175.00   0.50    0.89    --  108.56 125.00 150.00  150
 12  ω     37.00  63.00   0.50    0.89    --  108.56 -57.00 -60.00   52
 13  ω     36.00  61.00   0.50    0.89    --  108.56 -54.00 138.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0401377000
_diffrn_orient_matrix_UB_12      -0.0429256000
_diffrn_orient_matrix_UB_13      -0.0486579000
_diffrn_orient_matrix_UB_21      0.0837041000
_diffrn_orient_matrix_UB_22      -0.0252783000
_diffrn_orient_matrix_UB_23      0.0385741000
_diffrn_orient_matrix_UB_31      -0.0663986000
_diffrn_orient_matrix_UB_32      -0.0580078000
_diffrn_orient_matrix_UB_33      0.0191269000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5639
_reflns_number_total             6319
_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 1.171.43.115a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.115a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.115a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.799
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         6319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0654
_refine_ls_restrained_S_all      1.049
_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)+(0.1342P)²+1.7251P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1831
_refine_ls_wR_factor_ref         0.1884
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(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:
 C00B(H00B), C00H(H00H), C00J(H00J)
2.b Aromatic/amide H refined with riding coordinates:
 N005(H005), C00C(H00C), C00D(H00D), C00F(H00F), C00K(H00K), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00T(H00T), C00U(H00U),
 C00V(H00V), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010), C014(H014),
 C015(H015), C016(H016), C017(H017), C018(H018)
2.c Idealised Me refined as rotating group:
 C00S(H00A,H00E,H00G), C011(H01A,H01B,H01C), C012(H01D,H01E,H01F), C013(H01G,
 H01H,H01I), C019(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 0.76627(8) 0.28681(5) 0.37406(5) 0.0185(3) Uani 1 1 d . . . . .
O002 O 0.91228(9) 0.21070(6) 0.41577(5) 0.0259(3) Uani 1 1 d . . . . .
O003 O 1.05126(9) 0.20197(7) 0.36398(6) 0.0316(3) Uani 1 1 d . . . . .
N004 N 0.63887(10) 0.52078(6) 0.40656(6) 0.0187(3) Uani 1 1 d . . . . .
N005 N 0.67926(9) 0.39164(6) 0.38590(5) 0.0167(3) Uani 1 1 d . . . . .
H005 H 0.6559 0.4228 0.3636 0.020 Uiso 1 1 calc R U . . .
N006 N 0.69517(10) 0.54959(7) 0.36462(6) 0.0210(3) Uani 1 1 d . . . . .
C007 C 0.71230(11) 0.41066(7) 0.43306(7) 0.0166(3) Uani 1 1 d . . . . .
C008 C 0.76457(11) 0.37451(7) 0.47987(7) 0.0180(3) Uani 1 1 d . . . . .
C009 C 0.54011(12) 0.50432(7) 0.39495(7) 0.0190(3) Uani 1 1 d . . . . .
C00A C 0.78676(12) 0.54906(8) 0.37970(7) 0.0201(3) Uani 1 1 d . . . . .
C00B C 0.70165(11) 0.48485(7) 0.44653(6) 0.0171(3) Uani 1 1 d . . . . .
H00B H 0.6775 0.4913 0.4860 0.021 Uiso 1 1 calc R U . . .
C00C C 0.48703(12) 0.46242(8) 0.43085(7) 0.0204(3) Uani 1 1 d . . . . .
H00C H 0.5181 0.4446 0.4635 0.024 Uiso 1 1 calc R U . . .
C00D C 0.71971(12) 0.37254(8) 0.53327(7) 0.0209(3) Uani 1 1 d . . . . .
H00D H 0.6554 0.3908 0.5383 0.025 Uiso 1 1 calc R U . . .
C00E C 0.82580(12) 0.28905(8) 0.32814(7) 0.0198(3) Uani 1 1 d . . . . .
C00F C 0.86103(12) 0.35045(8) 0.47392(7) 0.0206(3) Uani 1 1 d . . . . .
H00F H 0.8927 0.3519 0.4381 0.025 Uiso 1 1 calc R U . . .
C00G C 0.67531(11) 0.32451(8) 0.36427(7) 0.0175(3) Uani 1 1 d . . . . .
C00H C 0.80322(11) 0.51967(8) 0.43786(7) 0.0186(3) Uani 1 1 d . . . . .
H00H H 0.8576 0.4860 0.4366 0.022 Uiso 1 1 calc R U . . .
C00I C 0.82534(11) 0.57201(8) 0.48225(7) 0.0203(3) Uani 1 1 d . . . . .
C00J C 0.66844(12) 0.32614(8) 0.29932(7) 0.0219(4) Uani 1 1 d . . . . .
H00J H 0.6414 0.2823 0.2871 0.026 Uiso 1 1 calc R U . . .
C00K C 0.38882(13) 0.44670(8) 0.41904(7) 0.0229(4) Uani 1 1 d . . . . .
H00K H 0.3537 0.4175 0.4433 0.027 Uiso 1 1 calc R U . . .
C00L C 0.96672(12) 0.22201(8) 0.36924(7) 0.0237(4) Uani 1 1 d . . . . .
C00M C 0.86564(13) 0.57744(8) 0.34467(7) 0.0237(4) Uani 1 1 d . . . . .
C00N C 0.91540(12) 0.26048(8) 0.32614(7) 0.0238(4) Uani 1 1 d . . . . .
H00N H 0.9505 0.2661 0.2917 0.029 Uiso 1 1 calc R U . . .
C00O C 0.76849(13) 0.34416(9) 0.57874(7) 0.0246(4) Uani 1 1 d . . . . .
H00O H 0.7364 0.3410 0.6143 0.030 Uiso 1 1 calc R U . . .
C00P C 0.79247(13) 0.63732(8) 0.47589(8) 0.0244(4) Uani 1 1 d . . . . .
H00P H 0.7605 0.6506 0.4420 0.029 Uiso 1 1 calc R U . . .
C00Q C 0.49224(13) 0.53169(8) 0.34816(7) 0.0242(4) Uani 1 1 d . . . . .
H00Q H 0.5269 0.5611 0.3239 0.029 Uiso 1 1 calc R U . . .
C00R C 0.91078(12) 0.32446(8) 0.52009(8) 0.0254(4) Uani 1 1 d . . . . .
H00R H 0.9771 0.3094 0.5160 0.030 Uiso 1 1 calc R U . . .
C00S C 0.59154(12) 0.28710(8) 0.39278(8) 0.0243(4) Uani 1 1 d . . . . .
H00A H 0.5866 0.2424 0.3767 0.037 Uiso 1 1 calc R U . . .
H00E H 0.5291 0.3108 0.3867 0.037 Uiso 1 1 calc R U . . .
H00G H 0.6049 0.2838 0.4333 0.037 Uiso 1 1 calc R U . . .
