# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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. 
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data_vh00220a_0m
_database_code_depnum_ccdc_archive 'CCDC 2095490'
loop_
_audit_author_name
_audit_author_address
'Francisco Jose Fernandez-de-Cordova Martin'
;Instituto de Investigaciones Quimicas (CSIC US)
Spain
;
_audit_update_record             
;
2021-07-09 deposited with the CCDC.	2021-11-09 downloaded from the CCDC.
;
_audit_creation_date             2020-11-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 Br N'
_chemical_formula_sum            'C21 H18 Br N'
_chemical_formula_weight         364.27
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   8.5430(7)
_cell_length_b                   9.4062(7)
_cell_length_c                   20.5580(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1652.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5849
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      26.58
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.692
_exptl_absorpt_coefficient_mu    2.487
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6505
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0884 before and 0.0721 after correction.
The Ratio of minimum to maximum transmission is 0.8723.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prism
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            16776
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.314
_diffrn_reflns_theta_min         2.381
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.740
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                3346
_reflns_number_total             4097
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.494
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 
;
 Flack x determined using 1182 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.015(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         4097
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.013
_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)+(0.0314P)²+0.0328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0756
_refine_ls_wR_factor_ref         0.0805
_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:
 C5(H5), C6(H6)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C9(H9), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_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
Br1 Br 0.92300(5) 0.26184(5) 0.49432(2) 0.03878(14) Uani 1 1 d . . . . .
N1 N 0.4979(4) 0.3961(4) 0.22198(15) 0.0322(8) Uani 1 1 d . . . . .
H1 H 0.594054 0.363767 0.217917 0.039 Uiso 1 1 calc R U . . .
C1 C 0.7754(5) 0.3220(4) 0.43092(17) 0.0263(8) Uani 1 1 d . . . . .
C2 C 0.7043(5) 0.4533(4) 0.43725(18) 0.0280(9) Uani 1 1 d . . . . .
H2 H 0.726873 0.512584 0.473481 0.034 Uiso 1 1 calc R U . . .
C3 C 0.6000(5) 0.4968(4) 0.38999(18) 0.0272(9) Uani 1 1 d . . . . .
H3 H 0.552763 0.587934 0.393491 0.033 Uiso 1 1 calc R U . . .
C4 C 0.5623(5) 0.4101(4) 0.33722(16) 0.0229(7) Uani 1 1 d . . . . .
C5 C 0.4549(5) 0.4640(4) 0.28410(18) 0.0278(9) Uani 1 1 d . . . . .
H5 H 0.476523 0.567883 0.279143 0.033 Uiso 1 1 calc R U . . .
C6 C 0.2795(5) 0.4491(4) 0.29801(19) 0.0307(9) Uani 1 1 d . . . . .
H6 H 0.224823 0.499030 0.261570 0.037 Uiso 1 1 calc R U . . .
C7 C 0.2252(5) 0.2960(4) 0.29514(18) 0.0289(9) Uani 1 1 d . . . . .
C8 C 0.2071(4) 0.2305(4) 0.23433(17) 0.0277(8) Uani 1 1 d . . . . .
C9 C 0.1483(5) 0.0929(4) 0.2310(2) 0.0313(9) Uani 1 1 d . . . . .
H9 H 0.134866 0.048888 0.189764 0.038 Uiso 1 1 calc R U . . .
C10 C 0.1088(5) 0.0186(5) 0.2873(2) 0.0367(10) Uani 1 1 d . . . . .
H10 H 0.067488 -0.074968 0.284411 0.044 Uiso 1 1 calc R U . . .
C11 C 0.7413(5) 0.2334(4) 0.37964(17) 0.0297(8) Uani 1 1 d . . . . .
H11 H 0.790713 0.143321 0.375923 0.036 Uiso 1 1 calc R U . . .
C12 C 0.6333(5) 0.2777(4) 0.33341(18) 0.0283(8) Uani 1 1 d . . . . .
H12 H 0.607546 0.216038 0.298407 0.034 Uiso 1 1 calc R U . . .
C13 C 0.2541(5) 0.3051(4) 0.17316(17) 0.0254(8) Uani 1 1 d . . . . .
C14 C 0.3964(5) 0.3795(4) 0.16890(17) 0.0271(9) Uani 1 1 d . . . . .
C15 C 0.4465(6) 0.4259(4) 0.10771(18) 0.0332(10) Uani 1 1 d . . . . .
H15 H 0.544113 0.473512 0.103900 0.040 Uiso 1 1 calc R U . . .
C16 C 0.3573(6) 0.4040(5) 0.0529(2) 0.0383(11) Uani 1 1 d . . . . .
H16 H 0.395504 0.433705 0.011693 0.046 Uiso 1 1 calc R U . . .
C17 C 0.2127(6) 0.3392(4) 0.0573(2) 0.0366(11) Uani 1 1 d . . . . .
H17 H 0.148556 0.328531 0.019858 0.044 Uiso 1 1 calc R U . . .
C18 C 0.1633(5) 0.2902(4) 0.11719(19) 0.0313(9) Uani 1 1 d . . . . .
H18 H 0.064166 0.244857 0.120388 0.038 Uiso 1 1 calc R U . . .
C19 C 0.1302(6) 0.0816(5) 0.3469(2) 0.0411(11) Uani 1 1 d . . . . .
H19 H 0.106492 0.030134 0.385418 0.049 Uiso 1 1 calc R U . . .
C20 C 0.1859(4) 0.2194(5) 0.3512(2) 0.0361(11) Uani 1 1 d . . . . .
H20 H 0.197558 0.262605 0.392740 0.043 Uiso 1 1 calc R U . . .
C21 C 0.2324(6) 0.5279(5) 0.3601(2) 0.0434(11) Uani 1 1 d . . . . .
H21A H 0.120132 0.514992 0.367897 0.065 Uiso 1 1 calc R U . . .
H21B H 0.255294 0.629467 0.355183 0.065 Uiso 1 1 calc R U . . .
H21C H 0.291619 0.489865 0.397040 0.065 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
Br1 C1 1.900(4) . ?
N1 H1 0.8800 . ?
N1 C5 1.474(5) . ?
N1 C14 1.402(5) . ?
C1 C2 1.383(6) . ?
C1 C11 1.375(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.380(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(5) . ?
C4 C5 1.514(5) . ?
C4 C12 1.388(5) . ?
C5 H5 1.0000 . ?
C5 C6 1.532(6) . ?
C6 H6 1.0000 . ?
C6 C7 1.514(6) . ?
C6 C21 1.531(5) . ?
C7 C8 1.402(5) . ?
C7 C20 1.401(6) . ?
C8 C9 1.391(6) . ?
C8 C13 1.495(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.393(6) . ?
C10 H10 0.9500 . ?
C10 C19 1.374(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.406(6) . ?
C13 C18 1.395(5) . ?
C14 C15 1.398(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.376(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.380(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(6) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.384(7) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C5 N1 H1 117.7 . . ?
C14 N1 H1 117.7 . . ?
C14 N1 C5 124.6(3) . . ?
C2 C1 Br1 119.5(3) . . ?
C11 C1 Br1 119.1(3) . . ?
C11 C1 C2 121.4(4) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.8(3) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.5(4) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C5 120.4(3) . . ?
C12 C4 C3 117.9(4) . . ?
C12 C4 C5 121.6(3) . . ?
N1 C5 C4 109.2(3) . . ?
N1 C5 H5 106.8 . . ?
N1 C5 C6 111.5(3) . . ?
C4 C5 H5 106.8 . . ?
C4 C5 C6 115.3(3) . . ?
C6 C5 H5 106.8 . . ?
C5 C6 H6 105.9 . . ?
C5 C6 C21 111.6(4) . . ?
C7 C6 C5 112.3(3) . . ?
C7 C6 H6 105.9 . . ?
C7 C6 C21 114.4(4) . . ?
C21 C6 H6 105.9 . . ?
C8 C7 C6 119.1(4) . . ?
C20 C7 C6 122.0(4) . . ?
C20 C7 C8 118.8(4) . . ?
C7 C8 C13 121.0(4) . . ?
C9 C8 C7 119.5(4) . . ?
C9 C8 C13 119.5(3) . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.9(4) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 120.2 . . ?
C19 C10 C9 119.5(4) . . ?
C19 C10 H10 120.2 . . ?
C1 C11 H11 120.5 . . ?
C1 C11 C12 119.0(4) . . ?
