# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_NJ-05
_database_code_depnum_ccdc_archive 'CCDC 2267388'
loop_
_audit_author_name
_audit_author_address
'Neha Jha'
;Indian Institute of Science Education and Research Bhopal
India
;
_audit_update_record             
;
2023-06-04 deposited with the CCDC.	2023-09-25 downloaded from the CCDC.
;
_audit_creation_date             2023-05-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
# start Validation Reply Form
_vrf_PLAT414_NJ-05               
;
PROBLEM: Short Intra D-H..H-X       H2       ..H30A     .       1.85 Ang.  
RESPONSE:It is developed due to the intramolecular interaction between hydrogen 
atoms of closely spaced OH-group and tert-butyl group.
;
_vrf_PLAT420_NJ-05               
;
PROBLEM: D-H Bond Without Acceptor  O2       --H2       .     Please Check 
RESPONSE: The O-H group's acidity is weakened by the presence of tert-butyl 
groups, which prevents the donor-acceptor bond formation.
;
# end Validation Reply Form
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        NJ05
_chemical_formula_moiety         'C32 H37 Cl O2'
_chemical_formula_sum            'C32 H37 Cl O2'
_chemical_formula_weight         489.06
_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 0.0181 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'
Cl Cl 0.3639 0.7018 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.2970(8)
_cell_length_b                   12.7194(9)
_cell_length_c                   17.6770(11)
_cell_angle_alpha                90
_cell_angle_beta                 98.366(3)
_cell_angle_gamma                90
_cell_volume                     2735.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1922
_cell_measurement_temperature    140.00
_cell_measurement_theta_max      70.72
_cell_measurement_theta_min      4.31
_shelx_estimated_absorpt_T_max   0.917
_shelx_estimated_absorpt_T_min   0.843
_exptl_absorpt_coefficient_mu    1.426
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.124
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.062
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1453
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            67803
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.492
_diffrn_reflns_theta_min         4.298
_diffrn_ambient_temperature      140.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4257
_reflns_number_total             5549
_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 1.5 (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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.079
_refine_diff_density_min         -0.848
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       0.022(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   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         5549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1167
_refine_ls_R_factor_gt           0.0970
_refine_ls_restrained_S_all      1.027
_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)+(0.1183P)²+4.2808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2402
_refine_ls_wR_factor_ref         0.2594
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2A), C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C6(H6A,H6B), C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C11(H11), C8(H8), C24(H24), C10(H10), C14(H14), C15(H15), C18(H18),
 C17(H17), C9(H9)
2.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C32(H32A,H32B,
 H32C), C27(H27A,H27B,H27C), C26(H26A,H26B,H26C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.84296(10) 0.72729(11) 0.15811(7) 0.0792(5) Uani 1 1 d . . . . .
O2 O 0.07370(18) 0.5528(2) 0.16501(13) 0.0447(6) Uani 1 1 d . . . . .
H2 H 0.042283 0.593103 0.192632 0.067 Uiso 1 1 calc R U . . .
O1 O 0.4972(2) 0.3120(2) 0.53790(13) 0.0481(6) Uani 1 1 d . . . . .
C22 C 0.1801(3) 0.5362(3) 0.19849(18) 0.0390(7) Uani 1 1 d . . . . .
C7 C 0.7004(3) 0.3147(3) 0.39774(16) 0.0386(7) Uani 1 1 d . . . . .
C21 C 0.2437(3) 0.4693(3) 0.15753(19) 0.0416(7) Uani 1 1 d . . . . .
C23 C 0.2230(3) 0.5822(3) 0.26894(18) 0.0418(8) Uani 1 1 d . . . . .
C4 C 0.5025(3) 0.2987(3) 0.47006(18) 0.0401(7) Uani 1 1 d . . . . .
C12 C 0.6587(3) 0.4175(3) 0.40147(19) 0.0416(8) Uani 1 1 d . . . . .
C3 C 0.4553(3) 0.3768(3) 0.41041(19) 0.0441(8) Uani 1 1 d . . . . .
H3A H 0.404013 0.423148 0.433047 0.053 Uiso 1 1 calc R U . . .
H3B H 0.411788 0.337840 0.367857 0.053 Uiso 1 1 calc R U . . .
C20 C 0.3505(3) 0.4490(3) 0.1904(2) 0.0476(8) Uani 1 1 d . . . . .
H20 H 0.394579 0.405349 0.163537 0.057 Uiso 1 1 calc R U . . .
C11 C 0.7316(3) 0.4989(3) 0.42522(19) 0.0462(8) Uani 1 1 d . . . . .
H11 H 0.704153 0.568182 0.429261 0.055 Uiso 1 1 calc R U . . .
C8 C 0.8131(3) 0.2979(3) 0.41627(19) 0.0453(8) Uani 1 1 d . . . . .
H8 H 0.841387 0.228622 0.414157 0.054 Uiso 1 1 calc R U . . .
C6 C 0.6236(3) 0.2235(3) 0.37890(19) 0.0429(8) Uani 1 1 d . . . . .
H6A H 0.666802 0.160021 0.370363 0.051 Uiso 1 1 calc R U . . .
H6B H 0.573830 0.238719 0.330927 0.051 Uiso 1 1 calc R U . . .
C24 C 0.3318(3) 0.5564(3) 0.29793(19) 0.0487(9) Uani 1 1 d . . . . .