C00T C 0.87476(13) 0.55392(9) 0.53143(8) 0.0274(4) Uani 1 1 d . . . . .
H00T H 0.8988 0.5099 0.5357 0.033 Uiso 1 1 calc R U . . .
C00U C 0.39400(13) 0.51589(9) 0.33708(8) 0.0286(4) Uani 1 1 d . . . . .
H00U H 0.3622 0.5345 0.3050 0.034 Uiso 1 1 calc R U . . .
C00V C 0.34167(13) 0.47335(9) 0.37208(8) 0.0270(4) Uani 1 1 d . . . . .
H00V H 0.2746 0.4626 0.3641 0.032 Uiso 1 1 calc R U . . .
C00W C 0.77825(12) 0.32851(9) 0.28052(7) 0.0236(4) Uani 1 1 d . . . . .
C00X C 0.84325(15) 0.61913(9) 0.29916(8) 0.0284(4) Uani 1 1 d . . . . .
H00X H 0.7762 0.6301 0.2913 0.034 Uiso 1 1 calc R U . . .
C00Y C 0.86419(14) 0.32033(9) 0.57223(7) 0.0270(4) Uani 1 1 d . . . . .
H00Y H 0.8979 0.3012 0.6034 0.032 Uiso 1 1 calc R U . . .
C00Z C 0.96460(14) 0.56246(10) 0.35568(8) 0.0315(4) Uani 1 1 d . . . . .
H00Z H 0.9811 0.5349 0.3868 0.038 Uiso 1 1 calc R U . . .
C010 C 0.80659(14) 0.68300(9) 0.51925(8) 0.0327(4) Uani 1 1 d . . . . .
H010 H 0.7833 0.7272 0.5150 0.039 Uiso 1 1 calc R U . . .
C011 C 0.96227(14) 0.17446(9) 0.45951(8) 0.0297(4) Uani 1 1 d . . . . .
H01A H 0.9748 0.1290 0.4467 0.045 Uiso 1 1 calc R U . . .
H01B H 0.9208 0.1735 0.4934 0.045 Uiso 1 1 calc R U . . .
H01C H 1.0254 0.1962 0.4682 0.045 Uiso 1 1 calc R U . . .
C012 C 0.82167(14) 0.39913(9) 0.27962(8) 0.0299(4) Uani 1 1 d . . . . .
H01D H 0.8088 0.4208 0.3159 0.045 Uiso 1 1 calc R U . . .
H01E H 0.7906 0.4247 0.2493 0.045 Uiso 1 1 calc R U . . .
H01F H 0.8933 0.3968 0.2732 0.045 Uiso 1 1 calc R U . . .
C013 C 0.60007(14) 0.37929(10) 0.27563(8) 0.0318(4) Uani 1 1 d . . . . .
H01G H 0.5338 0.3741 0.2919 0.048 Uiso 1 1 calc R U . . .
H01H H 0.5963 0.3748 0.2345 0.048 Uiso 1 1 calc R U . . .
H01I H 0.6261 0.4233 0.2852 0.048 Uiso 1 1 calc R U . . .
C014 C 1.01662(16) 0.62838(10) 0.27650(8) 0.0352(5) Uani 1 1 d . . . . .
H014 H 1.0678 0.6455 0.2531 0.042 Uiso 1 1 calc R U . . .
C015 C 0.91815(16) 0.64434(9) 0.26566(8) 0.0336(4) Uani 1 1 d . . . . .
H015 H 0.9023 0.6728 0.2350 0.040 Uiso 1 1 calc R U . . .
C016 C 0.85402(15) 0.66466(11) 0.56824(8) 0.0370(5) Uani 1 1 d . . . . .
H016 H 0.8628 0.6959 0.5978 0.044 Uiso 1 1 calc R U . . .
C017 C 1.03945(15) 0.58759(11) 0.32135(9) 0.0375(5) Uani 1 1 d . . . . .
H017 H 1.1066 0.5766 0.3289 0.045 Uiso 1 1 calc R U . . .
C018 C 0.88913(14) 0.59995(11) 0.57427(8) 0.0350(5) Uani 1 1 d . . . . .
H018 H 0.9229 0.5873 0.6077 0.042 Uiso 1 1 calc R U . . .
C019 C 0.79297(16) 0.29566(11) 0.22278(8) 0.0357(5) Uani 1 1 d . . . . .
H01J H 0.8635 0.2963 0.2129 0.054 Uiso 1 1 calc R U . . .
H01K H 0.7553 0.3201 0.1942 0.054 Uiso 1 1 calc R U . . .
H01L H 0.7696 0.2497 0.2243 0.054 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 C00E 1.3539(19) . ?
O001 C00G 1.4624(18) . ?
O002 C00L 1.345(2) . ?
O002 C011 1.437(2) . ?
O003 C00L 1.217(2) . ?
N004 N006 1.3796(19) . ?
N004 C009 1.401(2) . ?
N004 C00B 1.463(2) . ?
N005 H005 0.8800 . ?
N005 C007 1.263(2) . ?
N005 C00G 1.448(2) . ?
N006 C00A 1.287(2) . ?
C007 C008 1.503(2) . ?
C007 C00B 1.535(2) . ?
C008 C00D 1.404(2) . ?
C008 C00F 1.396(2) . ?
C009 C00C 1.397(2) . ?
C009 C00Q 1.397(2) . ?
C00A C00H 1.517(2) . ?
C00A C00M 1.466(2) . ?
C00B H00B 1.0000 . ?
C00B C00H 1.554(2) . ?
C00C H00C 0.9500 . ?
C00C C00K 1.391(2) . ?
C00D H00D 0.9500 . ?
C00D C00O 1.387(2) . ?
C00E C00N 1.340(2) . ?
C00E C00W 1.523(2) . ?
C00F H00F 0.9500 . ?
C00F C00R 1.387(2) . ?
C00G C00J 1.543(2) . ?
C00G C00S 1.518(2) . ?
C00H H00H 1.0000 . ?
C00H C00I 1.520(2) . ?
C00I C00P 1.397(2) . ?
C00I C00T 1.392(2) . ?
C00J H00J 1.0000 . ?
C00J C00W 1.549(2) . ?
C00J C013 1.521(2) . ?
C00K H00K 0.9500 . ?
C00K C00V 1.390(3) . ?
C00L C00N 1.458(2) . ?
C00M C00X 1.400(3) . ?
C00M C00Z 1.394(3) . ?
C00N H00N 0.9500 . ?
C00O H00O 0.9500 . ?
C00O C00Y 1.387(3) . ?
C00P H00P 0.9500 . ?
C00P C010 1.393(3) . ?
C00Q H00Q 0.9500 . ?
C00Q C00U 1.389(2) . ?
C00R H00R 0.9500 . ?
C00R C00Y 1.389(3) . ?
