# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_TRI_b
_database_code_depnum_ccdc_archive 'CCDC 1878050'
loop_
_audit_author_name
_audit_author_address
Dr.R.Boomishankar
;Indian Institute of Science Educatioin and Research (IISER, Pune)
India
;
_audit_update_record             
;
2018-11-09 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 Br N2 P'
_chemical_formula_weight         381.29

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   14.851(4)
_cell_length_b                   13.856(3)
_cell_length_c                   9.599(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1975.3(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9853
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    2.161
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6349
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34408
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.581
_diffrn_reflns_theta_max         27.876
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_point_group_measured_fraction_full 0.880
_reflns_number_total             4082
_reflns_number_gt                3940
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.635
_reflns_Friedel_fraction_max     0.716
_reflns_Friedel_fraction_full    0.744

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0268P)²+0.4190P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1451 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.033(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4082
_refine_ls_number_parameters     175
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_ref         0.0513
_refine_ls_wR_factor_gt          0.0509
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
P1 P 0.22975(3) 0.51492(3) 0.51251(6) 0.01037(10) Uani 1 1 d . . . . .
Br1 Br 0.16137(2) 0.74344(2) 0.22962(4) 0.01772(7) Uani 1 1 d . . . . .
N1 N 0.17558(12) 0.52525(12) 0.36528(19) 0.0120(3) Uani 1 1 d . . . . .
H1 H 0.1423 0.5769 0.3512 0.014 Uiso 1 1 calc R U . . .
N2 N 0.20899(12) 0.41004(12) 0.5795(2) 0.0137(3) Uani 1 1 d . . . . .
H2 H 0.2533 0.3687 0.5917 0.016 Uiso 1 1 calc R U . . .
C1 C 0.18041(15) 0.45070(14) 0.2541(2) 0.0149(4) Uani 1 1 d . . . . .
H1A H 0.1898 0.3864 0.2993 0.018 Uiso 1 1 calc R U . . .
C2 C 0.09067(17) 0.4488(2) 0.1782(3) 0.0329(6) Uani 1 1 d . . . . .
H2A H 0.0926 0.4000 0.1044 0.049 Uiso 1 1 calc R U . . .
H2B H 0.0425 0.4330 0.2441 0.049 Uiso 1 1 calc R U . . .
H2C H 0.0790 0.5123 0.1370 0.049 Uiso 1 1 calc R U . . .
C3 C 0.25751(18) 0.46816(18) 0.1520(3) 0.0243(5) Uani 1 1 d . . . . .
H3A H 0.2577 0.4172 0.0812 0.036 Uiso 1 1 calc R U . . .
H3B H 0.2495 0.5310 0.1069 0.036 Uiso 1 1 calc R U . . .
H3C H 0.3149 0.4675 0.2025 0.036 Uiso 1 1 calc R U . . .
C4 C 0.11586(15) 0.38268(15) 0.6207(2) 0.0162(4) Uani 1 1 d . . . . .
H4 H 0.0735 0.4307 0.5789 0.019 Uiso 1 1 calc R U . . .
C5 C 0.10450(17) 0.38587(18) 0.7789(3) 0.0223(5) Uani 1 1 d . . . . .
H5A H 0.0427 0.3676 0.8033 0.033 Uiso 1 1 calc R U . . .
H5B H 0.1468 0.3407 0.8223 0.033 Uiso 1 1 calc R U . . .
H5C H 0.1167 0.4514 0.8124 0.033 Uiso 1 1 calc R U . . .
C6 C 0.09249(15) 0.28341(18) 0.5621(3) 0.0214(5) Uani 1 1 d . . . . .
H6A H 0.0311 0.2660 0.5898 0.032 Uiso 1 1 calc R U . . .
H6B H 0.0966 0.2850 0.4602 0.032 Uiso 1 1 calc R U . . .
H6C H 0.1348 0.2354 0.5987 0.032 Uiso 1 1 calc R U . . .
C11 C 0.35028(6) 0.52909(9) 0.49506(15) 0.0125(4) Uani 1 1 d G . . . .
C12 C 0.37744(8) 0.60664(9) 0.41339(16) 0.0175(4) Uani 1 1 d G . . . .