H24 H 0.363471 0.586140 0.345368 0.058 Uiso 1 1 calc R U . . .
C19 C 0.3963(3) 0.4888(3) 0.2602(2) 0.0488(9) Uani 1 1 d . . . . .
C10 C 0.8439(3) 0.4805(3) 0.44308(19) 0.0490(9) Uani 1 1 d . . . . .
H10 H 0.892582 0.536895 0.458977 0.059 Uiso 1 1 calc R U . . .
C5 C 0.5550(3) 0.2015(3) 0.4428(2) 0.0458(8) Uani 1 1 d . . . . .
H5A H 0.496670 0.150242 0.424103 0.055 Uiso 1 1 calc R U . . .
H5B H 0.602723 0.169153 0.486532 0.055 Uiso 1 1 calc R U . . .
C14 C 0.6600(3) 0.4865(3) 0.2095(2) 0.0496(9) Uani 1 1 d . . . . .
H14 H 0.652773 0.413960 0.196966 0.060 Uiso 1 1 calc R U . . .
C13 C 0.5948(3) 0.5288(3) 0.25847(19) 0.0475(9) Uani 1 1 d . . . . .
C31 C 0.1185(3) 0.7545(3) 0.2654(2) 0.0524(9) Uani 1 1 d . . . . .
H31A H 0.183875 0.792136 0.254157 0.079 Uiso 1 1 calc R U . . .
H31B H 0.075691 0.800511 0.294353 0.079 Uiso 1 1 calc R U . . .
H31C H 0.073390 0.733891 0.217337 0.079 Uiso 1 1 calc R U . . .
C29 C 0.1539(3) 0.6557(3) 0.31282(18) 0.0464(8) Uani 1 1 d . . . . .
C28 C 0.1573(3) 0.5030(3) 0.0208(2) 0.0489(9) Uani 1 1 d . . . . .
H28A H 0.099069 0.544943 0.038431 0.073 Uiso 1 1 calc R U . . .
H28B H 0.128701 0.468753 -0.027669 0.073 Uiso 1 1 calc R U . . .
H28C H 0.218943 0.548818 0.013395 0.073 Uiso 1 1 calc R U . . .
C15 C 0.7362(3) 0.5464(3) 0.1776(2) 0.0520(9) Uani 1 1 d . . . . .
H15 H 0.779892 0.514722 0.143709 0.062 Uiso 1 1 calc R U . . .
C30 C 0.0542(3) 0.5962(4) 0.3356(2) 0.0564(10) Uani 1 1 d . . . . .
H30A H 0.006302 0.573081 0.289448 0.085 Uiso 1 1 calc R U . . .
H30B H 0.013079 0.642958 0.365276 0.085 Uiso 1 1 calc R U . . .
H30C H 0.079889 0.534831 0.366707 0.085 Uiso 1 1 calc R U . . .
C18 C 0.6060(3) 0.6331(4) 0.2750(2) 0.0551(10) Uani 1 1 d . . . . .
H18 H 0.560529 0.664046 0.307977 0.066 Uiso 1 1 calc R U . . .
C17 C 0.6824(4) 0.6959(3) 0.2449(2) 0.0572(10) Uani 1 1 d . . . . .
H17 H 0.689797 0.768302 0.258010 0.069 Uiso 1 1 calc R U . . .
C9 C 0.8844(3) 0.3799(3) 0.4376(2) 0.0516(9) Uani 1 1 d . . . . .
H9 H 0.961257 0.367241 0.448554 0.062 Uiso 1 1 calc R U . . .
C16 C 0.7483(3) 0.6502(3) 0.1949(2) 0.0488(9) Uani 1 1 d . . . . .
C25 C 0.1968(3) 0.4192(3) 0.0806(2) 0.0486(9) Uani 1 1 d . . . . .
C2 C 0.5381(3) 0.4455(3) 0.3774(2) 0.0501(9) Uani 1 1 d . . . . .
H2A H 0.528753 0.517822 0.397649 0.060 Uiso 1 1 calc R U . . .
C32 C 0.2228(4) 0.6942(4) 0.3875(2) 0.0595(11) Uani 1 1 d . . . . .
H32A H 0.244118 0.633868 0.420931 0.089 Uiso 1 1 calc R U . . .
H32B H 0.179190 0.743284 0.413494 0.089 Uiso 1 1 calc R U . . .
H32C H 0.288971 0.729798 0.375686 0.089 Uiso 1 1 calc R U . . .
C1 C 0.5130(3) 0.4547(3) 0.2904(2) 0.0478(8) Uani 1 1 d . . . . .
H1 H 0.523290 0.383173 0.268972 0.057 Uiso 1 1 calc R U . . .
C27 C 0.1010(4) 0.3456(3) 0.0918(3) 0.0647(11) Uani 1 1 d . . . . .
H27A H 0.125711 0.294836 0.132393 0.097 Uiso 1 1 calc R U . . .
H27B H 0.076358 0.307956 0.044012 0.097 Uiso 1 1 calc R U . . .
H27C H 0.040063 0.387138 0.106109 0.097 Uiso 1 1 calc R U . . .
C26 C 0.2829(4) 0.3522(4) 0.0473(3) 0.0722(13) Uani 1 1 d . . . . .