C00S H00A 0.9800 . ?
C00S H00E 0.9800 . ?
C00S H00G 0.9800 . ?
C00T H00T 0.9500 . ?
C00T C018 1.389(3) . ?
C00U H00U 0.9500 . ?
C00U C00V 1.387(3) . ?
C00V H00V 0.9500 . ?
C00W C012 1.539(3) . ?
C00W C019 1.534(2) . ?
C00X H00X 0.9500 . ?
C00X C015 1.382(3) . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?
C00Z C017 1.393(3) . ?
C010 H010 0.9500 . ?
C010 C016 1.377(3) . ?
C011 H01A 0.9800 . ?
C011 H01B 0.9800 . ?
C011 H01C 0.9800 . ?
C012 H01D 0.9800 . ?
C012 H01E 0.9800 . ?
C012 H01F 0.9800 . ?
C013 H01G 0.9800 . ?
C013 H01H 0.9800 . ?
C013 H01I 0.9800 . ?
C014 H014 0.9500 . ?
C014 C015 1.391(3) . ?
C014 C017 1.379(3) . ?
C015 H015 0.9500 . ?
C016 H016 0.9500 . ?
C016 C018 1.395(3) . ?
C017 H017 0.9500 . ?
C018 H018 0.9500 . ?
C019 H01J 0.9800 . ?
C019 H01K 0.9800 . ?
C019 H01L 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
C00E O001 C00G 110.69(12) . . ?
C00L O002 C011 114.93(14) . . ?
N006 N004 C009 118.82(13) . . ?
N006 N004 C00B 110.86(12) . . ?
C009 N004 C00B 124.14(12) . . ?
C007 N005 H005 116.2 . . ?
C007 N005 C00G 127.59(13) . . ?
C00G N005 H005 116.2 . . ?
C00A N006 N004 108.99(13) . . ?
N005 C007 C008 132.21(14) . . ?
N005 C007 C00B 116.52(13) . . ?
C008 C007 C00B 111.24(12) . . ?
C00D C008 C007 118.48(14) . . ?
C00F C008 C007 122.09(14) . . ?
C00F C008 C00D 118.91(14) . . ?
C00C C009 N004 120.76(15) . . ?
C00C C009 C00Q 119.03(15) . . ?
C00Q C009 N004 120.17(14) . . ?
N006 C00A C00H 113.35(14) . . ?
N006 C00A C00M 122.47(15) . . ?
C00M C00A C00H 124.11(15) . . ?
N004 C00B C007 113.67(12) . . ?
N004 C00B H00B 110.6 . . ?
N004 C00B C00H 101.64(12) . . ?
C007 C00B H00B 110.6 . . ?
C007 C00B C00H 109.24(12) . . ?
C00H C00B H00B 110.6 . . ?
C009 C00C H00C 119.9 . . ?
C00K C00C C009 120.24(15) . . ?
C00K C00C H00C 119.9 . . ?
C008 C00D H00D 119.7 . . ?
C00O C00D C008 120.51(15) . . ?
C00O C00D H00D 119.7 . . ?
O001 C00E C00W 111.31(14) . . ?
C00N C00E O001 123.34(15) . . ?
C00N C00E C00W 125.34(15) . . ?
C008 C00F H00F 119.9 . . ?
C00R C00F C008 120.20(15) . . ?
C00R C00F H00F 119.9 . . ?
O001 C00G C00J 102.71(12) . . ?
O001 C00G C00S 107.26(12) . . ?
N005 C00G O001 113.47(12) . . ?
N005 C00G C00J 109.62(13) . . ?
N005 C00G C00S 109.51(13) . . ?
C00S C00G C00J 114.22(14) . . ?
C00A C00H C00B 99.64(12) . . ?
C00A C00H H00H 110.2 . . ?
C00A C00H C00I 112.78(13) . . ?
C00B C00H H00H 110.2 . . ?
C00I C00H C00B 113.28(13) . . ?
C00I C00H H00H 110.2 . . ?
C00P C00I C00H 121.11(15) . . ?
C00T C00I C00H 119.51(15) . . ?
C00T C00I C00P 119.30(15) . . ?
C00G C00J H00J 107.1 . . ?
C00G C00J C00W 103.32(12) . . ?
C00W C00J H00J 107.1 . . ?
C013 C00J C00G 114.83(14) . . ?
C013 C00J H00J 107.1 . . ?
C013 C00J C00W 116.92(15) . . ?
C00C C00K H00K 119.7 . . ?
C00V C00K C00C 120.63(15) . . ?
C00V C00K H00K 119.7 . . ?
O002 C00L C00N 113.92(14) . . ?
O003 C00L O002 122.69(16) . . ?
O003 C00L C00N 123.39(17) . . ?
C00X C00M C00A 120.90(16) . . ?
C00Z C00M C00A 120.34(16) . . ?
C00Z C00M C00X 118.75(16) . . ?
C00E C00N C00L 129.23(16) . . ?
C00E C00N H00N 115.4 . . ?
C00L C00N H00N 115.4 . . ?
C00D C00O H00O 120.0 . . ?
C00D C00O C00Y 119.91(16) . . ?
C00Y C00O H00O 120.0 . . ?
C00I C00P H00P 120.0 . . ?
C010 C00P C00I 119.97(17) . . ?
C010 C00P H00P 120.0 . . ?
C009 C00Q H00Q 120.0 . . ?
C00U C00Q C009 120.08(16) . . ?
C00U C00Q H00Q 120.0 . . ?
C00F C00R H00R 119.8 . . ?
C00F C00R C00Y 120.37(16) . . ?
C00Y C00R H00R 119.8 . . ?
C00G C00S H00A 109.5 . . ?
C00G C00S H00E 109.5 . . ?
C00G C00S H00G 109.5 . . ?
H00A C00S H00E 109.5 . . ?
H00A C00S H00G 109.5 . . ?
H00E C00S H00G 109.5 . . ?
C00I C00T H00T 119.8 . . ?
C018 C00T C00I 120.31(18) . . ?
C018 C00T H00T 119.8 . . ?
C00Q C00U H00U 119.5 . . ?
C00V C00U C00Q 121.00(16) . . ?
C00V C00U H00U 119.5 . . ?
C00K C00V H00V 120.5 . . ?
C00U C00V C00K 119.00(16) . . ?
C00U C00V H00V 120.5 . . ?
C00E C00W C00J 100.02(13) . . ?
C00E C00W C012 109.43(14) . . ?
C00E C00W C019 112.44(14) . . ?
C012 C00W C00J 113.39(14) . . ?
C019 C00W C00J 111.57(15) . . ?
C019 C00W C012 109.72(15) . . ?
C00M C00X H00X 119.8 . . ?
C015 C00X C00M 120.34(19) . . ?
C015 C00X H00X 119.8 . . ?
C00O C00Y C00R 119.99(16) . . ?
