# Electronic Supplementary Material (ESI) for Chemical Science.
# 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. 
# 
#######################################################################

data_fg1003m
_database_code_depnum_ccdc_archive 'CCDC 2084067'
loop_
_audit_author_name
_audit_author_address
'How Chee Ong'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2021-05-17 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H19 Br N P'
_chemical_formula_iupac          ?
_chemical_formula_weight         372.23

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   9.4139(4)
_cell_length_b                   9.7021(4)
_cell_length_c                   10.4201(4)
_cell_angle_alpha                63.4570(10)
_cell_angle_beta                 80.694(2)
_cell_angle_gamma                85.3810(10)
_cell_volume                     840.16(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5834
_cell_measurement_theta_min      2.1923
_cell_measurement_theta_max      32.0207
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             380

_exptl_absorpt_coefficient_mu    2.538
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.86

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Bruker D8 Quest'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 7.4074

_diffrn_reflns_number            32540
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_unetI/netI     0.1030
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         39.50
_diffrn_reflns_theta_full        39.50
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             10017
_reflns_number_gt                5948
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1153
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.1048
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_number_reflns         10017
_refine_ls_number_parameters     204
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0341P)²+0.1842P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.988
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2017)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2017)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.17568(2) 0.21005(2) 0.07624(2) 0.01834(5) Uani d . . . 1 . .
C C1 0.5230(2) 0.1009(2) 0.2510(2) 0.0213(4) Uani d . . . 1 . .
H H1A 0.626346 0.113213 0.215434 0.032 Uiso calc U . R 1 . .
H H1B 0.480894 0.040623 0.212403 0.032 Uiso calc U . R 1 . .
H H1C 0.508452 0.047238 0.35712 0.032 Uiso calc U . R 1 . .
C C2 0.30758(17) 0.24363(19) 0.46965(19) 0.0124(3) Uani d . . . 1 . .
C C3 0.22949(18) 0.1191(2) 0.4850(2) 0.0145(3) Uani d . . . 1 . .
H H3 0.244314 0.084297 0.411833 0.017 Uiso calc U . R 1 . .
C C4 0.12991(19) 0.0467(2) 0.6085(2) 0.0175(4) Uani d . . . 1 . .
H H4 0.0768 -0.0383 0.620043 0.021 Uiso calc U . R 1 . .
C C5 0.10795(19) 0.0980(2) 0.7147(2) 0.0187(4) Uani d . . . 1 . .
H H5 0.040565 0.047114 0.799174 0.022 Uiso calc U . R 1 . .
C C6 0.1836(2) 0.2235(2) 0.6989(2) 0.0192(4) Uani d . . . 1 . .
H H6 0.1676 0.25846 0.771909 0.023 Uiso calc U . R 1 . .
C C7 0.28261(19) 0.2970(2) 0.5758(2) 0.0155(3) Uani d . . . 1 . .
H H7 0.333464 0.383682 0.563639 0.019 Uiso calc U . R 1 . .
C C8 0.36778(18) 0.52967(19) 0.21117(19) 0.0130(3) Uani d . . . 1 . .
C C9 0.23300(19) 0.5462(2) 0.1653(2) 0.0176(3) Uani d . . . 1 . .
H H9 0.182265 0.457728 0.181762 0.021 Uiso calc U . R 1 . .
C C10 0.1735(2) 0.6922(2) 0.0958(2) 0.0207(4) Uani d . . . 1 . .
H H10 0.082425 0.704006 0.063609 0.025 Uiso calc U . R 1 . .
C C11 0.2480(2) 0.8209(2) 0.0735(2) 0.0215(4) Uani d . . . 1 . .
H H11 0.206448 0.920675 0.02843 0.026 Uiso calc U . R 1 . .
C C12 0.3816(2) 0.8047(2) 0.1164(2) 0.0218(4) Uani d . . . 1 . .
H H12 0.432027 0.893576 0.099339 0.026 Uiso calc U . R 1 . .
C C13 0.4438(2) 0.6596(2) 0.1843(2) 0.0177(3) Uani d . . . 1 . .
H H13 0.53686 0.64922 0.212084 0.021 Uiso calc U . R 1 . .
C C14 0.60928(18) 0.3418(2) 0.35239(19) 0.0131(3) Uani d . . . 1 . .