H26A H 0.345582 0.396371 0.039579 0.108 Uiso 1 1 calc R U . . .
H26B H 0.249746 0.322280 -0.001795 0.108 Uiso 1 1 calc R U . . .
H26C H 0.307951 0.295157 0.082902 0.108 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 C16 1.720(4) . ?
O2 H2 0.8400 . ?
O2 C22 1.372(4) . ?
O1 C4 1.222(4) . ?
C22 C21 1.423(5) . ?
C22 C23 1.407(5) . ?
C7 C12 1.409(5) . ?
C7 C8 1.393(5) . ?
C7 C6 1.503(5) . ?
C21 C20 1.382(5) . ?
C21 C25 1.535(5) . ?
C23 C24 1.401(5) . ?
C23 C29 1.545(5) . ?
C4 C3 1.502(5) . ?
C4 C5 1.506(5) . ?
C12 C11 1.394(5) . ?
C12 C2 1.525(5) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.521(5) . ?
C20 H20 0.9500 . ?
C20 C19 1.376(5) . ?
C11 H11 0.9500 . ?
C11 C10 1.391(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.531(5) . ?
C24 H24 0.9500 . ?
C24 C19 1.402(5) . ?
C19 C1 1.520(5) . ?
C10 H10 0.9500 . ?
C10 C9 1.381(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C14 H14 0.9500 . ?
C14 C13 1.373(5) . ?
C14 C15 1.389(5) . ?
C13 C18 1.361(6) . ?
C13 C1 1.544(5) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C31 C29 1.538(5) . ?
C29 C30 1.544(5) . ?
C29 C32 1.541(5) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28 C25 1.529(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.359(6) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C18 H18 0.9500 . ?
C18 C17 1.396(6) . ?
C17 H17 0.9500 . ?
C17 C16 1.409(6) . ?
C9 H9 0.9500 . ?
C25 C27 1.540(6) . ?
C25 C26 1.541(6) . ?
C2 H2A 1.0000 . ?
C2 C1 1.529(5) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C1 H1 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 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
C22 O2 H2 109.5 . . ?
O2 C22 C21 115.6(3) . . ?
O2 C22 C23 121.9(3) . . ?
C23 C22 C21 122.5(3) . . ?
C12 C7 C6 120.3(3) . . ?
C8 C7 C12 119.2(3) . . ?
C8 C7 C6 120.4(3) . . ?
C22 C21 C25 122.4(3) . . ?
C20 C21 C22 117.2(3) . . ?
C20 C21 C25 120.4(3) . . ?
C22 C23 C29 122.3(3) . . ?
C24 C23 C22 116.2(3) . . ?
C24 C23 C29 121.6(3) . . ?
O1 C4 C3 121.8(3) . . ?
O1 C4 C5 121.0(3) . . ?
C3 C4 C5 117.2(3) . . ?
C7 C12 C2 123.3(3) . . ?
C11 C12 C7 118.7(3) . . ?
C11 C12 C2 117.9(3) . . ?
C4 C3 H3A 108.3 . . ?
C4 C3 H3B 108.3 . . ?
C4 C3 C2 115.9(3) . . ?
H3A C3 H3B 107.4 . . ?
C2 C3 H3A 108.3 . . ?
C2 C3 H3B 108.3 . . ?
C21 C20 H20 118.4 . . ?
C19 C20 C21 123.2(4) . . ?
C19 C20 H20 118.4 . . ?
C12 C11 H11 119.4 . . ?
C10 C11 C12 121.1(4) . . ?
C10 C11 H11 119.4 . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.3(4) . . ?
C9 C8 H8 119.4 . . ?
C7 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
C7 C6 C5 111.9(3) . . ?
H6A C6 H6B 107.9 . . ?
C5 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
C23 C24 H24 118.5 . . ?
C23 C24 C19 123.1(3) . . ?
C19 C24 H24 118.5 . . ?
C20 C19 C24 117.8(3) . . ?
C20 C19 C1 116.8(3) . . ?
C24 C19 C1 125.4(3) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H10 120.1 . . ?
C4 C5 C6 113.2(3) . . ?
C4 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
C6 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
C13 C14 H14 118.9 . . ?
C13 C14 C15 122.1(4) . . ?
C15 C14 H14 118.9 . . ?
C14 C13 C1 117.5(4) . . ?
C18 C13 C14 117.8(4) . . ?
C18 C13 C1 124.6(3) . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
C31 C29 C23 110.7(3) . . ?
C31 C29 C30 111.7(3) . . ?
C31 C29 C32 106.6(3) . . ?
C30 C29 C23 110.5(3) . . ?
C32 C29 C23 110.4(3) . . ?
C32 C29 C30 106.9(3) . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(3) . . ?
C16 C15 H15 120.0 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C13 C18 H18 119.0 . . ?
C13 C18 C17 122.0(4) . . ?
C17 C18 H18 119.0 . . ?
C18 C17 H17 120.6 . . ?
C18 C17 C16 118.9(4) . . ?
C16 C17 H17 120.6 . . ?
C8 C9 C10 119.9(3) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C15 C16 Cl1 121.8(3) . . ?
C15 C16 C17 119.2(4) . . ?
C17 C16 Cl1 119.0(3) . . ?
C21 C25 C27 109.5(3) . . ?
C21 C25 C26 112.2(3) . . ?