C00O C00Y H00Y 120.0 . . ?
C00R C00Y H00Y 120.0 . . ?
C00M C00Z H00Z 119.8 . . ?
C017 C00Z C00M 120.45(19) . . ?
C017 C00Z H00Z 119.8 . . ?
C00P C010 H010 119.7 . . ?
C016 C010 C00P 120.58(19) . . ?
C016 C010 H010 119.7 . . ?
O002 C011 H01A 109.5 . . ?
O002 C011 H01B 109.5 . . ?
O002 C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
C00W C012 H01D 109.5 . . ?
C00W C012 H01E 109.5 . . ?
C00W C012 H01F 109.5 . . ?
H01D C012 H01E 109.5 . . ?
H01D C012 H01F 109.5 . . ?
H01E C012 H01F 109.5 . . ?
C00J C013 H01G 109.5 . . ?
C00J C013 H01H 109.5 . . ?
C00J C013 H01I 109.5 . . ?
H01G C013 H01H 109.5 . . ?
H01G C013 H01I 109.5 . . ?
H01H C013 H01I 109.5 . . ?
C015 C014 H014 120.2 . . ?
C017 C014 H014 120.2 . . ?
C017 C014 C015 119.58(17) . . ?
C00X C015 C014 120.50(19) . . ?
C00X C015 H015 119.7 . . ?
C014 C015 H015 119.7 . . ?
C010 C016 H016 120.1 . . ?
C010 C016 C018 119.71(17) . . ?
C018 C016 H016 120.1 . . ?
C00Z C017 H017 119.8 . . ?
C014 C017 C00Z 120.4(2) . . ?
C014 C017 H017 119.8 . . ?
C00T C018 C016 120.11(18) . . ?
C00T C018 H018 119.9 . . ?
C016 C018 H018 119.9 . . ?
C00W C019 H01J 109.5 . . ?
C00W C019 H01K 109.5 . . ?
C00W C019 H01L 109.5 . . ?
H01J C019 H01K 109.5 . . ?
H01J C019 H01L 109.5 . . ?
H01K C019 H01L 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 C00E C00N C00L 0.9(3) . . . . ?
O001 C00E C00W C00J -19.69(16) . . . . ?
O001 C00E C00W C012 99.64(15) . . . . ?
O001 C00E C00W C019 -138.16(15) . . . . ?
O001 C00G C00J C00W -33.39(15) . . . . ?
O001 C00G C00J C013 -161.86(14) . . . . ?
O002 C00L C00N C00E 4.7(3) . . . . ?
O003 C00L C00N C00E -175.02(17) . . . . ?
N004 N006 C00A C00H -1.67(18) . . . . ?
N004 N006 C00A C00M -178.73(14) . . . . ?
N004 C009 C00C C00K 179.67(14) . . . . ?
N004 C009 C00Q C00U -179.29(16) . . . . ?
N004 C00B C00H C00A -21.15(14) . . . . ?
N004 C00B C00H C00I 98.89(15) . . . . ?
N005 C007 C008 C00D -119.13(19) . . . . ?
N005 C007 C008 C00F 69.2(2) . . . . ?
N005 C007 C00B N004 10.14(19) . . . . ?
N005 C007 C00B C00H -102.60(15) . . . . ?
N005 C00G C00J C00W 87.53(14) . . . . ?
N005 C00G C00J C013 -40.95(19) . . . . ?
N006 N004 C009 C00C 165.72(14) . . . . ?
N006 N004 C009 C00Q -16.6(2) . . . . ?
N006 N004 C00B C007 -94.38(15) . . . . ?
N006 N004 C00B C00H 22.87(15) . . . . ?
N006 C00A C00H C00B 15.21(17) . . . . ?
N006 C00A C00H C00I -105.20(16) . . . . ?
N006 C00A C00M C00X 14.1(2) . . . . ?
N006 C00A C00M C00Z -164.91(16) . . . . ?
C007 N005 C00G O001 -44.1(2) . . . . ?
C007 N005 C00G C00J -158.24(15) . . . . ?
C007 N005 C00G C00S 75.73(19) . . . . ?
C007 C008 C00D C00O -175.11(14) . . . . ?
C007 C008 C00F C00R 172.31(15) . . . . ?
C007 C00B C00H C00A 99.25(13) . . . . ?
C007 C00B C00H C00I -140.71(14) . . . . ?
C008 C007 C00B N004 -171.54(12) . . . . ?
C008 C007 C00B C00H 75.73(15) . . . . ?
C008 C00D C00O C00Y 3.1(2) . . . . ?
C008 C00F C00R C00Y 1.9(2) . . . . ?
C009 N004 N006 C00A -167.82(14) . . . . ?
C009 N004 C00B C007 57.48(19) . . . . ?
C009 N004 C00B C00H 174.72(13) . . . . ?
C009 C00C C00K C00V -1.2(2) . . . . ?
C009 C00Q C00U C00V 0.4(3) . . . . ?
C00A C00H C00I C00P 25.5(2) . . . . ?
C00A C00H C00I C00T -157.83(15) . . . . ?
C00A C00M C00X C015 -178.50(16) . . . . ?
C00A C00M C00Z C017 177.88(17) . . . . ?
C00B N004 N006 C00A -14.28(17) . . . . ?
C00B N004 C009 C00C 15.9(2) . . . . ?
C00B N004 C009 C00Q -166.37(15) . . . . ?
C00B C007 C008 C00D 62.90(17) . . . . ?
C00B C007 C008 C00F -108.75(16) . . . . ?
C00B C00H C00I C00P -86.74(18) . . . . ?
C00B C00H C00I C00T 89.93(18) . . . . ?
C00C C009 C00Q C00U -1.5(2) . . . . ?
C00C C00K C00V C00U 0.0(3) . . . . ?
C00D C008 C00F C00R 0.7(2) . . . . ?
C00D C00O C00Y C00R -0.5(3) . . . . ?
C00E O001 C00G N005 -96.09(14) . . . . ?
C00E O001 C00G C00J 22.15(15) . . . . ?
C00E O001 C00G C00S 142.84(13) . . . . ?
C00F C008 C00D C00O -3.2(2) . . . . ?
C00F C00R C00Y C00O -2.0(3) . . . . ?
C00G O001 C00E C00N 177.81(15) . . . . ?
C00G O001 C00E C00W -1.41(17) . . . . ?
C00G N005 C007 C008 5.6(3) . . . . ?
C00G N005 C007 C00B -176.47(13) . . . . ?
C00G C00J C00W C00E 31.58(15) . . . . ?
C00G C00J C00W C012 -84.81(16) . . . . ?
C00G C00J C00W C019 150.70(14) . . . . ?
C00H C00A C00M C00X -162.64(15) . . . . ?
C00H C00A C00M C00Z 18.3(2) . . . . ?