H12 H 0.3337 0.6483 0.3732 0.021 Uiso 1 1 calc R U . . .
C13 C 0.46854(9) 0.62332(9) 0.39050(16) 0.0187(4) Uani 1 1 d G . . . .
H13 H 0.4871 0.6763 0.3347 0.022 Uiso 1 1 calc R U . . .
C14 C 0.53249(6) 0.56243(10) 0.44929(18) 0.0196(5) Uani 1 1 d G . . . .
H14 H 0.5948 0.5738 0.4336 0.024 Uiso 1 1 calc R U . . .
C15 C 0.50534(8) 0.48488(9) 0.53096(17) 0.0219(5) Uani 1 1 d G . . . .
H15 H 0.5490 0.4433 0.5711 0.026 Uiso 1 1 calc R U . . .
C16 C 0.41423(9) 0.46820(8) 0.55385(15) 0.0171(4) Uani 1 1 d G . . . .
H16 H 0.3957 0.4152 0.6097 0.021 Uiso 1 1 calc R U . . .
C21 C 0.19048(10) 0.61141(9) 0.62367(13) 0.0138(4) Uani 1 1 d G . . . .
C22 C 0.23285(9) 0.62049(10) 0.75212(16) 0.0262(5) Uani 1 1 d G . . . .
H22 H 0.2831 0.5808 0.7741 0.031 Uiso 1 1 calc R U . . .
C23 C 0.20177(12) 0.68761(11) 0.84839(13) 0.0298(6) Uani 1 1 d G . . . .
H23 H 0.2307 0.6938 0.9362 0.036 Uiso 1 1 calc R U . . .
C24 C 0.12832(12) 0.74566(10) 0.81621(15) 0.0259(6) Uani 1 1 d G . . . .
H24 H 0.1071 0.7915 0.8820 0.031 Uiso 1 1 calc R U . . .
C25 C 0.08595(10) 0.73658(10) 0.68776(17) 0.0257(6) Uani 1 1 d G . . . .
H25 H 0.0358 0.7762 0.6658 0.031 Uiso 1 1 calc R U . . .
C26 C 0.11703(10) 0.66945(10) 0.59149(13) 0.0189(5) Uani 1 1 d G . . . .
H26 H 0.0881 0.6632 0.5037 0.023 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
P1 N2 1.6187(17) . ?
P1 N1 1.6325(19) . ?
P1 C21 1.8072(11) . ?
P1 C11 1.8086(12) . ?
N1 C1 1.487(3) . ?
N1 H1 0.8800 . ?
N2 C4 1.488(3) . ?
N2 H2 0.8800 . ?
C1 C2 1.520(3) . ?
C1 C3 1.527(3) . ?
C1 H1A 1.0000 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C6 1.526(3) . ?
C4 C5 1.528(3) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12 0.9500 . ?
C13 C14 1.3900 . ?
C13 H13 0.9500 . ?
C14 C15 1.3900 . ?
C14 H14 0.9500 . ?
C15 C16 1.3900 . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9500 . ?
C23 C24 1.3900 . ?
C23 H23 0.9500 . ?
C24 C25 1.3900 . ?
C24 H24 0.9500 . ?
C25 C26 1.3900 . ?
C25 H25 0.9500 . ?
C26 H26 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
N2 P1 N1 109.19(9) . . ?
N2 P1 C21 111.61(9) . . ?
N1 P1 C21 106.70(8) . . ?
N2 P1 C11 108.83(8) . . ?
N1 P1 C11 113.45(8) . . ?
C21 P1 C11 107.08(7) . . ?
C1 N1 P1 122.45(14) . . ?
C1 N1 H1 118.8 . . ?
P1 N1 H1 118.8 . . ?
C4 N2 P1 120.76(14) . . ?
C4 N2 H2 119.6 . . ?
P1 N2 H2 119.6 . . ?
N1 C1 C2 108.30(18) . . ?
N1 C1 C3 112.75(18) . . ?
C2 C1 C3 110.6(2) . . ?
N1 C1 H1A 108.3 . . ?
C2 C1 H1A 108.3 . . ?
C3 C1 H1A 108.3 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 C6 110.07(18) . . ?
N2 C4 C5 111.1(2) . . ?
C6 C4 C5 111.5(2) . . ?