C28 C25 C21 111.3(3) . . ?
C28 C25 C27 109.9(3) . . ?
C28 C25 C26 106.7(3) . . ?
C27 C25 C26 107.0(4) . . ?
C12 C2 H2A 105.8 . . ?
C12 C2 C1 110.2(3) . . ?
C3 C2 C12 115.9(3) . . ?
C3 C2 H2A 105.8 . . ?
C3 C2 C1 112.4(3) . . ?
C1 C2 H2A 105.8 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C19 C1 C13 109.3(3) . . ?
C19 C1 C2 114.6(3) . . ?
C19 C1 H1 107.0 . . ?
C13 C1 H1 107.0 . . ?
C2 C1 C13 111.5(3) . . ?
C2 C1 H1 107.0 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
O2 C22 C21 C20 -178.6(3) . . . . ?
O2 C22 C21 C25 0.4(5) . . . . ?
O2 C22 C23 C24 178.1(3) . . . . ?
O2 C22 C23 C29 -0.9(5) . . . . ?
O1 C4 C3 C2 105.2(4) . . . . ?
O1 C4 C5 C6 -140.7(3) . . . . ?
C22 C21 C20 C19 1.0(5) . . . . ?
C22 C21 C25 C28 59.2(4) . . . . ?
C22 C21 C25 C27 -62.5(4) . . . . ?
C22 C21 C25 C26 178.8(3) . . . . ?
C22 C23 C24 C19 -0.1(5) . . . . ?
C22 C23 C29 C31 -62.0(4) . . . . ?
C22 C23 C29 C30 62.3(4) . . . . ?
C22 C23 C29 C32 -179.8(3) . . . . ?
C7 C12 C11 C10 1.7(5) . . . . ?
C7 C12 C2 C3 49.6(5) . . . . ?
C7 C12 C2 C1 -79.4(4) . . . . ?
C7 C8 C9 C10 1.9(5) . . . . ?
C7 C6 C5 C4 48.3(4) . . . . ?
C21 C22 C23 C24 -1.5(5) . . . . ?
C21 C22 C23 C29 179.4(3) . . . . ?
C21 C20 C19 C24 -2.5(6) . . . . ?
C21 C20 C19 C1 177.0(3) . . . . ?
C23 C22 C21 C20 1.1(5) . . . . ?
C23 C22 C21 C25 -179.9(3) . . . . ?
C23 C24 C19 C20 2.0(5) . . . . ?
C23 C24 C19 C1 -177.5(3) . . . . ?
C4 C3 C2 C12 7.4(5) . . . . ?
C4 C3 C2 C1 135.3(3) . . . . ?
C12 C7 C8 C9 -0.5(5) . . . . ?
C12 C7 C6 C5 -68.2(4) . . . . ?
C12 C11 C10 C9 -0.3(5) . . . . ?
C12 C2 C1 C19 -176.5(3) . . . . ?
C12 C2 C1 C13 -51.7(4) . . . . ?
C3 C4 C5 C6 40.5(4) . . . . ?
C3 C2 C1 C19 52.5(5) . . . . ?
C3 C2 C1 C13 177.3(3) . . . . ?
C20 C21 C25 C28 -121.9(4) . . . . ?
C20 C21 C25 C27 116.4(4) . . . . ?
C20 C21 C25 C26 -2.3(5) . . . . ?
C20 C19 C1 C13 86.7(4) . . . . ?
C20 C19 C1 C2 -147.3(3) . . . . ?
C11 C12 C2 C3 -133.2(4) . . . . ?
C11 C12 C2 C1 97.8(4) . . . . ?
C11 C10 C9 C8 -1.5(5) . . . . ?
C8 C7 C12 C11 -1.3(5) . . . . ?
C8 C7 C12 C2 175.8(3) . . . . ?
C8 C7 C6 C5 107.9(3) . . . . ?
C6 C7 C12 C11 174.8(3) . . . . ?
C6 C7 C12 C2 -8.1(5) . . . . ?
C6 C7 C8 C9 -176.6(3) . . . . ?
C24 C23 C29 C31 119.0(4) . . . . ?
C24 C23 C29 C30 -116.8(4) . . . . ?
C24 C23 C29 C32 1.2(5) . . . . ?
C24 C19 C1 C13 -93.8(4) . . . . ?
C24 C19 C1 C2 32.2(5) . . . . ?
C5 C4 C3 C2 -76.0(4) . . . . ?
C14 C13 C18 C17 -1.2(5) . . . . ?
C14 C13 C1 C19 -114.5(4) . . . . ?
C14 C13 C1 C2 117.7(4) . . . . ?
C14 C15 C16 Cl1 179.0(3) . . . . ?
C14 C15 C16 C17 -0.3(6) . . . . ?
C13 C14 C15 C16 0.3(6) . . . . ?
C13 C18 C17 C16 1.2(5) . . . . ?
C29 C23 C24 C19 179.0(3) . . . . ?
C15 C14 C13 C18 0.5(5) . . . . ?
C15 C14 C13 C1 180.0(3) . . . . ?
C18 C13 C1 C19 64.9(4) . . . . ?
C18 C13 C1 C2 -62.8(5) . . . . ?
C18 C17 C16 Cl1 -179.7(3) . . . . ?
C18 C17 C16 C15 -0.4(5) . . . . ?