C00H C00I C00P C010 174.71(15) . . . . ?
C00H C00I C00T C018 -175.22(15) . . . . ?
C00I C00P C010 C016 0.9(3) . . . . ?
C00I C00T C018 C016 0.0(3) . . . . ?
C00M C00A C00H C00B -167.79(14) . . . . ?
C00M C00A C00H C00I 71.81(19) . . . . ?
C00M C00X C015 C014 0.4(3) . . . . ?
C00M C00Z C017 C014 0.9(3) . . . . ?
C00N C00E C00W C00J 161.12(16) . . . . ?
C00N C00E C00W C012 -79.6(2) . . . . ?
C00N C00E C00W C019 42.6(2) . . . . ?
C00P C00I C00T C018 1.5(2) . . . . ?
C00P C010 C016 C018 0.7(3) . . . . ?
C00Q C009 C00C C00K 1.9(2) . . . . ?
C00Q C00U C00V C00K 0.4(3) . . . . ?
C00S C00G C00J C00W -149.17(14) . . . . ?
C00S C00G C00J C013 82.36(18) . . . . ?
C00T C00I C00P C010 -2.0(2) . . . . ?
C00W C00E C00N C00L -179.98(16) . . . . ?
C00X C00M C00Z C017 -1.2(3) . . . . ?
C00Z C00M C00X C015 0.5(3) . . . . ?
C010 C016 C018 C00T -1.1(3) . . . . ?
C011 O002 C00L O003 1.4(2) . . . . ?
C011 O002 C00L C00N -178.32(14) . . . . ?
C013 C00J C00W C00E 158.75(14) . . . . ?
C013 C00J C00W C012 42.4(2) . . . . ?
C013 C00J C00W C019 -82.13(19) . . . . ?
C015 C014 C017 C00Z 0.0(3) . . . . ?
C017 C014 C015 C00X -0.6(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 2.909
_oxdiff_exptl_absorpt_empirical_full_min 0.380
####################################################################### 
# 
# 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_20231228-mdl-ncm-7-279_auto
_database_code_depnum_ccdc_archive 'CCDC 2394320'
loop_
_audit_author_name
_audit_author_address
'Dong-Liang Mo'
;Guangxi Normal University
China
;
_audit_update_record             
;
2024-10-28 deposited with the CCDC.	2025-03-03 downloaded from the CCDC.
;
_audit_creation_date             2024-01-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28 Br N3 O, C H2 Cl2'
_chemical_formula_sum            'C33 H30 Br Cl2 N3 O'
_chemical_formula_weight         635.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Br'
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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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           9
_space_group_name_H-M_alt        'I 1 a 1'
_space_group_name_Hall           'I -2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z'
'x+1/2, y+1/2, z+1/2'
'x+1, -y+1/2, z+1/2'

_cell_length_a                   18.4332(3)
_cell_length_b                   10.5214(2)
_cell_length_c                   16.2967(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.1201(17)
_cell_angle_gamma                90
_cell_volume                     3065.12(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8038
_cell_measurement_temperature    272(2)
_cell_measurement_theta_max      72.9000
_cell_measurement_theta_min      4.8480
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.666
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.95a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11579
_diffrn_reflns_point_group_measured_fraction_full 0.631
_diffrn_reflns_point_group_measured_fraction_max 0.599
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.244
_diffrn_reflns_theta_min         4.877
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      272(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -130.00 -36.00   0.50    0.30    -- -103.75 178.00  90.00  188
  2  ω    -84.00  10.00   0.50    0.10    --  -37.45 103.00 -23.00  188
  3  ω    -84.00 -23.00   0.50    0.30    -- -103.75 103.00 -23.00  122
  4  ω    -82.00 -37.00   0.50    0.30    -- -103.75 111.00 -60.00   90
  5  ω    -51.00 -22.00   0.50    0.30    -- -103.75  45.00 -90.00   58
  6  ω    -62.00 -28.00   0.50    0.30    -- -103.75  61.00 -90.00   68
  7  ω    -71.00 -28.00   0.50    0.30    -- -103.75  61.00 -60.00   86
  8  ω    -71.00 -28.00   0.50    0.30    -- -103.75  61.00 -30.00   86
  9  ω    -71.00 -31.00   0.50    0.30    -- -103.75  61.00  60.00   80
 10  ω    -71.00 -28.00   0.50    0.30    -- -103.75  61.00 120.00   86
 11  ω    -51.00 -22.00   0.50    0.30    -- -103.75  45.00 150.00   58
 12  ω    -51.00 -22.00   0.50    0.30    -- -103.75  45.00  90.00   58
 13  ω    -51.00 -22.00   0.50    0.30    -- -103.75  45.00   0.00   58
 14  ω    -51.00 -26.00   0.50    0.30    -- -103.75  45.00 -30.00   50
 15  ω    -51.00 -22.00   0.50    0.30    -- -103.75  45.00-150.00   58
 16  ω    -51.00 -22.00   0.50    0.30    -- -103.75  45.00-180.00   58
 17  ω   -177.00 -81.00   0.50    0.30    -- -103.75-103.00-125.00  192
 18  ω   -177.00 -81.00   0.50    0.30    -- -103.75-103.00-125.00  192
 19  ω    -26.00  45.00   0.50    0.10    --  -37.45  19.00-120.00  142
 20  ω    -26.00  45.00   0.50    0.10    --  -37.45  19.00 -60.00  142
 21  ω    -26.00  45.00   0.50    0.10    --  -37.45  19.00 -30.00  142
 22  ω    -26.00  45.00   0.50    0.10    --  -37.45  19.00  90.00  142
 23  ω     76.00 178.00   0.50    0.30    --  110.61  45.00  60.00  204
 24  ω    103.00 178.00   0.50    0.30    --  110.61 103.00 -23.00  150
 25  ω     60.00 120.00   0.50    0.10    --   37.45 178.00-150.00  120
 26  ω     12.00  87.00   0.50    0.10    --   37.45-103.00-125.00  150
 27  ω     28.00 110.00   0.50    0.30    --  110.61-103.00-125.00  164
 28  ω     65.00 105.00   0.50    0.30    --  110.61 -77.00-120.00   80
 29  ω     41.00  71.00   0.50    0.30    --  110.61 -61.00  90.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0146327000
_diffrn_orient_matrix_UB_12      0.0376316000
_diffrn_orient_matrix_UB_13      0.0858428000
_diffrn_orient_matrix_UB_21      -0.0281431000
_diffrn_orient_matrix_UB_22      -0.1355508000
_diffrn_orient_matrix_UB_23      0.0102534000
_diffrn_orient_matrix_UB_31      0.0801770000
_diffrn_orient_matrix_UB_32      -0.0406992000
_diffrn_orient_matrix_UB_33      0.0449494000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.252
_reflns_Friedel_fraction_full    0.261
_reflns_Friedel_fraction_max     0.242
_reflns_number_gt                3502
_reflns_number_total             3682
_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 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_coef       0.0016(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         3682
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0582
_refine_ls_restrained_S_all      1.133
_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)+(0.1216P)²+0.9156P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1746
_refine_ls_wR_factor_ref         0.1767
_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 Ternary CH refined with riding coordinates:
 C9(H9), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C17(H17), C21(H21), C33(H33), C15(H15), C13(H13), C22(H22),
 C37(H37), C35(H35), C19(H19), C16(H16), C36(H36), C27(H27), C34(H34), C14(H14),
  C5(H5), C20(H20), C23(H23), C6(H6)
2.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Br31 Br 0.45800(4) 0.86774(11) 0.84788(4) 0.0819(4) Uani 1 1 d . . . . .