C12 C11 H11 120.5 . . ?
C4 C12 H12 119.3 . . ?
C11 C12 C4 121.4(4) . . ?
C11 C12 H12 119.3 . . ?
C14 C13 C8 121.2(3) . . ?
C18 C13 C8 119.8(4) . . ?
C18 C13 C14 118.7(3) . . ?
N1 C14 C13 122.8(3) . . ?
C15 C14 N1 118.4(4) . . ?
C15 C14 C13 118.4(4) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 C14 121.4(4) . . ?
C16 C15 H15 119.3 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.7 . . ?
C16 C17 C18 118.6(4) . . ?
C18 C17 H17 120.7 . . ?
C13 C18 H18 118.9 . . ?
C17 C18 C13 122.1(4) . . ?
C17 C18 H18 118.9 . . ?
C10 C19 H19 119.8 . . ?
C10 C19 C20 120.5(4) . . ?
C20 C19 H19 119.8 . . ?
C7 C20 H20 119.6 . . ?
C19 C20 C7 120.7(4) . . ?
C19 C20 H20 119.6 . . ?
C6 C21 H21A 109.5 . . ?
C6 C21 H21B 109.5 . . ?
C6 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
Br1 C1 C2 C3 178.6(3) . . . . ?
Br1 C1 C11 C12 180.0(3) . . . . ?
N1 C5 C6 C7 53.9(4) . . . . ?
N1 C5 C6 C21 -176.2(3) . . . . ?
N1 C14 C15 C16 175.5(4) . . . . ?
C1 C2 C3 C4 1.6(6) . . . . ?
C1 C11 C12 C4 1.4(6) . . . . ?
C2 C1 C11 C12 0.2(6) . . . . ?
C2 C3 C4 C5 -176.4(4) . . . . ?
C2 C3 C4 C12 -0.1(6) . . . . ?
C3 C4 C5 N1 149.6(4) . . . . ?
C3 C4 C5 C6 -84.0(5) . . . . ?
C3 C4 C12 C11 -1.4(6) . . . . ?
C4 C5 C6 C7 -71.4(4) . . . . ?
C4 C5 C6 C21 58.6(5) . . . . ?
C5 N1 C14 C13 -58.5(5) . . . . ?
C5 N1 C14 C15 128.5(4) . . . . ?
C5 C4 C12 C11 174.8(4) . . . . ?
C5 C6 C7 C8 -75.5(5) . . . . ?
C5 C6 C7 C20 107.4(4) . . . . ?
C6 C7 C8 C9 -176.1(4) . . . . ?
C6 C7 C8 C13 5.6(6) . . . . ?
C6 C7 C20 C19 177.2(4) . . . . ?
C7 C8 C9 C10 -0.7(6) . . . . ?
C7 C8 C13 C14 44.2(5) . . . . ?
C7 C8 C13 C18 -141.9(4) . . . . ?
C8 C7 C20 C19 0.1(6) . . . . ?
C8 C9 C10 C19 -0.8(7) . . . . ?
C8 C13 C14 N1 -3.9(6) . . . . ?
C8 C13 C14 C15 169.1(4) . . . . ?
C8 C13 C18 C17 -170.4(4) . . . . ?
C9 C8 C13 C14 -134.1(4) . . . . ?
C9 C8 C13 C18 39.8(5) . . . . ?
C9 C10 C19 C20 2.0(7) . . . . ?
C10 C19 C20 C7 -1.6(7) . . . . ?
C11 C1 C2 C3 -1.6(6) . . . . ?
C12 C4 C5 N1 -26.5(5) . . . . ?
C12 C4 C5 C6 99.9(4) . . . . ?
C13 C8 C9 C10 177.6(4) . . . . ?
C13 C14 C15 C16 2.1(6) . . . . ?
C14 N1 C5 C4 156.4(3) . . . . ?
C14 N1 C5 C6 27.8(5) . . . . ?
C14 C13 C18 C17 3.7(6) . . . . ?
C14 C15 C16 C17 2.1(7) . . . . ?
C15 C16 C17 C18 -3.4(7) . . . . ?
C16 C17 C18 C13 0.5(6) . . . . ?
C18 C13 C14 N1 -177.9(3) . . . . ?
C18 C13 C14 C15 -4.9(6) . . . . ?
C20 C7 C8 C9 1.1(6) . . . . ?
C20 C7 C8 C13 -177.2(4) . . . . ?
C21 C6 C7 C8 155.9(4) . . . . ?
C21 C6 C7 C20 -21.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2 - Pentane'
####################################################################### 
# 
# 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_vh00120a_0m
_database_code_depnum_ccdc_archive 'CCDC 2095492'
loop_
_audit_author_name
_audit_author_address
'Francisco Jose Fernandez-de-Cordova Martin'
;Instituto de Investigaciones Quimicas (CSIC US)
Spain
;
_audit_update_record             
;
2021-07-09 deposited with the CCDC.	2021-11-09 downloaded from the CCDC.
;
_audit_creation_date             2020-11-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 Cl N'
_chemical_formula_sum            'C21 H18 Cl N'
_chemical_formula_weight         319.81
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   8.5150(2)
_cell_length_b                   9.3931(3)
_cell_length_c                   20.0650(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1604.84(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9365
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      30.33
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.924
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1347 before and 0.0698 after correction.
The Ratio of minimum to maximum transmission is 0.8444.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            15827
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.524
_diffrn_reflns_theta_min         2.598
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.752
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                4078
_reflns_number_total             4866
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 1514 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         4866
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      1.063
_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)+(0.0385P)²+0.3869P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1043
_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:
 C5(H5), C6(H6)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C8(H8), C9(H9), C11(H11), C12(H12), C15(H15),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_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
Cl1 Cl 0.08176(7) 0.26659(8) 0.50496(3) 0.03943(18) Uani 1 1 d . . . . .
N1 N 0.4990(2) 0.3930(3) 0.77715(9) 0.0300(5) Uani 1 1 d . . . . .
H1 H 0.403385 0.358223 0.780620 0.036 Uiso 1 1 calc R U . . .
C1 C 0.8940(3) 0.0177(3) 0.71200(13) 0.0362(6) Uani 1 1 d . . . . .
H1A H 0.934721 -0.076224 0.715143 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8529(3) 0.0930(3) 0.76925(12) 0.0298(5) Uani 1 1 d . . . . .
H2 H 0.866462 0.049678 0.811644 0.036 Uiso 1 1 calc R U . . .
C3 C 0.7924(2) 0.2307(3) 0.76556(10) 0.0255(4) Uani 1 1 d . . . . .
C4 C 0.7749(2) 0.2966(3) 0.70296(10) 0.0275(5) Uani 1 1 d . . . . .
C5 C 0.7203(3) 0.4490(3) 0.70029(11) 0.0293(5) Uani 1 1 d . . . . .
H5 H 0.774661 0.499188 0.737699 0.035 Uiso 1 1 calc R U . . .
C6 C 0.5430(3) 0.4634(3) 0.71392(10) 0.0264(5) Uani 1 1 d . . . . .
H6 H 0.520374 0.567182 0.719326 0.032 Uiso 1 1 calc R U . . .
C7 C 0.4359(3) 0.4084(3) 0.65890(10) 0.0233(4) Uani 1 1 d . . . . .
C8 C 0.3978(3) 0.4960(3) 0.60502(10) 0.0265(5) Uani 1 1 d . . . . .
H8 H 0.446119 0.586748 0.601024 0.032 Uiso 1 1 calc R U . . .
C9 C 0.2904(3) 0.4521(3) 0.55727(10) 0.0277(5) Uani 1 1 d . . . . .
H9 H 0.265364 0.512108 0.520668 0.033 Uiso 1 1 calc R U . . .
C10 C 0.2205(3) 0.3207(3) 0.56354(10) 0.0271(5) Uani 1 1 d . . . . .
C11 C 0.3662(3) 0.2750(3) 0.66262(11) 0.0271(4) Uani 1 1 d . . . . .
H11 H 0.394085 0.212669 0.697976 0.032 Uiso 1 1 calc R U . . .
C12 C 0.2565(3) 0.2307(3) 0.61571(11) 0.0295(5) Uani 1 1 d . . . . .
H12 H 0.207343 0.140329 0.619486 0.035 Uiso 1 1 calc R U . . .
C13 C 0.7435(3) 0.3050(2) 0.82783(10) 0.0242(4) Uani 1 1 d . . . . .