N2 C4 H4 108.0 . . ?
C6 C4 H4 108.0 . . ?
C5 C4 H4 108.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 120.0 . . ?
C12 C11 P1 115.04(7) . . ?
C16 C11 P1 124.94(8) . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 P1 116.40(8) . . ?
C26 C21 P1 123.37(8) . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.0 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Br1 0.88 2.60 3.2986(18) 136.8 .
N2 H2 Br1 0.88 2.52 3.3337(18) 153.2 4_545

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_TRI_a
_database_code_depnum_ccdc_archive 'CCDC 1878053'
loop_
_audit_author_name
_audit_author_address
Dr.R.Boomishankar
;Indian Institute of Science Educatioin and Research (IISER, Pune)
India
;
_audit_update_record             
;
2018-11-09 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 I N2 P'
_chemical_formula_weight         428.28

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.602(10)
_cell_length_b                   15.137(15)
_cell_length_c                   13.562(15)
_cell_angle_alpha                90
_cell_angle_beta                 92.026(19)
_cell_angle_gamma                90
_cell_volume                     1970(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9882
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      26.65

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.706
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6578
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33620
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.122
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8349
_reflns_number_gt                7753
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.924
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0159P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3410 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.008(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8349
_refine_ls_number_parameters     349
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0595
_refine_ls_wR_factor_gt          0.0578
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
P1 P 0.09991(11) 0.55554(8) 0.47782(8) 0.0179(2) Uani 1 1 d . . . . .
P2 P 0.50342(12) 0.47053(7) 0.97911(9) 0.0184(2) Uani 1 1 d . . . . .
I1 I 0.58989(3) 0.56346(2) 0.48587(2) 0.02789(8) Uani 1 1 d . . . . .
I2 I 0.81111(3) 0.24651(2) 0.05359(2) 0.02984(9) Uani 1 1 d . . . . .
N1 N -0.0331(3) 0.5526(2) 0.5479(3) 0.0201(8) Uani 1 1 d . . . . .
H1 H -0.1067 0.5852 0.5329 0.024 Uiso 1 1 calc R U . . .
N2 N 0.2328(4) 0.5909(2) 0.5430(3) 0.0229(9) Uani 1 1 d . . . . .
H2 H 0.3103 0.5599 0.5425 0.027 Uiso 1 1 calc R U . . .
N3 N 0.5571(4) 0.4182(2) 1.0771(3) 0.0212(8) Uani 1 1 d . . . . .
H3 H 0.5845 0.3630 1.0713 0.025 Uiso 1 1 calc R U . . .
N4 N 0.3481(4) 0.5097(3) 0.9926(3) 0.0245(9) Uani 1 1 d . . . . .
H4 H 0.3367 0.5672 0.9969 0.029 Uiso 1 1 calc R U . . .
C1 C -0.0329(5) 0.4957(3) 0.6369(4) 0.0275(11) Uani 1 1 d . . . . .
H1A H 0.0658 0.4862 0.6605 0.033 Uiso 1 1 calc R U . . .
C2 C -0.1099(6) 0.5432(3) 0.7175(4) 0.0349(13) Uani 1 1 d . . . . .
H2A H -0.1103 0.5061 0.7767 0.052 Uiso 1 1 calc R U . . .
H2B H -0.0630 0.5992 0.7332 0.052 Uiso 1 1 calc R U . . .
H2C H -0.2060 0.5549 0.6945 0.052 Uiso 1 1 calc R U . . .
C3 C -0.0981(6) 0.4062(3) 0.6136(5) 0.0381(14) Uani 1 1 d . . . . .
H3A H -0.0967 0.3699 0.6735 0.057 Uiso 1 1 calc R U . . .
H3B H -0.1946 0.4144 0.5895 0.057 Uiso 1 1 calc R U . . .
H3C H -0.0450 0.3765 0.5629 0.057 Uiso 1 1 calc R U . . .
C4 C 0.2315(5) 0.6719(3) 0.6031(4) 0.0332(13) Uani 1 1 d . . . . .
H4A H 0.1337 0.6841 0.6222 0.040 Uiso 1 1 calc R U . . .
C5 C 0.3221(7) 0.6552(4) 0.6970(4) 0.0491(16) Uani 1 1 d . . . . .