N7 N 0.5530(3) 0.3714(5) 0.5014(3) 0.0412(10) Uani 1 1 d . . . . .
C9 C 0.6406(3) 0.4720(5) 0.6088(3) 0.0362(10) Uani 1 1 d . . . . .
H9 H 0.664663 0.450854 0.667709 0.043 Uiso 1 1 calc R U . . .
C4 C 0.4888(4) 0.7609(6) 0.7693(4) 0.0474(13) Uani 1 1 d . . . . .
C24 C 0.6341(3) 0.2299(5) 0.6079(3) 0.0371(10) Uani 1 1 d . . . . .
N25 N 0.6997(3) 0.2031(5) 0.6532(3) 0.0414(10) Uani 1 1 d . . . . .
C2 C 0.4587(3) 0.6212(6) 0.6500(4) 0.0416(11) Uani 1 1 d . . . . .
H2 H 0.423259 0.582358 0.606785 0.050 Uiso 1 1 calc R U . . .
C3 C 0.4353(3) 0.7003(6) 0.7068(4) 0.0465(12) Uani 1 1 d . . . . .
H3 H 0.384595 0.712477 0.703058 0.056 Uiso 1 1 calc R U . . .
C1 C 0.5349(3) 0.5990(5) 0.6568(3) 0.0370(10) Uani 1 1 d . . . . .
C18 C 0.6856(3) 0.5732(5) 0.5764(3) 0.0395(11) Uani 1 1 d . . . . .
N11 N 0.5132(3) 0.4533(5) 0.5398(3) 0.0405(9) Uani 1 1 d . . . . .
C17 C 0.4366(4) 0.2979(7) 0.4083(4) 0.0536(14) Uani 1 1 d . . . . .
H17 H 0.410238 0.358181 0.431050 0.064 Uiso 1 1 calc R U . . .
C21 C 0.7722(4) 0.7516(7) 0.5173(5) 0.0607(17) Uani 1 1 d . . . . .
H21 H 0.800856 0.810805 0.496816 0.073 Uiso 1 1 calc R U . . .
C33 C 0.5628(4) 0.0283(7) 0.5723(5) 0.0545(14) Uani 1 1 d . . . . .
H33 H 0.600159 0.000507 0.547109 0.065 Uiso 1 1 calc R U . . .
C26 C 0.7153(4) 0.0971(6) 0.7135(4) 0.0483(13) Uani 1 1 d . . . . .
C10 C 0.5596(3) 0.5103(5) 0.6009(3) 0.0369(10) Uani 1 1 d . . . . .
C15 C 0.4381(6) 0.1268(9) 0.3101(5) 0.071(2) Uani 1 1 d . . . . .
H15 H 0.412798 0.071785 0.268095 0.085 Uiso 1 1 calc R U . . .
C12 C 0.5134(3) 0.2898(6) 0.4367(3) 0.0418(11) Uani 1 1 d . . . . .
C13 C 0.5529(4) 0.2030(7) 0.4007(4) 0.0540(14) Uani 1 1 d . . . . .
H13 H 0.604807 0.199602 0.418452 0.065 Uiso 1 1 calc R U . . .
C8 C 0.6282(3) 0.3491(5) 0.5538(3) 0.0371(10) Uani 1 1 d . . . . .
H8 H 0.664246 0.345425 0.518531 0.044 Uiso 1 1 calc R U . . .
C22 C 0.6961(5) 0.7600(7) 0.4960(4) 0.0554(15) Uani 1 1 d . . . . .
H22 H 0.673299 0.826782 0.461799 0.066 Uiso 1 1 calc R U . . .
C37 C 0.5132(3) 0.1883(7) 0.6469(4) 0.0496(13) Uani 1 1 d . . . . .
H37 H 0.516227 0.268632 0.671406 0.059 Uiso 1 1 calc R U . . .
C35 C 0.4472(4) -0.0077(8) 0.6103(6) 0.0664(19) Uani 1 1 d . . . . .
H35 H 0.406351 -0.059377 0.610804 0.080 Uiso 1 1 calc R U . . .
C19 C 0.7629(3) 0.5665(8) 0.5989(5) 0.0561(15) Uani 1 1 d . . . . .
H19 H 0.786375 0.501593 0.634329 0.067 Uiso 1 1 calc R U . . .
C16 C 0.3988(5) 0.2154(9) 0.3453(5) 0.069(2) Uani 1 1 d . . . . .
H16 H 0.346957 0.219683 0.326878 0.083 Uiso 1 1 calc R U . . .
C32 C 0.5686(3) 0.1467(5) 0.6097(3) 0.0392(11) Uani 1 1 d . . . . .
C36 C 0.4529(4) 0.1095(8) 0.6476(6) 0.066(2) Uani 1 1 d . . . . .
H36 H 0.416049 0.136614 0.673762 0.079 Uiso 1 1 calc R U . . .
C27 C 0.6927(5) 0.1083(8) 0.7828(5) 0.0636(18) Uani 1 1 d . . . . .
H27 H 0.666389 0.181290 0.789595 0.076 Uiso 1 1 calc R U . . .
C28 C 0.7063(10) 0.0119(13) 0.8520(6) 0.108(5) Uani 1 1 d . . . . .
H28A H 0.717050 -0.068885 0.830263 0.162 Uiso 1 1 calc R U . . .
H28B H 0.662498 0.004511 0.873755 0.162 Uiso 1 1 calc R U . . .
H28C H 0.747951 0.037972 0.896628 0.162 Uiso 1 1 calc R U . . .
C29 C 0.7621(6) -0.0052(10) 0.6896(7) 0.083(3) Uani 1 1 d . . . . .
H29A H 0.734251 -0.047446 0.639534 0.125 Uiso 1 1 calc R U . . .
H29B H 0.775558 -0.065532 0.734981 0.125 Uiso 1 1 calc R U . . .
H29C H 0.806575 0.031313 0.678835 0.125 Uiso 1 1 calc R U . . .
Cl38 Cl 0.2363(2) 0.9768(3) 0.34621(18) 0.1013(9) Uani 1 1 d . . . . .