C14 C 0.6001(3) 0.3781(3) 0.83200(10) 0.0252(5) Uani 1 1 d . . . . .
C15 C 0.5472(3) 0.4242(3) 0.89447(11) 0.0309(5) Uani 1 1 d . . . . .
H15 H 0.448315 0.470539 0.897873 0.037 Uiso 1 1 calc R U . . .
C16 C 0.6364(3) 0.4034(3) 0.95138(11) 0.0360(6) Uani 1 1 d . . . . .
H16 H 0.597410 0.433354 0.993470 0.043 Uiso 1 1 calc R U . . .
C17 C 0.7821(3) 0.3391(3) 0.94700(11) 0.0343(6) Uani 1 1 d . . . . .
H17 H 0.845734 0.328748 0.985592 0.041 Uiso 1 1 calc R U . . .
C18 C 0.8345(3) 0.2899(3) 0.88572(11) 0.0292(5) Uani 1 1 d . . . . .
H18 H 0.934223 0.244886 0.882889 0.035 Uiso 1 1 calc R U . . .
C19 C 0.8743(3) 0.0822(4) 0.65029(13) 0.0406(7) Uani 1 1 d . . . . .
H19 H 0.900892 0.031923 0.610794 0.049 Uiso 1 1 calc R U . . .
C20 C 0.8162(3) 0.2191(4) 0.64614(11) 0.0359(6) Uani 1 1 d . . . . .
H20 H 0.803992 0.261794 0.603532 0.043 Uiso 1 1 calc R U . . .
C21 C 0.7672(3) 0.5277(4) 0.63649(13) 0.0430(7) Uani 1 1 d . . . . .
H21A H 0.881175 0.521326 0.630375 0.064 Uiso 1 1 calc R U . . .
H21B H 0.736365 0.627945 0.640048 0.064 Uiso 1 1 calc R U . . .
H21C H 0.714094 0.484272 0.598235 0.064 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
Cl1 C10 1.742(2) . ?
N1 H1 0.8800 . ?
N1 C6 1.479(3) . ?
N1 C14 1.404(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.394(3) . ?
C1 C19 1.389(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.394(4) . ?
C3 C4 1.408(3) . ?
C3 C13 1.491(3) . ?
C4 C5 1.506(4) . ?
C4 C20 1.398(3) . ?
C5 H5 1.0000 . ?
C5 C6 1.540(3) . ?
C5 C21 1.531(3) . ?
C6 H6 1.0000 . ?
C6 C7 1.522(3) . ?
C7 C8 1.397(3) . ?
C7 C11 1.388(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(4) . ?
C10 C12 1.380(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.403(3) . ?
C13 C18 1.403(3) . ?
C14 C15 1.401(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(3) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.380(4) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C6 N1 H1 117.9 . . ?
C14 N1 H1 117.9 . . ?
C14 N1 C6 124.16(19) . . ?
C2 C1 H1A 120.6 . . ?
C19 C1 H1A 120.6 . . ?
C19 C1 C2 118.9(3) . . ?
C1 C2 H2 119.3 . . ?
C1 C2 C3 121.3(2) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 119.6(2) . . ?
C2 C3 C13 119.5(2) . . ?
C4 C3 C13 120.8(2) . . ?
C3 C4 C5 118.8(2) . . ?
C20 C4 C3 118.2(2) . . ?
C20 C4 C5 122.9(2) . . ?
C4 C5 H5 106.2 . . ?
C4 C5 C6 112.3(2) . . ?
C4 C5 C21 114.1(2) . . ?
C6 C5 H5 106.2 . . ?
C21 C5 H5 106.2 . . ?
C21 C5 C6 111.2(2) . . ?
N1 C6 C5 111.19(18) . . ?
N1 C6 H6 107.1 . . ?
N1 C6 C7 108.57(19) . . ?
C5 C6 H6 107.1 . . ?
C7 C6 C5 115.39(18) . . ?
C7 C6 H6 107.1 . . ?
C8 C7 C6 120.0(2) . . ?
C11 C7 C6 121.56(19) . . ?
C11 C7 C8 118.3(2) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.8(2) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.2(2) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 Cl1 119.54(18) . . ?
C9 C10 C12 121.5(2) . . ?
C12 C10 Cl1 119.0(2) . . ?
C7 C11 H11 119.3 . . ?
C7 C11 C12 121.4(2) . . ?
C12 C11 H11 119.3 . . ?
C10 C12 C11 118.7(2) . . ?
C10 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C14 C13 C3 121.47(18) . . ?
C18 C13 C3 119.5(2) . . ?
C18 C13 C14 118.7(2) . . ?
C13 C14 N1 122.4(2) . . ?
C15 C14 N1 118.2(2) . . ?
C15 C14 C13 119.0(2) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.2(2) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.1(2) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.4(2) . . ?
C18 C17 H17 120.3 . . ?
C13 C18 H18 119.3 . . ?
C17 C18 C13 121.5(2) . . ?
C17 C18 H18 119.3 . . ?
C1 C19 H19 119.9 . . ?
C20 C19 C1 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C4 C20 H20 119.1 . . ?
C19 C20 C4 121.7(2) . . ?
C19 C20 H20 119.1 . . ?
C5 C21 H21A 109.5 . . ?
C5 C21 H21B 109.5 . . ?
C5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
Cl1 C10 C12 C11 -179.41(18) . . . . ?
N1 C6 C7 C8 149.8(2) . . . . ?
N1 C6 C7 C11 -26.2(3) . . . . ?
N1 C14 C15 C16 175.4(2) . . . . ?
C1 C2 C3 C4 -1.2(3) . . . . ?
C1 C2 C3 C13 177.3(2) . . . . ?
C1 C19 C20 C4 -0.3(4) . . . . ?
C2 C1 C19 C20 0.5(4) . . . . ?
C2 C3 C4 C5 -175.7(2) . . . . ?
C2 C3 C4 C20 1.4(3) . . . . ?
C2 C3 C13 C14 -133.9(2) . . . . ?
C2 C3 C13 C18 39.5(3) . . . . ?
C3 C4 C5 C6 -75.8(2) . . . . ?
C3 C4 C5 C21 156.5(2) . . . . ?
C3 C4 C20 C19 -0.6(3) . . . . ?
C3 C13 C14 N1 -3.9(4) . . . . ?
C3 C13 C14 C15 168.8(2) . . . . ?
C3 C13 C18 C17 -170.4(2) . . . . ?
C4 C3 C13 C14 44.6(3) . . . . ?
C4 C3 C13 C18 -142.0(2) . . . . ?
C4 C5 C6 N1 53.4(2) . . . . ?
C4 C5 C6 C7 -70.8(2) . . . . ?
C5 C4 C20 C19 176.3(2) . . . . ?
C5 C6 C7 C8 -84.7(3) . . . . ?
C5 C6 C7 C11 99.3(3) . . . . ?
C6 N1 C14 C13 -59.6(3) . . . . ?
C6 N1 C14 C15 127.7(3) . . . . ?
C6 C7 C8 C9 -174.7(2) . . . . ?
C6 C7 C11 C12 173.6(2) . . . . ?
C7 C8 C9 C10 0.2(3) . . . . ?
C7 C11 C12 C10 1.9(3) . . . . ?
C8 C7 C11 C12 -2.5(3) . . . . ?
C8 C9 C10 Cl1 178.38(18) . . . . ?
C8 C9 C10 C12 -0.9(3) . . . . ?
C9 C10 C12 C11 -0.1(3) . . . . ?
C11 C7 C8 C9 1.4(3) . . . . ?
C13 C3 C4 C5 5.8(3) . . . . ?
C13 C3 C4 C20 -177.1(2) . . . . ?
C13 C14 C15 C16 2.4(4) . . . . ?
C14 N1 C6 C5 29.2(3) . . . . ?
C14 N1 C6 C7 157.2(2) . . . . ?
C14 C13 C18 C17 3.3(4) . . . . ?
C14 C15 C16 C17 1.5(4) . . . . ?
C15 C16 C17 C18 -3.0(4) . . . . ?
C16 C17 C18 C13 0.6(4) . . . . ?
C18 C13 C14 N1 -177.4(2) . . . . ?
C18 C13 C14 C15 -4.7(3) . . . . ?
C19 C1 C2 C3 0.2(4) . . . . ?
C20 C4 C5 C6 107.3(2) . . . . ?