C C15 0.64036(19) 0.2829(2) 0.4938(2) 0.0145(3) Uani d . . . 1 . .
H H15 0.56564 0.241852 0.573403 0.017 Uiso calc U . R 1 . .
C C16 0.7812(2) 0.2844(2) 0.5179(2) 0.0192(4) Uani d . . . 1 . .
H H16 0.802893 0.243285 0.614177 0.023 Uiso calc U . R 1 . .
C C17 0.8900(2) 0.3458(2) 0.4016(2) 0.0193(4) Uani d . . . 1 . .
H H17 0.985777 0.347897 0.418531 0.023 Uiso calc U . R 1 . .
C C18 0.8596(2) 0.4041(2) 0.2607(2) 0.0209(4) Uani d . . . 1 . .
H H18 0.934691 0.44476 0.181444 0.025 Uiso calc U . R 1 . .
C C19 0.71982(19) 0.4030(2) 0.2356(2) 0.0193(4) Uani d . . . 1 . .
H H19 0.698871 0.443905 0.139144 0.023 Uiso calc U . R 1 . .
N N1 0.45294(16) 0.25365(18) 0.20303(17) 0.0140(3) Uani d . . D 1 . .
P P1 0.43411(5) 0.33885(5) 0.30821(5) 0.01134(8) Uani d . . . 1 . .
H H1N 0.386(2) 0.260(3) 0.159(3) 0.038(8) Uiso d . . D 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.473(2) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C7 . 1.398(3) ?
C2 C3 . 1.400(2) ?
C2 P1 . 1.8007(17) ?
C3 C4 . 1.392(2) ?
C3 H3 . 0.95 ?
C4 C5 . 1.384(3) ?
C4 H4 . 0.95 ?
C5 C6 . 1.393(3) ?
C5 H5 . 0.95 ?
C6 C7 . 1.387(2) ?
C6 H6 . 0.95 ?
C7 H7 . 0.95 ?
C8 C13 . 1.395(2) ?
C8 C9 . 1.399(2) ?
C8 P1 . 1.7846(18) ?
C9 C10 . 1.390(3) ?
C9 H9 . 0.95 ?
C10 C11 . 1.392(3) ?
C10 H10 . 0.95 ?
C11 C12 . 1.376(3) ?
C11 H11 . 0.95 ?
C12 C13 . 1.391(3) ?
C12 H12 . 0.95 ?
C13 H13 . 0.95 ?
C14 C15 . 1.394(2) ?
C14 C19 . 1.400(2) ?
C14 P1 . 1.7879(17) ?
C15 C16 . 1.391(2) ?
C15 H15 . 0.95 ?
C16 C17 . 1.387(3) ?
C16 H16 . 0.95 ?
C17 C18 . 1.388(3) ?
C17 H17 . 0.95 ?
C18 C19 . 1.384(3) ?
C18 H18 . 0.95 ?
C19 H19 . 0.95 ?
N1 P1 . 1.6245(16) ?
N1 H1N . 0.823(16) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 H1A . . 109.5 ?
N1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
N1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C7 C2 C3 . . 120.11(16) ?
C7 C2 P1 . . 120.71(13) ?
C3 C2 P1 . . 119.12(14) ?
C4 C3 C2 . . 119.33(17) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C5 C4 C3 . . 120.25(17) ?
C5 C4 H4 . . 119.9 ?
C3 C4 H4 . . 119.9 ?
C4 C5 C6 . . 120.67(17) ?
C4 C5 H5 . . 119.7 ?
C6 C5 H5 . . 119.7 ?
C7 C6 C5 . . 119.56(18) ?
C7 C6 H6 . . 120.2 ?
C5 C6 H6 . . 120.2 ?
C6 C7 C2 . . 120.06(17) ?
C6 C7 H7 . . 120.0 ?
C2 C7 H7 . . 120.0 ?
C13 C8 C9 . . 120.11(17) ?
C13 C8 P1 . . 122.12(14) ?
C9 C8 P1 . . 117.75(13) ?
C10 C9 C8 . . 119.93(17) ?
C10 C9 H9 . . 120.0 ?
C8 C9 H9 . . 120.0 ?
C9 C10 C11 . . 119.58(18) ?
C9 C10 H10 . . 120.2 ?
C11 C10 H10 . . 120.2 ?
C12 C11 C10 . . 120.41(18) ?
C12 C11 H11 . . 119.8 ?
C10 C11 H11 . . 119.8 ?
C11 C12 C13 . . 120.81(18) ?
C11 C12 H12 . . 119.6 ?
C13 C12 H12 . . 119.6 ?
C12 C13 C8 . . 119.12(18) ?
C12 C13 H13 . . 120.4 ?
C8 C13 H13 . . 120.4 ?
C15 C14 C19 . . 119.77(16) ?
C15 C14 P1 . . 123.76(13) ?
C19 C14 P1 . . 116.43(13) ?
C16 C15 C14 . . 119.75(17) ?
C16 C15 H15 . . 120.1 ?
C14 C15 H15 . . 120.1 ?
C17 C16 C15 . . 120.09(17) ?
C17 C16 H16 . . 120.0 ?
C15 C16 H16 . . 120.0 ?
C16 C17 C18 . . 120.34(17) ?
C16 C17 H17 . . 119.8 ?
C18 C17 H17 . . 119.8 ?
C19 C18 C17 . . 119.98(18) ?
C19 C18 H18 . . 120.0 ?
C17 C18 H18 . . 120.0 ?
C18 C19 C14 . . 120.06(18) ?
C18 C19 H19 . . 120.0 ?
C14 C19 H19 . . 120.0 ?
C1 N1 P1 . . 119.21(13) ?
C1 N1 H1N . . 111.2(19) ?
P1 N1 H1N . . 117.7(19) ?
N1 P1 C8 . . 108.43(8) ?
N1 P1 C14 . . 106.15(8) ?
C8 P1 C14 . . 111.06(8) ?
N1 P1 C2 . . 112.82(8) ?
C8 P1 C2 . . 107.47(8) ?
C14 P1 C2 . . 110.93(8) ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetonitrile, diethyl ether'
####################################################################### 
# 
# 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_fghc150
_database_code_depnum_ccdc_archive 'CCDC 2084073'
loop_
_audit_author_name
_audit_author_address
'How Chee Ong'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2021-05-17 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H22 Br P'
_chemical_formula_iupac          ?
_chemical_formula_weight         385.26