C25 C21 C20 C19 -178.0(3) . . . . ?
C2 C12 C11 C10 -175.6(3) . . . . ?
C1 C13 C18 C17 179.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_NJ-02
_database_code_depnum_ccdc_archive 'CCDC 2287164'
loop_
_audit_author_name
_audit_author_address
'Neha Jha'
;Indian Institute of Science Education and Research Bhopal
India
;
_audit_update_record             
;
2023-08-07 deposited with the CCDC.	2023-09-25 downloaded from the CCDC.
;
_audit_creation_date             2023-08-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
# start Validation Reply Form
_vrf_PLAT414_NJ-02               
;
PROBLEM: Short Intra D-H..H-X       H2       ..H30A     .       1.65 Ang.  
RESPONSE:It is developed due to the intramolecular interaction between hydrogen 
atoms of closely spaced OH-group and tert-butyl group.
;
_vrf_PLAT420_NJ-02               
;
PROBLEM: D-H Bond Without Acceptor  O2       --H2       .     Please Check 
RESPONSE: The O-H group's acidity is weakened by the presence of tert-butyl 
groups, which prevents the donor-acceptor bond formation.
;
# end Validation Reply Form
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        NJ-02
_chemical_formula_moiety         'C32 H37 Br O2'
_chemical_formula_sum            'C32 H37 Br O2'
_chemical_formula_weight         533.52
_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 0.0181 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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8874(13)
_cell_length_b                   11.6780(17)
_cell_length_c                   12.9106(17)
_cell_angle_alpha                91.085(8)
_cell_angle_beta                 93.650(8)
_cell_angle_gamma                91.818(8)
_cell_volume                     1336.3(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2467
_cell_measurement_temperature    140.00
_cell_measurement_theta_max      78.42
_cell_measurement_theta_min      7.43
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.769
_exptl_absorpt_coefficient_mu    2.291
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.121
_exptl_crystal_size_mid          0.078
_exptl_crystal_size_min          0.034
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            36874
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.761
_diffrn_reflns_theta_min         6.240
_diffrn_ambient_temperature      140.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4788
_reflns_number_total             5299
_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 1.5 (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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.897
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         5299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0607
_refine_ls_restrained_S_all      1.162
_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)+(0.0578P)²+3.0586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1517
_refine_ls_wR_factor_ref         0.1546
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C12(H12A,H12B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C24(H24), C18(H18), C15(H15), C9(H9), C8(H8), C17(H17), C7(H7),
 C6(H6), C16(H16)
2.d Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C31(H31A,H31B,H31C), C26(H26A,H26B,
 H26C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.71126(5) 0.46420(3) 0.62957(3) 0.03543(16) Uani 1 1 d . . . . .
O1 O 0.9310(3) 0.6287(2) 0.2000(2) 0.0418(6) Uani 1 1 d . . . . .
O2 O 0.3929(3) 0.2106(3) 0.0215(2) 0.0444(7) Uani 1 1 d . . . . .
H2 H 0.437696 0.224988 -0.032387 0.067 Uiso 1 1 calc R U . . .
C20 C 0.4858(4) 0.2979(3) 0.2897(3) 0.0265(7) Uani 1 1 d . . . . .
H20 H 0.445580 0.289596 0.355668 0.032 Uiso 1 1 calc R U . . .
C24 C 0.6815(4) 0.3710(3) 0.1872(2) 0.0249(6) Uani 1 1 d . . . . .
H24 H 0.774350 0.412527 0.182690 0.030 Uiso 1 1 calc R U . . .
C1 C 0.6994(4) 0.4084(3) 0.3850(2) 0.0248(6) Uani 1 1 d . . . . .
H1 H 0.618646 0.445027 0.423275 0.030 Uiso 1 1 calc R U . . .
C19 C 0.6231(4) 0.3588(3) 0.2839(2) 0.0240(6) Uani 1 1 d . . . . .
C13 C 0.7622(4) 0.3155(3) 0.4541(2) 0.0251(7) Uani 1 1 d . . . . .
C4 C 0.8352(4) 0.6760(3) 0.2479(3) 0.0305(7) Uani 1 1 d . . . . .
C14 C 0.7743(4) 0.3281(3) 0.5629(3) 0.0305(7) Uani 1 1 d . . . . .
C23 C 0.6076(4) 0.3238(3) 0.0958(2) 0.0260(7) Uani 1 1 d . . . . .
C18 C 0.8099(4) 0.2127(3) 0.4139(3) 0.0319(7) Uani 1 1 d . . . . .
H18 H 0.805556 0.201268 0.340752 0.038 Uiso 1 1 calc R U . . .
C2 C 0.8190(4) 0.5040(3) 0.3676(3) 0.0286(7) Uani 1 1 d . . . . .
H2A H 0.876957 0.523078 0.434066 0.034 Uiso 1 1 calc R U . . .
H2B H 0.890346 0.476297 0.317648 0.034 Uiso 1 1 calc R U . . .
C10 C 0.6914(4) 0.8535(3) 0.2849(3) 0.0345(8) Uani 1 1 d . . . . .
C5 C 0.7977(4) 0.7973(3) 0.2282(3) 0.0288(7) Uani 1 1 d . . . . .
C3 C 0.7444(4) 0.6116(3) 0.3258(3) 0.0292(7) Uani 1 1 d . . . . .