C20 C4 C5 C21 -20.4(3) . . . . ?
C21 C5 C6 N1 -177.4(2) . . . . ?
C21 C5 C6 C7 58.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2 - Pentane'
####################################################################### 
# 
# 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_vh0221a_0m
_database_code_depnum_ccdc_archive 'CCDC 2095491'
loop_
_audit_author_name
_audit_author_address
'Francisco Jose Fernandez-de-Cordova Martin'
;Instituto de Investigaciones Quimicas (CSIC US)
Spain
;
_audit_update_record             
;
2021-07-09 deposited with the CCDC.	2021-11-09 downloaded from the CCDC.
;
_audit_creation_date             2021-06-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H2 Cl2, 2(C27 H30 B N O2)'
_chemical_formula_sum            'C55 H62 B2 Cl2 N2 O4'
_chemical_formula_weight         907.58
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   10.4051(10)
_cell_length_b                   21.314(2)
_cell_length_c                   11.3738(12)
_cell_angle_alpha                90
_cell_angle_beta                 103.171(4)
_cell_angle_gamma                90
_cell_volume                     2456.0(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9821
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.65
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.915
_exptl_absorpt_coefficient_mu    0.180
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5363
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1435 before and 0.0863 after correction.
The Ratio of minimum to maximum transmission is 0.7195.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_av_unetI/netI     0.0620
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            47449
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.391
_diffrn_reflns_theta_min         2.010
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.943
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                9405
_reflns_number_total             10028
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details 
;
 Flack x determined using 4259 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     612
_refine_ls_number_reflns         10028
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0531
_refine_ls_restrained_S_all      1.069
_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)+(0.0730P)²+0.6246P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1278
_refine_ls_wR_factor_ref         0.1319
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 Cl2A, C55
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Cl2A \\sim C55: within 1.7A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 1.7A
4. Others
 Sof(HB)=Sof(HC)=Sof(Cl2A)=1-FVAR(1)
 Sof(H)=Sof(HA)=Sof(Cl2)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C5(HE), C6(HF), C32(H32), C33(H33)
5.b Secondary CH2 refined with riding coordinates:
 C55(H,HA), C55(HB,HC), C21(HT,HU), C48(H48A,H48B)
5.c Aromatic/amide H refined with riding coordinates:
 C7(HG), C8(HH), C9(HI), C10(HJ), C11(HK), C12(HL), C13(HM), C14(HN), C16(HO),
 C17(HP), C18(HQ), C19(HR), C20(HS), C34(H34), C35(H35), C36(H36), C37(H37),
 C38(H38), C39(H39), C40(H40), C41(H41), C43(H43), C44(H44), C45(H45), C46(H46),
  C47(H47)
5.d Idealised Me refined as rotating group:
 C24(HV,HW,HX), C25(HY,HZ,H1), C26(H3,H4,H5), C27(H6,H7,H8), C51(H51A,H51B,
 H51C), C52(H52A,H52B,H52C), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C)
;
_atom_sites_solution_hydrogens   mixed
_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
Cl1 Cl 0.78907(14) 0.33834(8) 0.95079(17) 0.0898(5) Uani 1 1 d . . . . .
C55 C 0.8879(7) 0.2734(3) 0.9470(7) 0.0922(18) Uani 1 1 d . U . . .
H H 0.890789 0.247224 1.019507 0.111 Uiso 0.598(14) 1 calc R U P A 1
HA H 0.978988 0.287160 0.947920 0.111 Uiso 0.598(14) 1 calc R U P A 1
HB H 0.976788 0.281448 0.998419 0.111 Uiso 0.402(14) 1 calc R U P A 2
HC H 0.850068 0.236899 0.981154 0.111 Uiso 0.402(14) 1 calc R U P A 2
Cl2A Cl 0.9019(11) 0.2562(8) 0.8090(6) 0.151(6) Uani 0.402(14) 1 d . U P A 2
O1 O 1.0737(2) 0.36256(10) 0.6222(2) 0.0357(5) Uani 1 1 d . . . . .
O2 O 0.8995(2) 0.38159(10) 0.4644(2) 0.0342(5) Uani 1 1 d . . . . .
N1 N 0.7593(3) 0.61796(12) 0.6036(2) 0.0295(5) Uani 1 1 d . . . . .
HD H 0.722(4) 0.638(2) 0.655(4) 0.046(11) Uiso 1 1 d . . . . .
C1 C 0.6669(3) 0.61169(13) 0.4923(3) 0.0293(6) Uani 1 1 d . . . . .
C2 C 0.7066(3) 0.59285(13) 0.3875(3) 0.0285(6) Uani 1 1 d . . . . .
C3 C 0.8471(3) 0.57854(13) 0.3914(3) 0.0268(6) Uani 1 1 d . . . . .
C4 C 0.9238(3) 0.54137(13) 0.4836(2) 0.0253(5) Uani 1 1 d . . . . .
C5 C 0.8584(3) 0.51312(13) 0.5773(2) 0.0247(5) Uani 1 1 d . . . . .
HE H 0.771263 0.496281 0.532570 0.030 Uiso 1 1 calc R U . . .
C6 C 0.8286(3) 0.56306(13) 0.6665(3) 0.0253(5) Uani 1 1 d . . . . .
HF H 0.769203 0.543256 0.713689 0.030 Uiso 1 1 calc R U . . .
C7 C 0.5360(3) 0.63118(17) 0.4821(3) 0.0388(7) Uani 1 1 d . . . . .
HG H 0.508670 0.644620 0.552207 0.047 Uiso 1 1 calc R U . . .
C8 C 0.4467(3) 0.63123(19) 0.3728(4) 0.0468(9) Uani 1 1 d . . . . .
HH H 0.358820 0.645039 0.367861 0.056 Uiso 1 1 calc R U . . .
C9 C 0.4838(4) 0.61135(18) 0.2702(3) 0.0462(9) Uani 1 1 d . . . . .
HI H 0.421479 0.610510 0.194863 0.055 Uiso 1 1 calc R U . . .
C10 C 0.6136(3) 0.59250(15) 0.2779(3) 0.0366(7) Uani 1 1 d . . . . .
HJ H 0.639257 0.579121 0.206894 0.044 Uiso 1 1 calc R U . . .
C11 C 0.9055(4) 0.60200(16) 0.3019(3) 0.0360(7) Uani 1 1 d . . . . .
HK H 0.853976 0.626394 0.238436 0.043 Uiso 1 1 calc R U . . .
C12 C 1.0374(4) 0.59064(18) 0.3031(3) 0.0434(8) Uani 1 1 d . . . . .
HL H 1.075656 0.607789 0.241892 0.052 Uiso 1 1 calc R U . . .
C13 C 1.1123(3) 0.55424(17) 0.3938(3) 0.0398(7) Uani 1 1 d . . . . .
HM H 1.202114 0.545693 0.394715 0.048 Uiso 1 1 calc R U . . .
C14 C 1.0556(3) 0.53024(15) 0.4835(3) 0.0319(6) Uani 1 1 d . . . . .
HN H 1.107891 0.505662 0.546200 0.038 Uiso 1 1 calc R U . . .
C15 C 0.9507(3) 0.58580(13) 0.7558(3) 0.0250(5) Uani 1 1 d . . . . .
C16 C 1.0333(3) 0.63112(15) 0.7240(3) 0.0337(6) Uani 1 1 d . . . . .
HO H 1.011495 0.649236 0.645674 0.040 Uiso 1 1 calc R U . . .
C17 C 1.1466(3) 0.64996(15) 0.8054(3) 0.0396(7) Uani 1 1 d . . . . .
HP H 1.202573 0.680453 0.782108 0.047 Uiso 1 1 calc R U . . .
C18 C 1.1792(3) 0.62484(16) 0.9206(3) 0.0389(7) Uani 1 1 d . . . . .
HQ H 1.256793 0.638293 0.976354 0.047 Uiso 1 1 calc R U . . .
C19 C 1.0983(3) 0.58002(16) 0.9540(3) 0.0365(7) Uani 1 1 d . . . . .
HR H 1.120217 0.562514 1.032855 0.044 Uiso 1 1 calc R U . . .
C20 C 0.9850(3) 0.56065(15) 0.8723(3) 0.0312(6) Uani 1 1 d . . . . .
HS H 0.929790 0.529848 0.895848 0.037 Uiso 1 1 calc R U . . .