_chemical_melting_point          ?

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

_cell_length_a                   10.6424(12)
_cell_length_b                   12.4166(15)
_cell_length_c                   14.4706(17)
_cell_angle_alpha                90
_cell_angle_beta                 93.167(4)
_cell_angle_gamma                90
_cell_volume                     1909.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1646
_cell_measurement_theta_min      2.5228
_cell_measurement_theta_max      19.9786
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             792

_exptl_absorpt_coefficient_mu    2.234
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.44
_exptl_absorpt_correction_T_max  0.55

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            11725
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_av_unetI/netI     0.0962
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             3901
_reflns_number_gt                2305
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1175
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0874
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_refine_ls_number_reflns         3901
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0243P)²+0.8174P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.340
_refine_diff_density_min         -0.481
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2016)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2016)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.38206(4) 0.09692(3) 0.68193(3) 0.05160(16) Uani d . . . 1 . .
P P1 0.22995(8) 0.56825(7) 0.35197(6) 0.0290(2) Uani d . . . 1 . .
C C1 0.2757(3) 0.6651(3) 0.4399(2) 0.0317(9) Uani d . . . 1 . .
C C2 0.3469(3) 0.7554(3) 0.4188(3) 0.0376(9) Uani d . . . 1 . .
H H2 0.378195 0.763149 0.3604 0.045 Uiso calc U . R 1 . .
C C4 0.3236(4) 0.8228(4) 0.5725(3) 0.0553(12) Uani d . . . 1 . .
H H4 0.339049 0.87634 0.616631 0.066 Uiso calc U . R 1 . .
C C3 0.3701(3) 0.8332(3) 0.4860(3) 0.0488(11) Uani d . . . 1 . .
H H3 0.417875 0.893414 0.472627 0.059 Uiso calc U . R 1 . .
C C5 0.2543(4) 0.7335(4) 0.5938(3) 0.0541(12) Uani d . . . 1 . .
H H5 0.223616 0.726318 0.652404 0.065 Uiso calc U . R 1 . .
C C6 0.2306(3) 0.6546(3) 0.5278(2) 0.0448(10) Uani d . . . 1 . .
H H6 0.184111 0.594029 0.542327 0.054 Uiso calc U . R 1 . .
C C7 0.3515(3) 0.5478(3) 0.2729(2) 0.0308(9) Uani d . . . 1 . .
C C9 0.5706(4) 0.5294(4) 0.2435(3) 0.0643(13) Uani d . . . 1 . .
H H9 0.654776 0.538466 0.262785 0.077 Uiso calc U . R 1 . .
C C8 0.4778(3) 0.5591(3) 0.3013(3) 0.0517(11) Uani d . . . 1 . .
H H8 0.499847 0.586736 0.359728 0.062 Uiso calc U . R 1 . .
C C10 0.5398(4) 0.4868(3) 0.1580(3) 0.0606(12) Uani d . . . 1 . .
H H10 0.602735 0.465331 0.119881 0.073 Uiso calc U . R 1 . .
C C11 0.4155(4) 0.4760(3) 0.1286(3) 0.0509(11) Uani d . . . 1 . .
H H11 0.394568 0.44839 0.070029 0.061 Uiso calc U . R 1 . .
C C12 0.3209(4) 0.5060(3) 0.1856(2) 0.0397(10) Uani d . . . 1 . .
H H12 0.236949 0.498144 0.165304 0.048 Uiso calc U . R 1 . .
C C13 0.2078(3) 0.4398(3) 0.4057(2) 0.0305(9) Uani d . . . 1 . .
C C14 0.1123(3) 0.3709(3) 0.3771(2) 0.0351(9) Uani d . . . 1 . .
H H14 0.051509 0.393343 0.332566 0.042 Uiso calc U . R 1 . .
C C15 0.1060(3) 0.2687(3) 0.4139(2) 0.0416(10) Uani d . . . 1 . .
H H15 0.040987 0.222731 0.394089 0.05 Uiso calc U . R 1 . .
C C16 0.1953(4) 0.2342(3) 0.4799(2) 0.0438(10) Uani d . . . 1 . .
H H16 0.190652 0.165304 0.504755 0.053 Uiso calc U . R 1 . .
C C17 0.2912(4) 0.3026(3) 0.5085(3) 0.0507(11) Uani d . . . 1 . .
H H17 0.35168 0.27964 0.553106 0.061 Uiso calc U . R 1 . .
C C18 0.2989(3) 0.4038(3) 0.4723(2) 0.0459(10) Uani d . . . 1 . .
H H18 0.364769 0.44895 0.49194 0.055 Uiso calc U . R 1 . .
C C19 0.0857(3) 0.6133(3) 0.2902(2) 0.0316(9) Uani d . . . 1 . .