H3 H 0.647782 0.585083 0.287601 0.035 Uiso 1 1 calc R U . . .
C21 C 0.4053(4) 0.2488(3) 0.2023(3) 0.0266(7) Uani 1 1 d . . . . .
C22 C 0.4711(4) 0.2626(3) 0.1063(3) 0.0286(7) Uani 1 1 d . . . . .
C15 C 0.8287(4) 0.2430(3) 0.6267(3) 0.0340(8) Uani 1 1 d . . . . .
H15 H 0.835285 0.254464 0.699898 0.041 Uiso 1 1 calc R U . . .
C29 C 0.6776(4) 0.3380(3) -0.0106(3) 0.0302(7) Uani 1 1 d . . . . .
C9 C 0.6598(5) 0.9670(3) 0.2606(3) 0.0402(9) Uani 1 1 d . . . . .
H9 H 0.588265 1.006377 0.298303 0.048 Uiso 1 1 calc R U . . .
C25 C 0.2518(4) 0.1853(3) 0.2112(3) 0.0326(8) Uani 1 1 d . . . . .
C12 C 0.7015(5) 0.6945(3) 0.4113(3) 0.0387(9) Uani 1 1 d . . . . .
H12A H 0.641673 0.652253 0.461164 0.046 Uiso 1 1 calc R U . . .
H12B H 0.794480 0.725794 0.449355 0.046 Uiso 1 1 calc R U . . .
C27 C 0.2561(5) 0.0596(3) 0.1721(3) 0.0415(9) Uani 1 1 d . . . . .
H27A H 0.281041 0.057913 0.099239 0.062 Uiso 1 1 calc R U . . .
H27B H 0.157230 0.021687 0.178286 0.062 Uiso 1 1 calc R U . . .
H27C H 0.332855 0.019430 0.214009 0.062 Uiso 1 1 calc R U . . .
C28 C 0.2069(5) 0.1820(4) 0.3237(3) 0.0406(9) Uani 1 1 d . . . . .
H28A H 0.284213 0.143105 0.366285 0.061 Uiso 1 1 calc R U . . .
H28B H 0.109879 0.140245 0.326423 0.061 Uiso 1 1 calc R U . . .
H28C H 0.198026 0.260375 0.350487 0.061 Uiso 1 1 calc R U . . .
C31 C 0.7285(5) 0.2209(4) -0.0488(3) 0.0422(9) Uani 1 1 d . . . . .
H31A H 0.807766 0.193300 -0.000096 0.063 Uiso 1 1 calc R U . . .
H31B H 0.767791 0.228476 -0.117611 0.063 Uiso 1 1 calc R U . . .
H31C H 0.642384 0.166065 -0.052918 0.063 Uiso 1 1 calc R U . . .
C8 C 0.7304(5) 1.0225(3) 0.1830(3) 0.0418(9) Uani 1 1 d . . . . .
H8 H 0.706056 1.099065 0.167046 0.050 Uiso 1 1 calc R U . . .
C17 C 0.8636(5) 0.1262(3) 0.4769(3) 0.0390(9) Uani 1 1 d . . . . .
H17 H 0.893768 0.056476 0.446671 0.047 Uiso 1 1 calc R U . . .
C26 C 0.1284(4) 0.2498(4) 0.1501(3) 0.0411(9) Uani 1 1 d . . . . .
H26A H 0.125677 0.328381 0.177660 0.062 Uiso 1 1 calc R U . . .
H26B H 0.030423 0.210687 0.156860 0.062 Uiso 1 1 calc R U . . .
H26C H 0.150345 0.251399 0.076661 0.062 Uiso 1 1 calc R U . . .
C7 C 0.8373(5) 0.9670(3) 0.1277(3) 0.0391(9) Uani 1 1 d . . . . .
H7 H 0.886341 1.005683 0.074571 0.047 Uiso 1 1 calc R U . . .
C6 C 0.8714(4) 0.8557(3) 0.1507(3) 0.0352(8) Uani 1 1 d . . . . .
H6 H 0.945333 0.818021 0.113779 0.042 Uiso 1 1 calc R U . . .
C30 C 0.5669(5) 0.3871(4) -0.0932(3) 0.0431(10) Uani 1 1 d . . . . .
H30A H 0.478957 0.334636 -0.104973 0.065 Uiso 1 1 calc R U . . .
H30B H 0.616865 0.396253 -0.158143 0.065 Uiso 1 1 calc R U . . .
H30C H 0.534139 0.461833 -0.069020 0.065 Uiso 1 1 calc R U . . .
C11 C 0.6111(5) 0.7924(4) 0.3684(3) 0.0434(9) Uani 1 1 d . . . . .
H11A H 0.511503 0.762417 0.339272 0.052 Uiso 1 1 calc R U . . .
H11B H 0.593859 0.847488 0.425320 0.052 Uiso 1 1 calc R U . . .
C32 C 0.8168(5) 0.4197(4) -0.0017(3) 0.0414(9) Uani 1 1 d . . . . .
H32A H 0.787817 0.495118 0.023326 0.062 Uiso 1 1 calc R U . . .
H32B H 0.857886 0.427167 -0.070036 0.062 Uiso 1 1 calc R U . . .
H32C H 0.893435 0.389067 0.047169 0.062 Uiso 1 1 calc R U . . .