C21 C 0.9336(3) 0.45783(13) 0.6480(3) 0.0289(6) Uani 1 1 d . . . . .
HT H 0.880787 0.442157 0.704090 0.035 Uiso 1 1 calc R U . . .
HU H 1.017308 0.474336 0.698093 0.035 Uiso 1 1 calc R U . . .
C22 C 1.0896(3) 0.31882(15) 0.5266(3) 0.0351(7) Uani 1 1 d . . . . .
C23 C 0.9487(3) 0.31939(14) 0.4409(3) 0.0324(6) Uani 1 1 d . . . . .
C24 C 1.1339(5) 0.25603(19) 0.5839(4) 0.0589(11) Uani 1 1 d . . . . .
HV H 1.068952 0.240846 0.627628 0.088 Uiso 1 1 calc R U . . .
HW H 1.219791 0.260780 0.640391 0.088 Uiso 1 1 calc R U . . .
HX H 1.141448 0.225805 0.520949 0.088 Uiso 1 1 calc R U . . .
C25 C 1.1951(4) 0.3465(2) 0.4693(4) 0.0520(10) Uani 1 1 d . . . . .
HY H 1.212538 0.317723 0.407583 0.078 Uiso 1 1 calc R U . . .
HZ H 1.276343 0.352925 0.531409 0.078 Uiso 1 1 calc R U . . .
H1 H 1.164514 0.386886 0.431779 0.078 Uiso 1 1 calc R U . . .
C26 C 0.9472(4) 0.31457(18) 0.3087(3) 0.0431(8) Uani 1 1 d . . . . .
H3 H 0.998465 0.349150 0.285651 0.065 Uiso 1 1 calc R U . . .
H4 H 0.855899 0.316955 0.261422 0.065 Uiso 1 1 calc R U . . .
H5 H 0.986063 0.274476 0.292751 0.065 Uiso 1 1 calc R U . . .
C27 C 0.8535(4) 0.27221(18) 0.4746(4) 0.0512(10) Uani 1 1 d . . . . .
H6 H 0.879292 0.229691 0.456602 0.077 Uiso 1 1 calc R U . . .
H7 H 0.763844 0.280879 0.427947 0.077 Uiso 1 1 calc R U . . .
H8 H 0.855972 0.275667 0.561027 0.077 Uiso 1 1 calc R U . . .
B1 B 0.9682(4) 0.40024(15) 0.5750(3) 0.0288(7) Uani 1 1 d . . . . .
O3 O 0.4992(2) 0.66255(11) 0.9457(2) 0.0412(6) Uani 1 1 d . . . . .
O4 O 0.6318(3) 0.66459(12) 0.8138(2) 0.0414(6) Uani 1 1 d . . . . .
N2 N 0.3133(3) 0.41552(11) 0.8434(2) 0.0273(5) Uani 1 1 d . . . . .
H2 H 0.253(4) 0.3940(18) 0.793(3) 0.026(8) Uiso 1 1 d . . . . .
C28 C 0.2698(3) 0.42664(13) 0.9501(3) 0.0254(5) Uani 1 1 d . . . . .
C29 C 0.3577(3) 0.44891(13) 1.0552(3) 0.0274(6) Uani 1 1 d . . . . .
C30 C 0.4980(3) 0.46157(13) 1.0580(3) 0.0269(6) Uani 1 1 d . . . . .
C31 C 0.5358(3) 0.49432(13) 0.9650(2) 0.0253(5) Uani 1 1 d . . . . .
C32 C 0.4289(3) 0.51981(12) 0.8624(2) 0.0226(5) Uani 1 1 d . . . . .
H32 H 0.360902 0.539126 0.900689 0.027 Uiso 1 1 calc R U . . .
C33 C 0.3569(3) 0.46783(13) 0.7767(2) 0.0232(5) Uani 1 1 d . . . . .
H33 H 0.275652 0.487241 0.725647 0.028 Uiso 1 1 calc R U . . .
C34 C 0.1412(3) 0.40981(14) 0.9554(3) 0.0311(6) Uani 1 1 d . . . . .
H34 H 0.082833 0.393283 0.885729 0.037 Uiso 1 1 calc R U . . .
C35 C 0.0981(3) 0.41704(16) 1.0618(3) 0.0392(8) Uani 1 1 d . . . . .
H35 H 0.010770 0.405159 1.064486 0.047 Uiso 1 1 calc R U . . .
C36 C 0.1813(4) 0.44128(16) 1.1630(3) 0.0415(8) Uani 1 1 d . . . . .
H36 H 0.151065 0.447276 1.234990 0.050 Uiso 1 1 calc R U . . .
C37 C 0.3092(4) 0.45689(15) 1.1594(3) 0.0362(7) Uani 1 1 d . . . . .
H37 H 0.366122 0.473568 1.229801 0.043 Uiso 1 1 calc R U . . .
C38 C 0.5960(3) 0.44168(14) 1.1575(3) 0.0344(7) Uani 1 1 d . . . . .
H38 H 0.570905 0.418824 1.220465 0.041 Uiso 1 1 calc R U . . .
C39 C 0.7276(3) 0.45455(16) 1.1660(3) 0.0400(8) Uani 1 1 d . . . . .
H39 H 0.792199 0.441396 1.234755 0.048 Uiso 1 1 calc R U . . .
C40 C 0.7648(3) 0.48671(16) 1.0737(3) 0.0371(7) Uani 1 1 d . . . . .
H40 H 0.855394 0.495390 1.078515 0.045 Uiso 1 1 calc R U . . .
C41 C 0.6698(3) 0.50640(15) 0.9739(3) 0.0312(6) Uani 1 1 d . . . . .
H41 H 0.696298 0.528409 0.910712 0.037 Uiso 1 1 calc R U . . .
C42 C 0.4366(3) 0.44195(14) 0.6915(3) 0.0271(6) Uani 1 1 d . . . . .
C43 C 0.4302(3) 0.47068(16) 0.5803(3) 0.0336(6) Uani 1 1 d . . . . .
H43 H 0.373335 0.505607 0.557362 0.040 Uiso 1 1 calc R U . . .
C44 C 0.5051(4) 0.4493(2) 0.5029(3) 0.0451(9) Uani 1 1 d . . . . .
H44 H 0.501751 0.470350 0.428587 0.054 Uiso 1 1 calc R U . . .
C45 C 0.5848(4) 0.3974(2) 0.5332(4) 0.0502(9) Uani 1 1 d . . . . .
H45 H 0.635273 0.382025 0.479449 0.060 Uiso 1 1 calc R U . . .
C46 C 0.5905(4) 0.3684(2) 0.6415(4) 0.0517(9) Uani 1 1 d . . . . .
H46 H 0.645228 0.332494 0.662208 0.062 Uiso 1 1 calc R U . . .
C47 C 0.5185(3) 0.38999(16) 0.7216(3) 0.0388(7) Uani 1 1 d . . . . .
H47 H 0.524951 0.369448 0.796806 0.047 Uiso 1 1 calc R U . . .
C48 C 0.4736(3) 0.57166(13) 0.7876(3) 0.0271(6) Uani 1 1 d . . . . .
H48A H 0.396184 0.584230 0.723834 0.033 Uiso 1 1 calc R U . . .
H48B H 0.538864 0.553146 0.746480 0.033 Uiso 1 1 calc R U . . .
C49 C 0.5610(4) 0.72474(15) 0.9580(3) 0.0410(8) Uani 1 1 d . . . . .
C50 C 0.6778(4) 0.71528(18) 0.9003(4) 0.0481(9) Uani 1 1 d . . . . .
C51 C 0.5897(6) 0.7445(2) 1.0872(5) 0.0708(14) Uani 1 1 d . . . . .
H51A H 0.506563 0.751039 1.112129 0.106 Uiso 1 1 calc R U . . .
H51B H 0.640264 0.783714 1.096823 0.106 Uiso 1 1 calc R U . . .
H51C H 0.641184 0.711789 1.137393 0.106 Uiso 1 1 calc R U . . .
C52 C 0.4544(6) 0.7678(2) 0.8836(8) 0.102(3) Uani 1 1 d . . . . .
H52A H 0.440283 0.757023 0.797871 0.153 Uiso 1 1 calc R U . . .
H52B H 0.483195 0.811605 0.895554 0.153 Uiso 1 1 calc R U . . .
H52C H 0.371778 0.762320 0.909983 0.153 Uiso 1 1 calc R U . . .