H H19 0.057589 0.556325 0.246986 0.038 Uiso calc U . R 1 . .
C C20 -0.0178(3) 0.6326(3) 0.3564(3) 0.0511(11) Uani d . . . 1 . .
H H20A -0.095762 0.646073 0.321762 0.077 Uiso calc U . R 1 . .
H H20B 0.003425 0.693795 0.394747 0.077 Uiso calc U . R 1 . .
H H20C -0.026584 0.570185 0.394686 0.077 Uiso calc U . R 1 . .
C C21 0.1119(3) 0.7150(3) 0.2335(3) 0.0450(10) Uani d . . . 1 . .
H H21A 0.175647 0.69963 0.190975 0.067 Uiso calc U . R 1 . .
H H21B 0.140364 0.771838 0.274549 0.067 Uiso calc U . R 1 . .
H H21C 0.036126 0.737085 0.199687 0.067 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C7 . 1.792(4) ?
P1 C13 . 1.795(3) ?
P1 C1 . 1.798(3) ?
P1 C19 . 1.822(3) ?
C1 C6 . 1.391(5) ?
C1 C2 . 1.396(5) ?
C2 C3 . 1.384(5) ?
C2 H2 . 0.93 ?
C4 C5 . 1.376(5) ?
C4 C3 . 1.377(5) ?
C4 H4 . 0.93 ?
C3 H3 . 0.93 ?
C5 C6 . 1.382(5) ?
C5 H5 . 0.93 ?
C6 H6 . 0.93 ?
C7 C12 . 1.388(4) ?
C7 C8 . 1.391(5) ?
C9 C10 . 1.370(5) ?
C9 C8 . 1.379(5) ?
C9 H9 . 0.93 ?
C8 H8 . 0.93 ?
C10 C11 . 1.373(5) ?
C10 H10 . 0.93 ?
C11 C12 . 1.387(5) ?
C11 H11 . 0.93 ?
C12 H12 . 0.93 ?
C13 C14 . 1.375(4) ?
C13 C18 . 1.402(4) ?
C14 C15 . 1.380(5) ?
C14 H14 . 0.93 ?
C15 C16 . 1.377(5) ?
C15 H15 . 0.93 ?
C16 C17 . 1.375(5) ?
C16 H16 . 0.93 ?
C17 C18 . 1.366(5) ?
C17 H17 . 0.93 ?
C18 H18 . 0.93 ?
C19 C20 . 1.519(5) ?
C19 C21 . 1.540(5) ?
C19 H19 . 0.98 ?
C20 H20A . 0.96 ?
C20 H20B . 0.96 ?
C20 H20C . 0.96 ?
C21 H21A . 0.96 ?
C21 H21B . 0.96 ?
C21 H21C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 P1 C13 . . 105.51(16) ?
C7 P1 C1 . . 111.69(16) ?
C13 P1 C1 . . 108.93(16) ?
C7 P1 C19 . . 110.42(15) ?
C13 P1 C19 . . 111.00(15) ?
C1 P1 C19 . . 109.25(16) ?
C6 C1 C2 . . 119.6(3) ?
C6 C1 P1 . . 119.4(3) ?
C2 C1 P1 . . 120.8(3) ?
C3 C2 C1 . . 119.0(4) ?
C3 C2 H2 . . 120.5 ?
C1 C2 H2 . . 120.5 ?
C5 C4 C3 . . 120.2(4) ?
C5 C4 H4 . . 119.9 ?
C3 C4 H4 . . 119.9 ?
C4 C3 C2 . . 120.9(4) ?
C4 C3 H3 . . 119.5 ?
C2 C3 H3 . . 119.5 ?
C4 C5 C6 . . 119.8(4) ?
C4 C5 H5 . . 120.1 ?
C6 C5 H5 . . 120.1 ?
C5 C6 C1 . . 120.4(4) ?
C5 C6 H6 . . 119.8 ?
C1 C6 H6 . . 119.8 ?
C12 C7 C8 . . 118.8(3) ?
C12 C7 P1 . . 119.5(3) ?
C8 C7 P1 . . 121.1(3) ?
C10 C9 C8 . . 120.5(4) ?
C10 C9 H9 . . 119.7 ?
C8 C9 H9 . . 119.7 ?
C9 C8 C7 . . 120.4(4) ?
C9 C8 H8 . . 119.8 ?
C7 C8 H8 . . 119.8 ?
C9 C10 C11 . . 119.7(4) ?
C9 C10 H10 . . 120.1 ?
C11 C10 H10 . . 120.1 ?
C10 C11 C12 . . 120.5(4) ?
C10 C11 H11 . . 119.7 ?
C12 C11 H11 . . 119.7 ?
C11 C12 C7 . . 120.0(3) ?
C11 C12 H12 . . 120.0 ?
C7 C12 H12 . . 120.0 ?
C14 C13 C18 . . 118.7(3) ?
C14 C13 P1 . . 122.3(2) ?
C18 C13 P1 . . 118.6(3) ?
C13 C14 C15 . . 120.4(3) ?
C13 C14 H14 . . 119.8 ?
C15 C14 H14 . . 119.8 ?
C16 C15 C14 . . 120.5(3) ?
C16 C15 H15 . . 119.7 ?
C14 C15 H15 . . 119.7 ?
C17 C16 C15 . . 119.3(4) ?
C17 C16 H16 . . 120.4 ?
C15 C16 H16 . . 120.4 ?
C18 C17 C16 . . 120.8(3) ?
C18 C17 H17 . . 119.6 ?
C16 C17 H17 . . 119.6 ?
C17 C18 C13 . . 120.3(3) ?
C17 C18 H18 . . 119.9 ?
C13 C18 H18 . . 119.9 ?
C20 C19 C21 . . 111.5(3) ?
C20 C19 P1 . . 111.1(2) ?
C21 C19 P1 . . 109.9(2) ?
C20 C19 H19 . . 108.1 ?
C21 C19 H19 . . 108.1 ?
P1 C19 H19 . . 108.1 ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C19 C21 H21A . . 109.5 ?
C19 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C19 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetonitrile, diethyl ether'
####################################################################### 
# 
# 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_fg1055m
_database_code_depnum_ccdc_archive 'CCDC 2084074'
loop_
_audit_author_name
_audit_author_address
'How Chee Ong'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2021-05-17 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H29 Br N O P'
_chemical_formula_iupac          ?
_chemical_formula_weight         446.35