C16 C 0.8733(5) 0.1413(3) 0.5838(3) 0.0390(9) Uani 1 1 d . . . . .
H16 H 0.910388 0.082326 0.627212 0.047 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 C14 1.910(4) . ?
O1 C4 1.224(4) . ?
O2 H2 0.8400 . ?
O2 C22 1.379(4) . ?
C20 H20 0.9500 . ?
C20 C19 1.399(5) . ?
C20 C21 1.401(5) . ?
C24 H24 0.9500 . ?
C24 C19 1.390(4) . ?
C24 C23 1.407(5) . ?
C1 H1 1.0000 . ?
C1 C19 1.527(4) . ?
C1 C13 1.516(4) . ?
C1 C2 1.546(5) . ?
C13 C14 1.406(5) . ?
C13 C18 1.387(5) . ?
C4 C5 1.489(5) . ?
C4 C3 1.523(5) . ?
C14 C15 1.382(5) . ?
C23 C22 1.404(5) . ?
C23 C29 1.554(5) . ?
C18 H18 0.9500 . ?
C18 C17 1.386(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.531(5) . ?
C10 C5 1.402(5) . ?
C10 C9 1.400(5) . ?
C10 C11 1.509(5) . ?
C5 C6 1.406(5) . ?
C3 H3 1.0000 . ?
C3 C12 1.528(5) . ?
C21 C22 1.414(5) . ?
C21 C25 1.543(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(6) . ?
C29 C31 1.536(5) . ?
C29 C30 1.536(5) . ?
C29 C32 1.535(5) . ?
C9 H9 0.9500 . ?
C9 C8 1.377(6) . ?
C25 C27 1.546(5) . ?
C25 C28 1.532(5) . ?
C25 C26 1.535(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11 1.512(6) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C8 H8 0.9500 . ?
C8 C7 1.392(6) . ?
C17 H17 0.9500 . ?
C17 C16 1.385(6) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C6 1.378(5) . ?
C6 H6 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C16 H16 0.9500 . ?

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
C22 O2 H2 109.5 . . ?
C19 C20 H20 118.6 . . ?
C19 C20 C21 122.7(3) . . ?
C21 C20 H20 118.6 . . ?
C19 C24 H24 118.9 . . ?
C19 C24 C23 122.2(3) . . ?
C23 C24 H24 118.9 . . ?
C19 C1 H1 106.4 . . ?
C19 C1 C2 113.2(3) . . ?
C13 C1 H1 106.4 . . ?
C13 C1 C19 111.8(3) . . ?
C13 C1 C2 112.0(3) . . ?
C2 C1 H1 106.4 . . ?
C20 C19 C1 117.6(3) . . ?
C24 C19 C20 118.5(3) . . ?
C24 C19 C1 124.0(3) . . ?
C14 C13 C1 121.9(3) . . ?
C18 C13 C1 122.0(3) . . ?
C18 C13 C14 116.1(3) . . ?
O1 C4 C5 121.0(3) . . ?
O1 C4 C3 121.5(3) . . ?
C5 C4 C3 117.5(3) . . ?
C13 C14 Br1 120.9(3) . . ?
C15 C14 Br1 116.8(3) . . ?
C15 C14 C13 122.3(3) . . ?
C24 C23 C29 120.7(3) . . ?
C22 C23 C24 116.9(3) . . ?
C22 C23 C29 122.4(3) . . ?
C13 C18 H18 118.9 . . ?
C17 C18 C13 122.3(3) . . ?
C17 C18 H18 118.9 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.0 . . ?
C3 C2 C1 110.9(3) . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C5 C10 C11 120.8(3) . . ?
C9 C10 C5 118.3(4) . . ?
C9 C10 C11 120.9(4) . . ?
C10 C5 C4 121.5(3) . . ?
C10 C5 C6 119.9(3) . . ?
C6 C5 C4 118.5(3) . . ?
C4 C3 C2 114.1(3) . . ?
C4 C3 H3 106.4 . . ?
C4 C3 C12 109.7(3) . . ?
C2 C3 H3 106.4 . . ?
C12 C3 C2 113.3(3) . . ?
C12 C3 H3 106.4 . . ?
C20 C21 C22 116.3(3) . . ?
C20 C21 C25 121.3(3) . . ?
C22 C21 C25 122.4(3) . . ?
O2 C22 C23 121.0(3) . . ?
O2 C22 C21 115.6(3) . . ?
C23 C22 C21 123.4(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 H15 120.1 . . ?
C31 C29 C23 109.1(3) . . ?
C30 C29 C23 112.5(3) . . ?
C30 C29 C31 109.3(3) . . ?
C32 C29 C23 111.5(3) . . ?
C32 C29 C31 107.7(3) . . ?
C32 C29 C30 106.6(3) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 C10 121.2(4) . . ?
C8 C9 H9 119.4 . . ?
C21 C25 C27 111.3(3) . . ?
C28 C25 C21 111.8(3) . . ?
C28 C25 C27 106.8(3) . . ?
C28 C25 C26 106.5(3) . . ?
C26 C25 C21 109.2(3) . . ?
C26 C25 C27 111.0(3) . . ?
C3 C12 H12A 109.2 . . ?
C3 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C11 C12 C3 112.1(3) . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C9 C8 H8 119.8 . . ?