C53 C 0.7979(5) 0.6899(3) 0.9922(5) 0.0687(13) Uani 1 1 d . . . . .
H53A H 0.770868 0.654294 1.035488 0.103 Uiso 1 1 calc R U . . .
H53B H 0.834382 0.723039 1.049884 0.103 Uiso 1 1 calc R U . . .
H53C H 0.865157 0.676119 0.949926 0.103 Uiso 1 1 calc R U . . .
C54 C 0.7202(8) 0.7690(3) 0.8343(5) 0.096(2) Uani 1 1 d . . . . .
H54A H 0.798730 0.757129 0.805560 0.144 Uiso 1 1 calc R U . . .
H54B H 0.740936 0.805140 0.888660 0.144 Uiso 1 1 calc R U . . .
H54C H 0.648774 0.780214 0.765160 0.144 Uiso 1 1 calc R U . . .
B2 B 0.5361(3) 0.63301(15) 0.8534(3) 0.0281(6) Uani 1 1 d . . . . .
Cl2 Cl 0.8257(12) 0.22884(14) 0.8163(4) 0.149(3) Uani 0.598(14) 1 d . . P A 1


_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
Cl1 C55 1.731(6) . ?
C55 H 0.9900 . ?
C55 HA 0.9900 . ?
C55 HB 0.9900 . ?
C55 HC 0.9900 . ?
C55 Cl2A 1.651(10) . ?
C55 Cl2 1.759(9) . ?
O1 C22 1.470(4) . ?
O1 B1 1.367(4) . ?
O2 C23 1.468(4) . ?
O2 B1 1.357(4) . ?
N1 HD 0.88(5) . ?
N1 C1 1.410(4) . ?
N1 C6 1.472(4) . ?
C1 C2 1.406(4) . ?
C1 C7 1.403(4) . ?
C2 C3 1.484(4) . ?
C2 C10 1.394(4) . ?
C3 C4 1.408(4) . ?
C3 C11 1.392(4) . ?
C4 C5 1.514(4) . ?
C4 C14 1.392(4) . ?
C5 HE 1.0000 . ?
C5 C6 1.550(4) . ?
C5 C21 1.537(4) . ?
C6 HF 1.0000 . ?
C6 C15 1.514(4) . ?
C7 HG 0.9500 . ?
C7 C8 1.372(5) . ?
C8 HH 0.9500 . ?
C8 C9 1.377(6) . ?
C9 HI 0.9500 . ?
C9 C10 1.392(5) . ?
C10 HJ 0.9500 . ?
C11 HK 0.9500 . ?
C11 C12 1.390(5) . ?
C12 HL 0.9500 . ?
C12 C13 1.381(5) . ?
C13 HM 0.9500 . ?
C13 C14 1.387(5) . ?
C14 HN 0.9500 . ?
C15 C16 1.394(4) . ?
C15 C20 1.398(4) . ?
C16 HO 0.9500 . ?
C16 C17 1.382(5) . ?
C17 HP 0.9500 . ?
C17 C18 1.384(5) . ?
C18 HQ 0.9500 . ?
C18 C19 1.383(5) . ?
C19 HR 0.9500 . ?
C19 C20 1.387(5) . ?
C20 HS 0.9500 . ?
C21 HT 0.9900 . ?
C21 HU 0.9900 . ?
C21 B1 1.569(4) . ?
C22 C23 1.564(4) . ?
C22 C24 1.514(5) . ?
C22 C25 1.518(6) . ?
C23 C26 1.504(5) . ?
C23 C27 1.521(5) . ?
C24 HV 0.9800 . ?
C24 HW 0.9800 . ?
C24 HX 0.9800 . ?
C25 HY 0.9800 . ?
C25 HZ 0.9800 . ?
C25 H1 0.9800 . ?
C26 H3 0.9800 . ?
C26 H4 0.9800 . ?
C26 H5 0.9800 . ?
C27 H6 0.9800 . ?
C27 H7 0.9800 . ?
C27 H8 0.9800 . ?
O3 C49 1.466(4) . ?
O3 B2 1.353(4) . ?
O4 C50 1.466(4) . ?
O4 B2 1.361(4) . ?
N2 H2 0.87(4) . ?
N2 C28 1.408(4) . ?
N2 C33 1.477(3) . ?
C28 C29 1.412(4) . ?
C28 C34 1.400(4) . ?
C29 C30 1.477(4) . ?
C29 C37 1.400(4) . ?
C30 C31 1.397(4) . ?
C30 C38 1.405(4) . ?
C31 C32 1.517(4) . ?
C31 C41 1.399(4) . ?
C32 H32 1.0000 . ?
C32 C33 1.551(4) . ?
C32 C48 1.530(4) . ?
C33 H33 1.0000 . ?
C33 C42 1.515(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.392(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.373(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.382(5) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C38 C39 1.379(5) . ?
C39 H39 0.9500 . ?
C39 C40 1.380(5) . ?
C40 H40 0.9500 . ?
C40 C41 1.390(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.393(4) . ?
C42 C47 1.392(5) . ?
C43 H43 0.9500 . ?
C43 C44 1.380(5) . ?
C44 H44 0.9500 . ?
C44 C45 1.378(6) . ?
C45 H45 0.9500 . ?
C45 C46 1.368(6) . ?
C46 H46 0.9500 . ?
C46 C47 1.384(5) . ?
C47 H47 0.9500 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 B2 1.572(4) . ?
C49 C50 1.521(6) . ?
C49 C51 1.492(6) . ?
C49 C52 1.536(7) . ?
C50 C53 1.533(7) . ?
C50 C54 1.491(6) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 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
Cl1 C55 H 109.6 . . ?
Cl1 C55 HA 109.6 . . ?
Cl1 C55 HB 109.1 . . ?
Cl1 C55 HC 109.1 . . ?
Cl1 C55 Cl2 110.3(5) . . ?
H C55 HA 108.1 . . ?
HB C55 HC 107.8 . . ?
Cl2A C55 Cl1 112.5(5) . . ?
Cl2A C55 HB 109.1 . . ?
Cl2A C55 HC 109.1 . . ?
Cl2 C55 H 109.6 . . ?
Cl2 C55 HA 109.6 . . ?
B1 O1 C22 107.3(2) . . ?
B1 O2 C23 107.5(2) . . ?
C1 N1 HD 109(3) . . ?
C1 N1 C6 121.3(2) . . ?
C6 N1 HD 108(3) . . ?
C2 C1 N1 121.1(3) . . ?
C7 C1 N1 119.8(3) . . ?
C7 C1 C2 118.8(3) . . ?
C1 C2 C3 120.8(3) . . ?
C10 C2 C1 118.8(3) . . ?
C10 C2 C3 120.2(3) . . ?
C4 C3 C2 121.7(3) . . ?
C11 C3 C2 119.7(3) . . ?
C11 C3 C4 118.6(3) . . ?
C3 C4 C5 118.6(3) . . ?
C14 C4 C3 119.1(3) . . ?
C14 C4 C5 122.3(3) . . ?
C4 C5 HE 106.6 . . ?
C4 C5 C6 112.1(2) . . ?
C4 C5 C21 114.6(2) . . ?
C6 C5 HE 106.6 . . ?
C21 C5 HE 106.6 . . ?
C21 C5 C6 109.8(2) . . ?
N1 C6 C5 112.2(2) . . ?
N1 C6 HF 107.6 . . ?
N1 C6 C15 108.4(2) . . ?
C5 C6 HF 107.6 . . ?
C15 C6 C5 113.3(2) . . ?
C15 C6 HF 107.6 . . ?
C1 C7 HG 119.3 . . ?
C8 C7 C1 121.3(3) . . ?
C8 C7 HG 119.3 . . ?
C7 C8 HH 119.8 . . ?
C7 C8 C9 120.3(3) . . ?
C9 C8 HH 119.8 . . ?
C8 C9 HI 120.3 . . ?
C8 C9 C10 119.4(3) . . ?
C10 C9 HI 120.3 . . ?
C2 C10 HJ 119.3 . . ?
C9 C10 C2 121.3(3) . . ?
C9 C10 HJ 119.3 . . ?
C3 C11 HK 119.2 . . ?
C12 C11 C3 121.7(3) . . ?
C12 C11 HK 119.2 . . ?
C11 C12 HL 120.2 . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 HL 120.2 . . ?
C12 C13 HM 120.2 . . ?