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.9907(3)
_cell_length_b                   14.6428(4)
_cell_length_c                   21.7567(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4457.1(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8736
_cell_measurement_theta_min      2.3716
_cell_measurement_theta_max      30.4621
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.125
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1856

_exptl_absorpt_coefficient_mu    1.929
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.57
_exptl_absorpt_correction_T_max  0.80

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 7.4074

_diffrn_reflns_number            45997
_diffrn_reflns_av_R_equivalents  0.0864
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         30.52
_diffrn_reflns_theta_full        30.52
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31

_refine_special_details          
;
;

_reflns_number_total             6800
_reflns_number_gt                4694
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0954
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_number_reflns         6800
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0319P)²+3.6149P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.567
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
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'
P P 0.1023 0.0942 '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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2016)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2016)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.39100(2) 0.21274(2) 0.67588(2) 0.01964(7) Uani d . . . 1 . .
C C1 0.34364(15) 0.15386(16) 0.37536(10) 0.0139(4) Uani d . . . 1 . .
C C2 0.41005(16) 0.15030(17) 0.32729(11) 0.0205(5) Uani d . . . 1 . .
H H2 0.412813 0.198201 0.297902 0.025 Uiso calc U . R 1 . .
C C3 0.47163(17) 0.07668(18) 0.32279(12) 0.0233(5) Uani d . . . 1 . .
H H3 0.516958 0.074514 0.290319 0.028 Uiso calc U . R 1 . .
C C4 0.46793(17) 0.00637(18) 0.36496(12) 0.0235(6) Uani d . . . 1 . .
H H4 0.510474 -0.043944 0.361542 0.028 Uiso calc U . R 1 . .
C C5 0.40214(19) 0.00958(18) 0.41208(13) 0.0281(6) Uani d . . . 1 . .
H H5 0.399493 -0.038801 0.441122 0.034 Uiso calc U . R 1 . .
C C6 0.33962(18) 0.08295(18) 0.41750(12) 0.0232(6) Uani d . . . 1 . .
H H6 0.294284 0.084487 0.449991 0.028 Uiso calc U . R 1 . .
C C7 0.33577(15) 0.35354(15) 0.38576(10) 0.0129(4) Uani d . . . 1 . .
C C8 0.34319(15) 0.40102(16) 0.44091(11) 0.0151(5) Uani d . . . 1 . .
H H8 0.306794 0.382298 0.47555 0.018 Uiso calc U . R 1 . .
C C9 0.40373(15) 0.47566(17) 0.44531(11) 0.0183(5) Uani d . . . 1 . .
H H9 0.408587 0.50802 0.483022 0.022 Uiso calc U . R 1 . .
C C10 0.45727(16) 0.50342(17) 0.39502(12) 0.0200(5) Uani d . . . 1 . .
H H10 0.499537 0.553945 0.398404 0.024 Uiso calc U . R 1 . .
C C11 0.44870(17) 0.45689(18) 0.33970(11) 0.0199(5) Uani d . . . 1 . .
H H11 0.48479 0.476415 0.305127 0.024 Uiso calc U . R 1 . .
C C12 0.38851(16) 0.38269(16) 0.33423(10) 0.0166(5) Uani d . . . 1 . .
H H12 0.382709 0.35158 0.296094 0.02 Uiso calc U . R 1 . .
C C13 0.19012(15) 0.24076(16) 0.44585(10) 0.0133(4) Uani d . . . 1 . .
C C14 0.22608(15) 0.22747(15) 0.50525(10) 0.0153(5) Uani d . . . 1 . .
H H14 0.293118 0.223378 0.511608 0.018 Uiso calc U . R 1 . .
C C15 0.16443(17) 0.22029(17) 0.55466(11) 0.0189(5) Uani d . . . 1 . .
H H15 0.18912 0.211591 0.594911 0.023 Uiso calc U . R 1 . .
C C16 0.06650(17) 0.22578(18) 0.54543(11) 0.0229(6) Uani d . . . 1 . .
H H16 0.024091 0.220696 0.579358 0.027 Uiso calc U . R 1 . .
C C17 0.03046(17) 0.23871(19) 0.48668(12) 0.0254(6) Uani d . . . 1 . .
H H17 -0.036679 0.2422 0.480598 0.03 Uiso calc U . R 1 . .
C C18 0.09122(15) 0.24654(17) 0.43697(11) 0.0169(5) Uani d . . . 1 . .
H H18 0.066018 0.255816 0.396906 0.02 Uiso calc U . R 1 . .
C C19 0.16967(17) 0.34041(18) 0.28777(11) 0.0218(5) Uani d . . . 1 . .
H H19A 0.19006 0.344568 0.24477 0.033 Uiso calc U . R 1 . .
H H19B 0.194267 0.393079 0.310627 0.033 Uiso calc U . R 1 . .
H H19C 0.099696 0.339986 0.289763 0.033 Uiso calc U . R 1 . .
C C20 0.16755(18) 0.17318(19) 0.28657(12) 0.0248(6) Uani d . . . 1 . .
H H20A 0.097855 0.17321 0.291111 0.037 Uiso calc U . R 1 . .
H H20B 0.194168 0.119042 0.306781 0.037 Uiso calc U . R 1 . .
H H20C 0.184123 0.172139 0.242815 0.037 Uiso calc U . R 1 . .
C C21 0.28908(19) 0.4844(2) 0.67485(12) 0.0274(6) Uani d . . . 1 . .
H H21A 0.323019 0.443421 0.702983 0.041 Uiso calc U . R 1 . .
H H21B 0.23488 0.512372 0.696308 0.041 Uiso calc U . R 1 . .
H H21C 0.332732 0.532329 0.660662 0.041 Uiso calc U . R 1 . .