Cl40 Cl 0.2990(2) 0.7960(4) 0.47602(19) 0.1157(12) Uani 1 1 d . . . . .
C39 C 0.3102(7) 0.8767(12) 0.3852(8) 0.091(3) Uani 1 1 d . . . . .
H39A H 0.356238 0.925506 0.399250 0.109 Uiso 1 1 calc R U . . .
H39B H 0.314068 0.815289 0.342076 0.109 Uiso 1 1 calc R U . . .
C34 C 0.5020(5) -0.0499(8) 0.5716(6) 0.070(2) Uani 1 1 d . . . . .
H34 H 0.498044 -0.129217 0.545695 0.083 Uiso 1 1 calc R U . . .
C14 C 0.5150(6) 0.1211(8) 0.3379(5) 0.068(2) Uani 1 1 d . . . . .
H14 H 0.541584 0.062023 0.314416 0.082 Uiso 1 1 calc R U . . .
C5 C 0.5637(4) 0.7427(7) 0.7767(4) 0.0540(14) Uani 1 1 d . . . . .
H5 H 0.598803 0.782335 0.819806 0.065 Uiso 1 1 calc R U . . .
C20 C 0.8059(4) 0.6558(9) 0.5690(6) 0.067(2) Uani 1 1 d . . . . .
H20 H 0.857772 0.650123 0.584432 0.080 Uiso 1 1 calc R U . . .
O30 O 0.7584(2) 0.2721(5) 0.6504(3) 0.0575(11) Uani 1 1 d . . . . .
C23 C 0.6516(4) 0.6713(7) 0.5240(4) 0.0480(12) Uani 1 1 d . . . . .
H23 H 0.599739 0.677561 0.507778 0.058 Uiso 1 1 calc R U . . .
C6 C 0.5864(3) 0.6647(6) 0.7195(4) 0.0454(12) Uani 1 1 d . . . . .
H6 H 0.637272 0.655775 0.722809 0.055 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
Br31 C4 1.892(6) . ?
N7 N11 1.378(7) . ?
N7 C12 1.416(7) . ?
N7 C8 1.459(7) . ?
C9 H9 0.9800 . ?
C9 C18 1.521(7) . ?
C9 C10 1.521(7) . ?
C9 C8 1.557(7) . ?
C4 C3 1.388(9) . ?
C4 C5 1.369(10) . ?
C24 N25 1.286(8) . ?
C24 C8 1.521(8) . ?
C24 C32 1.497(7) . ?
N25 C26 1.468(8) . ?
N25 O30 1.314(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(8) . ?
C2 C1 1.401(7) . ?
C3 H3 0.9300 . ?
C1 C10 1.453(7) . ?
C1 C6 1.397(8) . ?
C18 C19 1.383(8) . ?
C18 C23 1.389(9) . ?
N11 C10 1.291(7) . ?
C17 H17 0.9300 . ?
C17 C12 1.380(10) . ?
C17 C16 1.394(10) . ?
C21 H21 0.9300 . ?
C21 C22 1.364(12) . ?
C21 C20 1.363(13) . ?
C33 H33 0.9300 . ?
C33 C32 1.380(9) . ?
C33 C34 1.389(11) . ?
C26 C27 1.300(10) . ?
C26 C29 1.489(11) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(14) . ?
C15 C14 1.380(16) . ?
C12 C13 1.385(9) . ?
C13 H13 0.9300 . ?
C13 C14 1.389(11) . ?
C8 H8 0.9800 . ?
C22 H22 0.9300 . ?
C22 C23 1.391(10) . ?
C37 H37 0.9300 . ?
C37 C32 1.380(8) . ?
C37 C36 1.390(10) . ?
C35 H35 0.9300 . ?
C35 C36 1.368(13) . ?
C35 C34 1.388(13) . ?
C19 H19 0.9300 . ?
C19 C20 1.391(11) . ?
C16 H16 0.9300 . ?
C36 H36 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.493(12) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
Cl38 C39 1.717(13) . ?
Cl40 C39 1.762(12) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C34 H34 0.9300 . ?
C14 H14 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.382(10) . ?
C20 H20 0.9300 . ?
C23 H23 0.9300 . ?
C6 H6 0.9300 . ?

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
N11 N7 C12 118.8(5) . . ?
N11 N7 C8 111.7(4) . . ?
C12 N7 C8 125.6(5) . . ?
C18 C9 H9 110.1 . . ?
C18 C9 C10 113.1(4) . . ?
C18 C9 C8 113.4(4) . . ?
C10 C9 H9 110.1 . . ?
C10 C9 C8 99.7(4) . . ?
C8 C9 H9 110.1 . . ?
C3 C4 Br31 119.5(5) . . ?
C5 C4 Br31 119.1(5) . . ?
C5 C4 C3 121.4(6) . . ?
N25 C24 C8 115.9(5) . . ?
N25 C24 C32 120.7(5) . . ?
C32 C24 C8 123.4(5) . . ?
C24 N25 C26 123.7(5) . . ?
C24 N25 O30 121.8(5) . . ?
O30 N25 C26 114.5(5) . . ?
C3 C2 H2 119.5 . . ?
C3 C2 C1 121.0(5) . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 118.9(5) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C2 C1 C10 121.3(5) . . ?
C6 C1 C2 117.7(5) . . ?
C6 C1 C10 121.0(5) . . ?
C19 C18 C9 119.1(5) . . ?
C19 C18 C23 118.8(6) . . ?
C23 C18 C9 122.1(5) . . ?
C10 N11 N7 108.3(4) . . ?
C12 C17 H17 120.1 . . ?
C12 C17 C16 119.8(7) . . ?
C16 C17 H17 120.1 . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.4(7) . . ?
C32 C33 H33 119.6 . . ?
C32 C33 C34 120.9(7) . . ?
C34 C33 H33 119.6 . . ?
N25 C26 C29 113.9(6) . . ?
C27 C26 N25 117.4(6) . . ?
C27 C26 C29 128.4(7) . . ?
C1 C10 C9 124.7(5) . . ?
N11 C10 C9 113.2(5) . . ?
N11 C10 C1 122.1(5) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.4(7) . . ?
C17 C12 N7 120.8(6) . . ?
C17 C12 C13 120.1(6) . . ?
C13 C12 N7 119.1(6) . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 119.9(7) . . ?
C14 C13 H13 120.0 . . ?
N7 C8 C9 100.9(4) . . ?
N7 C8 C24 113.3(4) . . ?
N7 C8 H8 110.2 . . ?
C9 C8 H8 110.2 . . ?
C24 C8 C9 111.8(4) . . ?
C24 C8 H8 110.2 . . ?
C21 C22 H22 119.2 . . ?
C21 C22 C23 121.6(7) . . ?
C23 C22 H22 119.2 . . ?