C12 C13 C14 119.6(3) . . ?
C14 C13 HM 120.2 . . ?
C4 C14 HN 119.3 . . ?
C13 C14 C4 121.4(3) . . ?
C13 C14 HN 119.3 . . ?
C16 C15 C6 121.4(3) . . ?
C16 C15 C20 118.2(3) . . ?
C20 C15 C6 120.4(3) . . ?
C15 C16 HO 119.7 . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 HO 119.7 . . ?
C16 C17 HP 119.7 . . ?
C16 C17 C18 120.6(3) . . ?
C18 C17 HP 119.7 . . ?
C17 C18 HQ 120.2 . . ?
C19 C18 C17 119.6(3) . . ?
C19 C18 HQ 120.2 . . ?
C18 C19 HR 120.0 . . ?
C18 C19 C20 120.0(3) . . ?
C20 C19 HR 120.0 . . ?
C15 C20 HS 119.5 . . ?
C19 C20 C15 121.0(3) . . ?
C19 C20 HS 119.5 . . ?
C5 C21 HT 107.7 . . ?
C5 C21 HU 107.7 . . ?
C5 C21 B1 118.3(2) . . ?
HT C21 HU 107.1 . . ?
B1 C21 HT 107.7 . . ?
B1 C21 HU 107.7 . . ?
O1 C22 C23 102.0(2) . . ?
O1 C22 C24 108.4(3) . . ?
O1 C22 C25 106.6(3) . . ?
C24 C22 C23 115.1(3) . . ?
C24 C22 C25 110.5(3) . . ?
C25 C22 C23 113.3(3) . . ?
O2 C23 C22 102.1(2) . . ?
O2 C23 C26 108.6(3) . . ?
O2 C23 C27 106.1(3) . . ?
C26 C23 C22 114.7(3) . . ?
C26 C23 C27 110.3(3) . . ?
C27 C23 C22 114.2(3) . . ?
C22 C24 HV 109.5 . . ?
C22 C24 HW 109.5 . . ?
C22 C24 HX 109.5 . . ?
HV C24 HW 109.5 . . ?
HV C24 HX 109.5 . . ?
HW C24 HX 109.5 . . ?
C22 C25 HY 109.5 . . ?
C22 C25 HZ 109.5 . . ?
C22 C25 H1 109.5 . . ?
HY C25 HZ 109.5 . . ?
HY C25 H1 109.5 . . ?
HZ C25 H1 109.5 . . ?
C23 C26 H3 109.5 . . ?
C23 C26 H4 109.5 . . ?
C23 C26 H5 109.5 . . ?
H3 C26 H4 109.5 . . ?
H3 C26 H5 109.5 . . ?
H4 C26 H5 109.5 . . ?
C23 C27 H6 109.5 . . ?
C23 C27 H7 109.5 . . ?
C23 C27 H8 109.5 . . ?
H6 C27 H7 109.5 . . ?
H6 C27 H8 109.5 . . ?
H7 C27 H8 109.5 . . ?
O1 B1 C21 120.8(3) . . ?
O2 B1 O1 113.5(3) . . ?
O2 B1 C21 125.7(3) . . ?
B2 O3 C49 107.4(3) . . ?
B2 O4 C50 107.2(3) . . ?
C28 N2 H2 109(2) . . ?
C28 N2 C33 120.8(2) . . ?
C33 N2 H2 109(2) . . ?
N2 C28 C29 120.8(3) . . ?
C34 C28 N2 119.5(3) . . ?
C34 C28 C29 119.4(3) . . ?
C28 C29 C30 121.7(3) . . ?
C37 C29 C28 118.0(3) . . ?
C37 C29 C30 120.3(3) . . ?
C31 C30 C29 121.5(2) . . ?
C31 C30 C38 118.9(3) . . ?
C38 C30 C29 119.6(3) . . ?
C30 C31 C32 118.5(2) . . ?
C30 C31 C41 119.0(3) . . ?
C41 C31 C32 122.3(3) . . ?
C31 C32 H32 106.2 . . ?
C31 C32 C33 113.1(2) . . ?
C31 C32 C48 115.1(2) . . ?
C33 C32 H32 106.2 . . ?
C48 C32 H32 106.2 . . ?
C48 C32 C33 109.3(2) . . ?
N2 C33 C32 112.2(2) . . ?
N2 C33 H33 107.0 . . ?
N2 C33 C42 109.3(2) . . ?
C32 C33 H33 107.0 . . ?
C42 C33 C32 113.9(2) . . ?
C42 C33 H33 107.0 . . ?
C28 C34 H34 119.6 . . ?
C35 C34 C28 120.7(3) . . ?
C35 C34 H34 119.6 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.2(3) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 120.2 . . ?
C35 C36 C37 119.5(3) . . ?
C37 C36 H36 120.2 . . ?
C29 C37 H37 118.9 . . ?
C36 C37 C29 122.1(3) . . ?
C36 C37 H37 118.9 . . ?
C30 C38 H38 119.2 . . ?
C39 C38 C30 121.5(3) . . ?
C39 C38 H38 119.2 . . ?
C38 C39 H39 120.3 . . ?
C38 C39 C40 119.5(3) . . ?
C40 C39 H39 120.3 . . ?
C39 C40 H40 120.0 . . ?
C39 C40 C41 120.1(3) . . ?
C41 C40 H40 120.0 . . ?
C31 C41 H41 119.5 . . ?
C40 C41 C31 121.0(3) . . ?
C40 C41 H41 119.5 . . ?
C43 C42 C33 120.1(3) . . ?
C47 C42 C33 121.7(3) . . ?
C47 C42 C43 118.2(3) . . ?
C42 C43 H43 119.4 . . ?
C44 C43 C42 121.2(3) . . ?
C44 C43 H43 119.4 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.0(3) . . ?
C45 C44 H44 120.0 . . ?
C44 C45 H45 120.4 . . ?
C46 C45 C44 119.3(3) . . ?
C46 C45 H45 120.4 . . ?
C45 C46 H46 119.2 . . ?
C45 C46 C47 121.5(4) . . ?
C47 C46 H46 119.2 . . ?
C42 C47 H47 120.1 . . ?
C46 C47 C42 119.8(3) . . ?
C46 C47 H47 120.1 . . ?
C32 C48 H48A 107.6 . . ?
C32 C48 H48B 107.6 . . ?
C32 C48 B2 118.8(2) . . ?
H48A C48 H48B 107.1 . . ?
B2 C48 H48A 107.6 . . ?
B2 C48 H48B 107.6 . . ?
O3 C49 C50 102.4(3) . . ?
O3 C49 C51 109.5(3) . . ?
O3 C49 C52 104.0(3) . . ?
C50 C49 C52 112.9(5) . . ?
C51 C49 C50 117.5(4) . . ?
C51 C49 C52 109.3(4) . . ?
O4 C50 C49 102.5(3) . . ?
O4 C50 C53 106.7(3) . . ?
O4 C50 C54 108.5(3) . . ?
C49 C50 C53 111.1(4) . . ?
C54 C50 C49 118.2(4) . . ?
C54 C50 C53 109.0(5) . . ?
C49 C51 H51A 109.5 . . ?
C49 C51 H51B 109.5 . . ?
C49 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C50 C53 H53A 109.5 . . ?
C50 C53 H53B 109.5 . . ?
C50 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C50 C54 H54A 109.5 . . ?
C50 C54 H54B 109.5 . . ?
C50 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
O3 B2 O4 112.6(3) . . ?
O3 B2 C48 126.7(3) . . ?
O4 B2 C48 120.6(3) . . ?

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
O1 C22 C23 O2 26.7(3) . . . . ?
O1 C22 C23 C26 144.0(3) . . . . ?
O1 C22 C23 C27 -87.3(3) . . . . ?
N1 C1 C2 C3 0.5(4) . . . . ?
N1 C1 C2 C10 -174.6(3) . . . . ?
N1 C1 C7 C8 173.9(3) . . . . ?
N1 C6 C15 C16 -44.5(4) . . . . ?
N1 C6 C15 C20 136.8(3) . . . . ?
C1 N1 C6 C5 34.7(4) . . . . ?
C1 N1 C6 C15 160.5(3) . . . . ?
C1 C2 C3 C4 45.5(4) . . . . ?
C1 C2 C3 C11 -134.7(3) . . . . ?
C1 C2 C10 C9 1.1(5) . . . . ?