C C22 0.25296(17) 0.43059(18) 0.62020(10) 0.0187(5) Uani d . . . 1 . .
H H22 0.204511 0.385122 0.634534 0.022 Uiso calc U . R 1 . .
C C23 0.2080(2) 0.4919(2) 0.57235(12) 0.0296(6) Uani d . . . 1 . .
H H23A 0.257473 0.530272 0.553643 0.044 Uiso calc U . R 1 . .
H H23B 0.159729 0.530717 0.59185 0.044 Uiso calc U . R 1 . .
H H23C 0.177776 0.454331 0.540538 0.044 Uiso calc U . R 1 . .
N N1 0.20720(13) 0.25573(14) 0.31504(8) 0.0151(4) Uani d . . . 1 . .
O O1 0.32921(12) 0.38354(12) 0.59004(7) 0.0193(4) Uani d . . . 1 . .
H H1 0.348479 0.340632 0.612475 0.029 Uiso calc U . R 1 . .
P P1 0.26566(4) 0.25136(4) 0.37954(3) 0.01200(11) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.386(3) ?
C1 C2 . 1.400(3) ?
C1 P1 . 1.799(2) ?
C2 C3 . 1.383(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.380(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.379(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.390(3) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C7 C8 . 1.391(3) ?
C7 C12 . 1.408(3) ?
C7 P1 . 1.794(2) ?
C8 C9 . 1.386(3) ?
C8 H8 . 0.95 ?
C9 C10 . 1.387(3) ?
C9 H9 . 0.95 ?
C10 C11 . 1.388(3) ?
C10 H10 . 0.95 ?
C11 C12 . 1.380(3) ?
C11 H11 . 0.95 ?
C12 H12 . 0.95 ?
C13 C18 . 1.400(3) ?
C13 C14 . 1.400(3) ?
C13 P1 . 1.795(2) ?
C14 C15 . 1.382(3) ?
C14 H14 . 0.95 ?
C15 C16 . 1.387(3) ?
C15 H15 . 0.95 ?
C16 C17 . 1.387(4) ?
C16 H16 . 0.95 ?
C17 C18 . 1.380(3) ?
C17 H17 . 0.95 ?
C18 H18 . 0.95 ?
C19 N1 . 1.471(3) ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 N1 . 1.467(3) ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C22 . 1.513(3) ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 O1 . 1.429(3) ?
C22 C23 . 1.511(3) ?
C22 H22 . 1.0 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
N1 P1 . 1.6255(19) ?
O1 H1 . 0.84 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 119.5(2) ?
C6 C1 P1 . . 122.43(18) ?
C2 C1 P1 . . 118.03(18) ?
C3 C2 C1 . . 119.7(2) ?
C3 C2 H2 . . 120.2 ?
C1 C2 H2 . . 120.2 ?
C4 C3 C2 . . 120.7(2) ?
C4 C3 H3 . . 119.6 ?
C2 C3 H3 . . 119.6 ?
C5 C4 C3 . . 119.6(2) ?
C5 C4 H4 . . 120.2 ?
C3 C4 H4 . . 120.2 ?
C4 C5 C6 . . 120.6(2) ?
C4 C5 H5 . . 119.7 ?
C6 C5 H5 . . 119.7 ?
C1 C6 C5 . . 119.8(2) ?
C1 C6 H6 . . 120.1 ?
C5 C6 H6 . . 120.1 ?
C8 C7 C12 . . 119.8(2) ?
C8 C7 P1 . . 121.52(17) ?
C12 C7 P1 . . 118.63(17) ?
C9 C8 C7 . . 120.0(2) ?
C9 C8 H8 . . 120.0 ?
C7 C8 H8 . . 120.0 ?
C8 C9 C10 . . 120.4(2) ?
C8 C9 H9 . . 119.8 ?
C10 C9 H9 . . 119.8 ?
C9 C10 C11 . . 119.6(2) ?
C9 C10 H10 . . 120.2 ?
C11 C10 H10 . . 120.2 ?
C12 C11 C10 . . 120.9(2) ?
C12 C11 H11 . . 119.5 ?
C10 C11 H11 . . 119.5 ?
C11 C12 C7 . . 119.3(2) ?
C11 C12 H12 . . 120.3 ?
C7 C12 H12 . . 120.3 ?
C18 C13 C14 . . 119.4(2) ?
C18 C13 P1 . . 117.76(17) ?
C14 C13 P1 . . 122.84(16) ?
C15 C14 C13 . . 120.3(2) ?
C15 C14 H14 . . 119.9 ?
C13 C14 H14 . . 119.9 ?
C14 C15 C16 . . 120.0(2) ?
C14 C15 H15 . . 120.0 ?
C16 C15 H15 . . 120.0 ?
C17 C16 C15 . . 120.0(2) ?
C17 C16 H16 . . 120.0 ?
C15 C16 H16 . . 120.0 ?
C18 C17 C16 . . 120.6(2) ?
C18 C17 H17 . . 119.7 ?
C16 C17 H17 . . 119.7 ?
C17 C18 C13 . . 119.7(2) ?
C17 C18 H18 . . 120.1 ?
C13 C18 H18 . . 120.1 ?
N1 C19 H19A . . 109.5 ?
N1 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
N1 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
N1 C20 H20A . . 109.5 ?
N1 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
N1 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C22 C21 H21A . . 109.5 ?
C22 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C22 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
O1 C22 C23 . . 106.28(19) ?
O1 C22 C21 . . 111.3(2) ?
C23 C22 C21 . . 111.8(2) ?
O1 C22 H22 . . 109.2 ?
C23 C22 H22 . . 109.2 ?
C21 C22 H22 . . 109.2 ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C20 N1 C19 . . 112.90(18) ?
C20 N1 P1 . . 121.49(17) ?
C19 N1 P1 . . 124.10(17) ?
C22 O1 H1 . . 109.5 ?
N1 P1 C7 . . 107.90(10) ?
N1 P1 C13 . . 113.65(10) ?
C7 P1 C13 . . 109.47(10) ?
N1 P1 C1 . . 107.02(10) ?
C7 P1 C1 . . 109.51(10) ?
C13 P1 C1 . . 109.21(11) ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: isopropanol, diethylether'
####################################################################### 
# 
# 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_fg1173m
_database_code_depnum_ccdc_archive 'CCDC 2084071'
loop_
_audit_author_name
_audit_author_address
'How Chee Ong'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2021-05-17 deposited with the CCDC.	2023-02-13 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H30.50 Br N O0.25 P2'
_chemical_formula_iupac          ?
_chemical_formula_weight         574.92