C32 C37 H37 120.2 . . ?
C32 C37 C36 119.6(7) . . ?
C36 C37 H37 120.2 . . ?
C36 C35 H35 119.8 . . ?
C36 C35 C34 120.3(7) . . ?
C34 C35 H35 119.8 . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C20 120.7(7) . . ?
C20 C19 H19 119.7 . . ?
C17 C16 H16 119.8 . . ?
C15 C16 C17 120.3(8) . . ?
C15 C16 H16 119.8 . . ?
C33 C32 C24 119.7(5) . . ?
C33 C32 C37 119.7(6) . . ?
C37 C32 C24 120.6(5) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 C37 120.6(7) . . ?
C35 C36 H36 119.7 . . ?
C26 C27 H27 117.8 . . ?
C26 C27 C28 124.4(10) . . ?
C28 C27 H27 117.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Cl38 C39 Cl40 111.2(7) . . ?
Cl38 C39 H39A 109.4 . . ?
Cl38 C39 H39B 109.4 . . ?
Cl40 C39 H39A 109.4 . . ?
Cl40 C39 H39B 109.4 . . ?
H39A C39 H39B 108.0 . . ?
C33 C34 H34 120.6 . . ?
C35 C34 C33 118.9(7) . . ?
C35 C34 H34 120.6 . . ?
C15 C14 C13 120.5(8) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.3(6) . . ?
C6 C5 H5 120.3 . . ?
C21 C20 C19 120.2(7) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C18 C23 C22 119.2(6) . . ?
C18 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C1 C6 H6 119.2 . . ?
C5 C6 C1 121.5(5) . . ?
C5 C6 H6 119.2 . . ?

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
Br31 C4 C3 C2 -179.4(5) . . . . ?
Br31 C4 C5 C6 180.0(5) . . . . ?
N7 N11 C10 C9 1.4(6) . . . . ?
N7 N11 C10 C1 -177.1(5) . . . . ?
N7 C12 C13 C14 179.2(6) . . . . ?
C9 C18 C19 C20 178.6(7) . . . . ?
C9 C18 C23 C22 -179.4(6) . . . . ?
C4 C5 C6 C1 -3.2(11) . . . . ?
C24 N25 C26 C27 -71.7(9) . . . . ?
C24 N25 C26 C29 113.8(8) . . . . ?
N25 C24 C8 N7 177.6(4) . . . . ?
N25 C24 C8 C9 -69.2(6) . . . . ?
N25 C24 C32 C33 -71.5(7) . . . . ?
N25 C24 C32 C37 109.8(7) . . . . ?
N25 C26 C27 C28 -177.8(9) . . . . ?
C2 C1 C10 C9 -174.4(5) . . . . ?
C2 C1 C10 N11 3.9(8) . . . . ?
C2 C1 C6 C5 4.2(9) . . . . ?
C3 C4 C5 C6 1.6(11) . . . . ?
C3 C2 C1 C10 176.1(5) . . . . ?
C3 C2 C1 C6 -3.6(9) . . . . ?
C1 C2 C3 C4 2.1(9) . . . . ?
C18 C9 C10 C1 -76.6(6) . . . . ?
C18 C9 C10 N11 104.9(5) . . . . ?
C18 C9 C8 N7 -98.3(5) . . . . ?
C18 C9 C8 C24 141.0(4) . . . . ?
C18 C19 C20 C21 0.2(13) . . . . ?
N11 N7 C12 C17 4.5(8) . . . . ?
N11 N7 C12 C13 -176.9(5) . . . . ?
N11 N7 C8 C9 -24.5(5) . . . . ?
N11 N7 C8 C24 95.2(5) . . . . ?
C17 C12 C13 C14 -2.2(10) . . . . ?
C21 C22 C23 C18 1.3(10) . . . . ?
C10 C9 C18 C19 163.6(5) . . . . ?
C10 C9 C18 C23 -17.3(7) . . . . ?
C10 C9 C8 N7 22.2(5) . . . . ?
C10 C9 C8 C24 -98.4(5) . . . . ?
C10 C1 C6 C5 -175.5(6) . . . . ?
C12 N7 N11 C10 174.7(5) . . . . ?
C12 N7 C8 C9 178.2(5) . . . . ?
C12 N7 C8 C24 -62.2(6) . . . . ?
C12 C17 C16 C15 -1.2(12) . . . . ?
C12 C13 C14 C15 1.0(12) . . . . ?
C8 N7 N11 C10 15.6(6) . . . . ?
C8 N7 C12 C17 160.4(5) . . . . ?
C8 N7 C12 C13 -21.0(8) . . . . ?
C8 C9 C18 C19 -83.8(7) . . . . ?
C8 C9 C18 C23 95.2(6) . . . . ?
C8 C9 C10 C1 162.6(5) . . . . ?
C8 C9 C10 N11 -15.8(5) . . . . ?
C8 C24 N25 C26 175.7(5) . . . . ?
C8 C24 N25 O30 -2.4(7) . . . . ?
C8 C24 C32 C33 108.4(7) . . . . ?
C8 C24 C32 C37 -70.2(7) . . . . ?
C22 C21 C20 C19 0.8(13) . . . . ?
C19 C18 C23 C22 -0.3(9) . . . . ?
C16 C17 C12 N7 -179.2(6) . . . . ?
C16 C17 C12 C13 2.3(10) . . . . ?
C16 C15 C14 C13 0.1(13) . . . . ?
C32 C24 N25 C26 -4.4(8) . . . . ?
C32 C24 N25 O30 177.6(5) . . . . ?
C32 C24 C8 N7 -2.3(7) . . . . ?
C32 C24 C8 C9 110.8(5) . . . . ?
C32 C33 C34 C35 -0.8(13) . . . . ?
C32 C37 C36 C35 -1.4(12) . . . . ?
C36 C37 C32 C24 179.8(6) . . . . ?
C36 C37 C32 C33 1.2(10) . . . . ?
C36 C35 C34 C33 0.6(13) . . . . ?
C29 C26 C27 C28 -4.2(16) . . . . ?
C34 C33 C32 C24 -178.8(7) . . . . ?
C34 C33 C32 C37 -0.1(11) . . . . ?
C34 C35 C36 C37 0.5(13) . . . . ?
C14 C15 C16 C17 0.0(13) . . . . ?
C5 C4 C3 C2 -1.0(10) . . . . ?
C20 C21 C22 C23 -1.6(12) . . . . ?
O30 N25 C26 C27 106.5(7) . . . . ?
O30 N25 C26 C29 -68.0(9) . . . . ?
C23 C18 C19 C20 -0.5(11) . . . . ?
C6 C1 C10 C9 5.3(8) . . . . ?
C6 C1 C10 N11 -176.5(6) . . . . ?

_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 1.873
_oxdiff_exptl_absorpt_empirical_full_min 0.477