C1 C7 C8 C9 0.6(6) . . . . ?
C2 C1 C7 C8 1.0(5) . . . . ?
C2 C3 C4 C5 2.9(4) . . . . ?
C2 C3 C4 C14 -179.1(3) . . . . ?
C2 C3 C11 C12 178.9(3) . . . . ?
C3 C2 C10 C9 -174.0(3) . . . . ?
C3 C4 C5 C6 -72.6(3) . . . . ?
C3 C4 C5 C21 161.4(2) . . . . ?
C3 C4 C14 C13 -0.9(4) . . . . ?
C3 C11 C12 C13 1.2(5) . . . . ?
C4 C3 C11 C12 -1.3(5) . . . . ?
C4 C5 C6 N1 50.0(3) . . . . ?
C4 C5 C6 C15 -73.1(3) . . . . ?
C4 C5 C21 B1 -55.6(4) . . . . ?
C5 C4 C14 C13 177.1(3) . . . . ?
C5 C6 C15 C16 80.7(3) . . . . ?
C5 C6 C15 C20 -98.0(3) . . . . ?
C5 C21 B1 O1 154.2(3) . . . . ?
C5 C21 B1 O2 -27.3(5) . . . . ?
C6 N1 C1 C2 -66.7(4) . . . . ?
C6 N1 C1 C7 120.6(3) . . . . ?
C6 C5 C21 B1 177.2(3) . . . . ?
C6 C15 C16 C17 -178.0(3) . . . . ?
C6 C15 C20 C19 178.5(3) . . . . ?
C7 C1 C2 C3 173.2(3) . . . . ?
C7 C1 C2 C10 -1.8(4) . . . . ?
C7 C8 C9 C10 -1.4(6) . . . . ?
C8 C9 C10 C2 0.5(5) . . . . ?
C10 C2 C3 C4 -139.5(3) . . . . ?
C10 C2 C3 C11 40.3(4) . . . . ?
C11 C3 C4 C5 -176.9(3) . . . . ?
C11 C3 C4 C14 1.1(4) . . . . ?
C11 C12 C13 C14 -0.9(5) . . . . ?
C12 C13 C14 C4 0.8(5) . . . . ?
C14 C4 C5 C6 109.5(3) . . . . ?
C14 C4 C5 C21 -16.6(4) . . . . ?
C15 C16 C17 C18 -0.9(5) . . . . ?
C16 C15 C20 C19 -0.3(4) . . . . ?
C16 C17 C18 C19 0.6(5) . . . . ?
C17 C18 C19 C20 -0.1(5) . . . . ?
C18 C19 C20 C15 0.0(5) . . . . ?
C20 C15 C16 C17 0.8(5) . . . . ?
C21 C5 C6 N1 178.6(2) . . . . ?
C21 C5 C6 C15 55.5(3) . . . . ?
C22 O1 B1 O2 8.7(4) . . . . ?
C22 O1 B1 C21 -172.6(3) . . . . ?
C23 O2 B1 O1 10.0(4) . . . . ?
C23 O2 B1 C21 -168.6(3) . . . . ?
C24 C22 C23 O2 144.0(3) . . . . ?
C24 C22 C23 C26 -98.8(4) . . . . ?
C24 C22 C23 C27 29.9(4) . . . . ?
C25 C22 C23 O2 -87.4(3) . . . . ?
C25 C22 C23 C26 29.8(4) . . . . ?
C25 C22 C23 C27 158.6(3) . . . . ?
B1 O1 C22 C23 -22.0(3) . . . . ?
B1 O1 C22 C24 -144.0(3) . . . . ?
B1 O1 C22 C25 97.0(3) . . . . ?
B1 O2 C23 C22 -22.8(3) . . . . ?
B1 O2 C23 C26 -144.4(3) . . . . ?
B1 O2 C23 C27 97.0(3) . . . . ?
O3 C49 C50 O4 27.5(4) . . . . ?
O3 C49 C50 C53 -86.2(4) . . . . ?
O3 C49 C50 C54 146.7(4) . . . . ?
N2 C28 C29 C30 0.1(4) . . . . ?
N2 C28 C29 C37 -177.8(3) . . . . ?
N2 C28 C34 C35 176.4(3) . . . . ?
N2 C33 C42 C43 145.9(3) . . . . ?
N2 C33 C42 C47 -34.9(4) . . . . ?
C28 N2 C33 C32 35.1(4) . . . . ?
C28 N2 C33 C42 162.5(3) . . . . ?
C28 C29 C30 C31 45.5(4) . . . . ?
C28 C29 C30 C38 -136.0(3) . . . . ?
C28 C29 C37 C36 2.7(5) . . . . ?
C28 C34 C35 C36 0.4(5) . . . . ?
C29 C28 C34 C35 2.4(4) . . . . ?
C29 C30 C31 C32 3.0(4) . . . . ?
C29 C30 C31 C41 178.3(3) . . . . ?
C29 C30 C38 C39 -177.6(3) . . . . ?
C30 C29 C37 C36 -175.2(3) . . . . ?
C30 C31 C32 C33 -72.2(3) . . . . ?
C30 C31 C32 C48 161.2(2) . . . . ?
C30 C31 C41 C40 -0.4(4) . . . . ?
C30 C38 C39 C40 -1.2(5) . . . . ?
C31 C30 C38 C39 1.0(4) . . . . ?
C31 C32 C33 N2 49.3(3) . . . . ?
C31 C32 C33 C42 -75.6(3) . . . . ?
C31 C32 C48 B2 -57.8(3) . . . . ?
C32 C31 C41 C40 174.8(3) . . . . ?
C32 C33 C42 C43 -87.8(3) . . . . ?
C32 C33 C42 C47 91.5(3) . . . . ?
C32 C48 B2 O3 -37.4(5) . . . . ?
C32 C48 B2 O4 147.2(3) . . . . ?
C33 N2 C28 C29 -66.3(4) . . . . ?
C33 N2 C28 C34 119.8(3) . . . . ?
C33 C32 C48 B2 173.7(2) . . . . ?
C33 C42 C43 C44 177.8(3) . . . . ?
C33 C42 C47 C46 -179.3(3) . . . . ?
C34 C28 C29 C30 174.0(3) . . . . ?
C34 C28 C29 C37 -3.9(4) . . . . ?
C34 C35 C36 C37 -1.7(5) . . . . ?
C35 C36 C37 C29 0.1(5) . . . . ?
C37 C29 C30 C31 -136.6(3) . . . . ?
C37 C29 C30 C38 41.9(4) . . . . ?
C38 C30 C31 C32 -175.5(2) . . . . ?
C38 C30 C31 C41 -0.2(4) . . . . ?
C38 C39 C40 C41 0.6(5) . . . . ?
C39 C40 C41 C31 0.2(5) . . . . ?
C41 C31 C32 C33 112.6(3) . . . . ?
C41 C31 C32 C48 -14.0(4) . . . . ?
C42 C43 C44 C45 2.1(5) . . . . ?
C43 C42 C47 C46 -0.1(5) . . . . ?
C43 C44 C45 C46 -1.2(6) . . . . ?
C44 C45 C46 C47 -0.3(6) . . . . ?
C45 C46 C47 C42 0.9(6) . . . . ?
C47 C42 C43 C44 -1.4(5) . . . . ?
C48 C32 C33 N2 178.9(2) . . . . ?
C48 C32 C33 C42 54.0(3) . . . . ?
C49 O3 B2 O4 9.4(4) . . . . ?
C49 O3 B2 C48 -166.4(3) . . . . ?
C50 O4 B2 O3 9.4(4) . . . . ?
C50 O4 B2 C48 -174.5(3) . . . . ?
C51 C49 C50 O4 147.5(4) . . . . ?
C51 C49 C50 C53 33.8(5) . . . . ?
C51 C49 C50 C54 -93.3(5) . . . . ?
C52 C49 C50 O4 -83.8(4) . . . . ?
C52 C49 C50 C53 162.5(4) . . . . ?
C52 C49 C50 C54 35.4(5) . . . . ?
B2 O3 C49 C50 -23.1(4) . . . . ?
B2 O3 C49 C51 -148.6(4) . . . . ?
B2 O3 C49 C52 94.6(5) . . . . ?
B2 O4 C50 C49 -23.1(4) . . . . ?
B2 O4 C50 C53 93.7(4) . . . . ?
B2 O4 C50 C54 -148.9(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2 - Pentane'