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   10.3306(9)
_cell_length_b                   10.6126(9)
_cell_length_c                   13.3397(11)
_cell_angle_alpha                82.341(3)
_cell_angle_beta                 72.934(3)
_cell_angle_gamma                82.482(3)
_cell_volume                     1379.1(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9327
_cell_measurement_theta_min      2.2361
_cell_measurement_theta_max      30.7744
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.160
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             593

_exptl_absorpt_coefficient_mu    1.629
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  0.78

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Bruker D8 Quest'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 7.4074

_diffrn_reflns_number            56112
_diffrn_reflns_av_R_equivalents  0.0917
_diffrn_reflns_av_unetI/netI     0.0948
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         35.80
_diffrn_reflns_theta_full        35.80
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;
;

_reflns_number_total             12774
_reflns_number_gt                7781
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1151
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1276
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_number_reflns         12774
_refine_ls_number_parameters     335
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²+1.1053P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.742
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
P P 0.1023 0.0942 '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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2019)'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2019)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2019)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.99113(2) 0.15017(2) 0.19037(2) 0.02341(7) Uani d . . . 1 . .
C C1 0.5933(2) 0.5941(2) 0.20918(16) 0.0172(4) Uani d . . . 1 . .
C C2 0.6845(2) 0.5003(2) 0.24066(18) 0.0221(4) Uani d . . . 1 . .
H H2 0.652972 0.439713 0.299305 0.026 Uiso calc U . R 1 . .
C C3 0.8221(2) 0.4952(2) 0.1862(2) 0.0273(5) Uani d . . . 1 . .
H H3 0.884234 0.429168 0.205708 0.033 Uiso calc U . R 1 . .
C C4 0.8683(3) 0.5871(3) 0.1031(2) 0.0303(6) Uani d . . . 1 . .
H H4 0.962645 0.585167 0.067391 0.036 Uiso calc U . R 1 . .
C C5 0.7786(3) 0.6808(3) 0.07188(19) 0.0287(5) Uani d . . . 1 . .
H H5 0.811295 0.743332 0.015072 0.034 Uiso calc U . R 1 . .
C C6 0.6405(2) 0.6841(2) 0.12347(18) 0.0229(5) Uani d . . . 1 . .
H H6 0.578251 0.747136 0.100672 0.027 Uiso calc U . R 1 . .
C C7 0.3756(2) 0.7060(2) 0.37716(16) 0.0165(4) Uani d . . . 1 . .
C C8 0.4301(3) 0.8228(2) 0.35650(17) 0.0222(4) Uani d . . . 1 . .
H H8 0.490846 0.845261 0.289515 0.027 Uiso calc U . R 1 . .
C C9 0.3959(3) 0.9066(2) 0.4335(2) 0.0290(5) Uani d . . . 1 . .
H H9 0.433148 0.98647 0.41923 0.035 Uiso calc U . R 1 . .
C C10 0.3075(3) 0.8741(2) 0.53122(19) 0.0297(6) Uani d . . . 1 . .
H H10 0.284588 0.931687 0.583942 0.036 Uiso calc U . R 1 . .
C C11 0.2523(3) 0.7582(3) 0.55241(18) 0.0280(5) Uani d . . . 1 . .
H H11 0.191112 0.736619 0.619392 0.034 Uiso calc U . R 1 . .
C C12 0.2864(2) 0.6734(2) 0.47588(17) 0.0223(4) Uani d . . . 1 . .
H H12 0.249151 0.59352 0.490568 0.027 Uiso calc U . R 1 . .
C C13 0.3299(2) 0.6624(2) 0.17984(16) 0.0178(4) Uani d . . . 1 . .
C C14 0.3549(3) 0.5955(2) 0.09132(17) 0.0233(5) Uani d . . . 1 . .
H H14 0.417619 0.521175 0.083611 0.028 Uiso calc U . R 1 . .
C C15 0.2884(3) 0.6375(3) 0.01506(18) 0.0287(5) Uani d . . . 1 . .
H H15 0.305018 0.591568 -0.044646 0.034 Uiso calc U . R 1 . .
C C16 0.1976(3) 0.7463(3) 0.02575(18) 0.0282(5) Uani d . . . 1 . .
H H16 0.15108 0.774085 -0.026228 0.034 Uiso calc U . R 1 . .
C C17 0.1741(2) 0.8150(3) 0.11198(18) 0.0262(5) Uani d . . . 1 . .
H H17 0.113327 0.890735 0.118083 0.031 Uiso calc U . R 1 . .
C C18 0.2397(2) 0.7726(2) 0.18951(17) 0.0218(4) Uani d . . . 1 . .
H H18 0.222813 0.818878 0.249026 0.026 Uiso calc U . R 1 . .
C C19 0.3970(2) 0.2322(2) 0.24651(16) 0.0171(4) Uani d . . . 1 . .
C C20 0.5298(2) 0.2032(2) 0.25423(17) 0.0201(4) Uani d . . . 1 . .
H H20 0.560697 0.247701 0.29871 0.024 Uiso calc U . R 1 . .
C C21 0.6168(2) 0.1104(2) 0.19781(18) 0.0218(4) Uani d . . . 1 . .
H H21 0.707005 0.090926 0.203392 0.026 Uiso calc U . R 1 . .
C C22 0.5707(2) 0.0459(2) 0.13287(18) 0.0229(5) Uani d . . . 1 . .
H H22 0.630372 -0.016538 0.092494 0.027 Uiso calc U . R 1 . .
C C23 0.4383(2) 0.0721(2) 0.12666(18) 0.0240(5) Uani d . . . 1 . .
H H23 0.407257 0.025793 0.083423 0.029 Uiso calc U . R 1 . .
C C24 0.3503(2) 0.1654(2) 0.18300(17) 0.0210(4) Uani d . . . 1 . .
H H24 0.259638 0.183315 0.178265 0.025 Uiso calc U . R 1 . .
C C25 0.2242(2) 0.2740(2) 0.45567(16) 0.0167(4) Uani d . . . 1 . .
C C26 0.2763(2) 0.2932(2) 0.53717(17) 0.0207(4) Uani d . . . 1 . .
H H26 0.347172 0.347173 0.524076 0.025 Uiso calc U . R 1 . .
C C27 0.2243(3) 0.2330(2) 0.63756(18) 0.0248(5) Uani d . . . 1 . .
H H27 0.259722 0.246036 0.693155 0.03 Uiso calc U . R 1 . .
C C28 0.1215(3) 0.1543(2) 0.65696(19) 0.0276(5) Uani d . . . 1 . .
H H28 0.086268 0.113422 0.725788 0.033 Uiso calc U . R 1 . .
C C29 0.0695(3) 0.1348(2) 0.5759(2) 0.0283(5) Uani d . . . 1 . .
H H29 -0.0015 0.080855 0.589645 0.034 Uiso calc U . R 1 . .