C9 C8 C7 120.4(4) . . ?
C7 C8 H8 119.8 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.1(4) . . ?
C16 C17 H17 120.0 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8 C7 H7 120.2 . . ?
C6 C7 C8 119.6(4) . . ?
C6 C7 H7 120.2 . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.6(4) . . ?
C7 C6 H6 119.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C10 C11 C12 111.4(3) . . ?
C10 C11 H11A 109.3 . . ?
C10 C11 H11B 109.3 . . ?
C12 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C15 C16 C17 119.3(3) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?

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
Br1 C14 C15 C16 178.7(3) . . . . ?
O1 C4 C5 C10 -178.0(3) . . . . ?
O1 C4 C5 C6 2.1(5) . . . . ?
O1 C4 C3 C2 21.4(5) . . . . ?
O1 C4 C3 C12 149.8(4) . . . . ?
C20 C21 C22 O2 178.0(3) . . . . ?
C20 C21 C22 C23 -1.4(5) . . . . ?
C20 C21 C25 C27 -120.9(4) . . . . ?
C20 C21 C25 C28 -1.5(5) . . . . ?
C20 C21 C25 C26 116.2(4) . . . . ?
C24 C23 C22 O2 -178.2(3) . . . . ?
C24 C23 C22 C21 1.2(5) . . . . ?
C24 C23 C29 C31 111.2(4) . . . . ?
C24 C23 C29 C30 -127.4(4) . . . . ?
C24 C23 C29 C32 -7.6(5) . . . . ?
C1 C13 C14 Br1 0.2(5) . . . . ?
C1 C13 C14 C15 178.7(3) . . . . ?
C1 C13 C18 C17 -178.2(3) . . . . ?
C1 C2 C3 C4 -144.2(3) . . . . ?
C1 C2 C3 C12 89.3(4) . . . . ?
C19 C20 C21 C22 0.7(5) . . . . ?
C19 C20 C21 C25 -178.1(3) . . . . ?
C19 C24 C23 C22 -0.3(5) . . . . ?
C19 C24 C23 C29 -179.2(3) . . . . ?
C19 C1 C13 C14 -150.7(3) . . . . ?
C19 C1 C13 C18 28.9(4) . . . . ?
C19 C1 C2 C3 69.1(4) . . . . ?
C13 C1 C19 C20 70.8(4) . . . . ?
C13 C1 C19 C24 -109.4(3) . . . . ?
C13 C1 C2 C3 -163.4(3) . . . . ?
C13 C14 C15 C16 0.0(6) . . . . ?
C13 C18 C17 C16 -1.0(6) . . . . ?
C4 C5 C6 C7 178.2(3) . . . . ?
C4 C3 C12 C11 58.3(4) . . . . ?
C14 C13 C18 C17 1.3(5) . . . . ?
C14 C15 C16 C17 0.3(6) . . . . ?
C23 C24 C19 C20 -0.3(5) . . . . ?
C23 C24 C19 C1 179.9(3) . . . . ?
C18 C13 C14 Br1 -179.4(3) . . . . ?
C18 C13 C14 C15 -0.8(5) . . . . ?
C18 C17 C16 C15 0.2(6) . . . . ?
C2 C1 C19 C20 -161.6(3) . . . . ?
C2 C1 C19 C24 18.2(4) . . . . ?
C2 C1 C13 C14 81.1(4) . . . . ?
C2 C1 C13 C18 -99.4(4) . . . . ?
C2 C3 C12 C11 -172.9(3) . . . . ?
C10 C5 C6 C7 -1.7(5) . . . . ?
C10 C9 C8 C7 -1.0(6) . . . . ?
C5 C4 C3 C2 -161.6(3) . . . . ?
C5 C4 C3 C12 -33.2(4) . . . . ?
C5 C10 C9 C8 0.2(6) . . . . ?
C5 C10 C11 C12 24.3(5) . . . . ?
C3 C4 C5 C10 5.0(5) . . . . ?
C3 C4 C5 C6 -174.9(3) . . . . ?
C3 C12 C11 C10 -53.9(5) . . . . ?
C21 C20 C19 C24 0.1(5) . . . . ?
C21 C20 C19 C1 179.9(3) . . . . ?
C22 C23 C29 C31 -67.7(4) . . . . ?
C22 C23 C29 C30 53.8(5) . . . . ?
C22 C23 C29 C32 173.5(3) . . . . ?
C22 C21 C25 C27 60.3(4) . . . . ?
C22 C21 C25 C28 179.7(3) . . . . ?
C22 C21 C25 C26 -62.6(4) . . . . ?
C29 C23 C22 O2 0.7(5) . . . . ?
C29 C23 C22 C21 -179.9(3) . . . . ?
C9 C10 C5 C4 -178.7(3) . . . . ?
C9 C10 C5 C6 1.2(5) . . . . ?
C9 C10 C11 C12 -157.0(4) . . . . ?
C9 C8 C7 C6 0.4(6) . . . . ?
C25 C21 C22 O2 -3.1(5) . . . . ?
C25 C21 C22 C23 177.4(3) . . . . ?
C8 C7 C6 C5 0.9(6) . . . . ?
C11 C10 C5 C4 0.1(5) . . . . ?
C11 C10 C5 C6 180.0(4) . . . . ?
C11 C10 C9 C8 -178.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