C C30 0.1204(2) 0.1934(2) 0.47564(19) 0.0234(5) Uani d . . . 1 . .
H H30 0.085219 0.179146 0.420281 0.028 Uiso calc U . R 1 . .
C C31 0.1445(2) 0.4046(2) 0.27703(17) 0.0194(4) Uani d . . . 1 . .
H H31A 0.175212 0.445906 0.204146 0.023 Uiso calc U . R 1 . .
H H31B 0.097061 0.329967 0.275333 0.023 Uiso calc U . R 1 . .
C C32 0.0453(2) 0.4994(2) 0.3469(2) 0.0248(5) Uani d . . . 1 . .
H H32A 0.005574 0.455513 0.416547 0.037 Uiso calc U . R 1 . .
H H32B -0.02724 0.534197 0.314444 0.037 Uiso calc U . R 1 . .
H H32C 0.094241 0.569226 0.354255 0.037 Uiso calc U . R 1 . .
N N1 0.37580(19) 0.46071(18) 0.33351(14) 0.0190(4) Uani d . . . 1 . .
P P1 0.41443(6) 0.59719(5) 0.27804(4) 0.01509(10) Uani d . . . 1 . .
P P2 0.28976(6) 0.35143(5) 0.32525(4) 0.01548(11) Uani d . . . 1 . .
O O1 0.8869(8) 0.9418(8) 0.0649(6) 0.042(2) Uani d . P . 0.25 . .
H H1O 0.903139 1.007357 0.08939 0.062 Uiso d U P R 0.25 . .
H H2O 0.936081 0.940193 0.000815 0.062 Uiso d U P R 0.25 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.389(3) ?
C1 C6 . 1.400(3) ?
C1 P1 . 1.804(2) ?
C2 C3 . 1.391(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.389(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.377(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.388(3) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C7 C8 . 1.389(3) ?
C7 C12 . 1.397(3) ?
C7 P1 . 1.794(2) ?
C8 C9 . 1.385(3) ?
C8 H8 . 0.95 ?
C9 C10 . 1.384(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.384(4) ?
C10 H10 . 0.95 ?
C11 C12 . 1.388(3) ?
C11 H11 . 0.95 ?
C12 H12 . 0.95 ?
C13 C18 . 1.392(3) ?
C13 C14 . 1.401(3) ?
C13 P1 . 1.797(2) ?
C14 C15 . 1.384(3) ?
C14 H14 . 0.95 ?
C15 C16 . 1.384(4) ?
C15 H15 . 0.95 ?
C16 C17 . 1.388(4) ?
C16 H16 . 0.95 ?
C17 C18 . 1.392(3) ?
C17 H17 . 0.95 ?
C18 H18 . 0.95 ?
C19 C24 . 1.393(3) ?
C19 C20 . 1.397(3) ?
C19 P2 . 1.799(2) ?
C20 C21 . 1.383(3) ?
C20 H20 . 0.95 ?
C21 C22 . 1.390(3) ?
C21 H21 . 0.95 ?
C22 C23 . 1.383(3) ?
C22 H22 . 0.95 ?
C23 C24 . 1.391(3) ?
C23 H23 . 0.95 ?
C24 H24 . 0.95 ?
C25 C26 . 1.395(3) ?
C25 C30 . 1.401(3) ?
C25 P2 . 1.798(2) ?
C26 C27 . 1.389(3) ?
C26 H26 . 0.95 ?
C27 C28 . 1.381(4) ?
C27 H27 . 0.95 ?
C28 C29 . 1.389(4) ?
C28 H28 . 0.95 ?
C29 C30 . 1.380(3) ?
C29 H29 . 0.95 ?
C30 H30 . 0.95 ?
C31 C32 . 1.533(3) ?
C31 P2 . 1.798(2) ?
C31 H31A . 0.99 ?
C31 H31B . 0.99 ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
N1 P1 . 1.5802(19) ?
N1 P2 . 1.5838(18) ?
O1 H1O . 0.8614 ?
O1 H2O . 0.8585 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 119.8(2) ?
C2 C1 P1 . . 119.59(16) ?
C6 C1 P1 . . 120.60(18) ?
C1 C2 C3 . . 119.9(2) ?
C1 C2 H2 . . 120.0 ?
C3 C2 H2 . . 120.0 ?
C4 C3 C2 . . 119.7(2) ?
C4 C3 H3 . . 120.1 ?
C2 C3 H3 . . 120.1 ?
C5 C4 C3 . . 120.7(2) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
C4 C5 C6 . . 120.0(2) ?
C4 C5 H5 . . 120.0 ?
C6 C5 H5 . . 120.0 ?
C5 C6 C1 . . 119.8(2) ?
C5 C6 H6 . . 120.1 ?
C1 C6 H6 . . 120.1 ?
C8 C7 C12 . . 119.7(2) ?
C8 C7 P1 . . 121.14(16) ?
C12 C7 P1 . . 119.12(17) ?
C9 C8 C7 . . 120.1(2) ?
C9 C8 H8 . . 120.0 ?
C7 C8 H8 . . 120.0 ?
C10 C9 C8 . . 120.1(2) ?
C10 C9 H9 . . 119.9 ?
C8 C9 H9 . . 119.9 ?
C11 C10 C9 . . 120.2(2) ?
C11 C10 H10 . . 119.9 ?
C9 C10 H10 . . 119.9 ?
C10 C11 C12 . . 120.1(2) ?
C10 C11 H11 . . 120.0 ?
C12 C11 H11 . . 120.0 ?
C11 C12 C7 . . 119.8(2) ?
C11 C12 H12 . . 120.1 ?
C7 C12 H12 . . 120.1 ?
C18 C13 C14 . . 119.5(2) ?
C18 C13 P1 . . 123.21(16) ?
C14 C13 P1 . . 117.29(18) ?
C15 C14 C13 . . 120.2(2) ?
C15 C14 H14 . . 119.9 ?
C13 C14 H14 . . 119.9 ?
C14 C15 C16 . . 120.0(2) ?
C14 C15 H15 . . 120.0 ?
C16 C15 H15 . . 120.0 ?
C15 C16 C17 . . 120.4(2) ?
C15 C16 H16 . . 119.8 ?
C17 C16 H16 . . 119.8 ?
C16 C17 C18 . . 119.9(2) ?
C16 C17 H17 . . 120.1 ?
C18 C17 H17 . . 120.1 ?
C13 C18 C17 . . 120.0(2) ?
C13 C18 H18 . . 120.0 ?
C17 C18 H18 . . 120.0 ?
C24 C19 C20 . . 119.9(2) ?
C24 C19 P2 . . 122.46(17) ?
C20 C19 P2 . . 117.62(16) ?
C21 C20 C19 . . 120.7(2) ?
C21 C20 H20 . . 119.6 ?
C19 C20 H20 . . 119.6 ?
C20 C21 C22 . . 119.2(2) ?
C20 C21 H21 . . 120.4 ?
C22 C21 H21 . . 120.4 ?
C23 C22 C21 . . 120.4(2) ?
C23 C22 H22 . . 119.8 ?
C21 C22 H22 . . 119.8 ?
C22 C23 C24 . . 120.7(2) ?
C22 C23 H23 . . 119.6 ?
C24 C23 H23 . . 119.6 ?
C23 C24 C19 . . 119.1(2) ?
C23 C24 H24 . . 120.5 ?
C19 C24 H24 . . 120.5 ?
C26 C25 C30 . . 119.7(2) ?
C26 C25 P2 . . 120.44(16) ?
C30 C25 P2 . . 119.90(17) ?
C27 C26 C25 . . 119.8(2) ?
C27 C26 H26 . . 120.1 ?
C25 C26 H26 . . 120.1 ?
C28 C27 C26 . . 120.3(2) ?
C28 C27 H27 . . 119.8 ?
C26 C27 H27 . . 119.8 ?
C27 C28 C29 . . 120.1(2) ?
C27 C28 H28 . . 120.0 ?
C29 C28 H28 . . 120.0 ?
C30 C29 C28 . . 120.3(2) ?
C30 C29 H29 . . 119.8 ?
C28 C29 H29 . . 119.8 ?
C29 C30 C25 . . 119.8(2) ?
C29 C30 H30 . . 120.1 ?
C25 C30 H30 . . 120.1 ?
C32 C31 P2 . . 111.26(15) ?
C32 C31 H31A . . 109.4 ?
P2 C31 H31A . . 109.4 ?
C32 C31 H31B . . 109.4 ?
P2 C31 H31B . . 109.4 ?
H31A C31 H31B . . 108.0 ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
P1 N1 P2 . . 139.71(13) ?
N1 P1 C7 . . 108.56(10) ?
N1 P1 C13 . . 115.21(10) ?
C7 P1 C13 . . 108.35(10) ?
N1 P1 C1 . . 111.28(10) ?
C7 P1 C1 . . 108.66(10) ?
C13 P1 C1 . . 104.56(10) ?
N1 P2 C25 . . 107.85(10) ?
N1 P2 C31 . . 115.37(10) ?
C25 P2 C31 . . 106.00(10) ?
N1 P2 C19 . . 110.49(10) ?
C25 P2 C19 . . 107.06(10) ?
C31 P2 C19 . . 109.64(10) ?
H1O O1 H2O . . 108.4 ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetonitrile, diethyl ether'