H5A H 0.3230 0.7082 0.7384 0.074 Uiso 1 1 calc R U . . .
H5B H 0.2836 0.6055 0.7336 0.074 Uiso 1 1 calc R U . . .
H5C H 0.4174 0.6411 0.6788 0.074 Uiso 1 1 calc R U . . .
C6 C 0.2852(6) 0.7505(4) 0.5469(5) 0.0515(16) Uani 1 1 d . . . . .
H6A H 0.2830 0.8032 0.5889 0.077 Uiso 1 1 calc R U . . .
H6B H 0.3812 0.7392 0.5282 0.077 Uiso 1 1 calc R U . . .
H6C H 0.2263 0.7601 0.4875 0.077 Uiso 1 1 calc R U . . .
C7 C 0.5621(5) 0.4593(3) 1.1770(4) 0.0256(10) Uani 1 1 d . . . . .
H7 H 0.5220 0.5201 1.1711 0.031 Uiso 1 1 calc R U . . .
C8 C 0.7116(6) 0.4672(4) 1.2168(4) 0.0481(16) Uani 1 1 d . . . . .
H8A H 0.7125 0.4944 1.2825 0.072 Uiso 1 1 calc R U . . .
H8B H 0.7538 0.4084 1.2214 0.072 Uiso 1 1 calc R U . . .
H8C H 0.7649 0.5041 1.1723 0.072 Uiso 1 1 calc R U . . .
C9 C 0.4765(5) 0.4076(3) 1.2479(4) 0.0322(12) Uani 1 1 d . . . . .
H9A H 0.4818 0.4361 1.3128 0.048 Uiso 1 1 calc R U . . .
H9B H 0.3793 0.4058 1.2235 0.048 Uiso 1 1 calc R U . . .
H9C H 0.5129 0.3472 1.2535 0.048 Uiso 1 1 calc R U . . .
C10 C 0.2248(5) 0.4513(3) 0.9981(4) 0.0285(12) Uani 1 1 d . . . . .
H10 H 0.2579 0.3896 1.0108 0.034 Uiso 1 1 calc R U . . .
C11 C 0.1365(6) 0.4796(4) 1.0832(4) 0.0380(13) Uani 1 1 d . . . . .
H11A H 0.0550 0.4408 1.0865 0.057 Uiso 1 1 calc R U . . .
H11B H 0.1918 0.4756 1.1452 0.057 Uiso 1 1 calc R U . . .
H11C H 0.1055 0.5407 1.0730 0.057 Uiso 1 1 calc R U . . .
C12 C 0.1429(6) 0.4528(4) 0.9003(5) 0.0434(15) Uani 1 1 d . . . . .
H12A H 0.0614 0.4141 0.9043 0.065 Uiso 1 1 calc R U . . .
H12B H 0.1121 0.5133 0.8858 0.065 Uiso 1 1 calc R U . . .
H12C H 0.2023 0.4320 0.8478 0.065 Uiso 1 1 calc R U . . .
C1P C 0.0541(3) 0.6230(2) 0.37345(19) 0.0203(10) Uani 1 1 d G . . . .
C2P C -0.0790(3) 0.6552(2) 0.3515(2) 0.0343(13) Uani 1 1 d G . . . .
H2P H -0.1524 0.6439 0.3950 0.041 Uiso 1 1 calc R U . . .
C3P C -0.1048(3) 0.7038(2) 0.2658(3) 0.0423(14) Uani 1 1 d G . . . .
H3P H -0.1958 0.7258 0.2508 0.051 Uiso 1 1 calc R U . . .
C4P C 0.0025(3) 0.7204(2) 0.2022(2) 0.0335(12) Uani 1 1 d G . . . .
H4P H -0.0152 0.7536 0.1437 0.040 Uiso 1 1 calc R U . . .
C5P C 0.1356(3) 0.6882(2) 0.2242(2) 0.0327(12) Uani 1 1 d G . . . .
H5P H 0.2089 0.6995 0.1807 0.039 Uiso 1 1 calc R U . . .
C6P C 0.1614(2) 0.6396(2) 0.3098(2) 0.0308(12) Uani 1 1 d G . . . .
H6P H 0.2524 0.6176 0.3248 0.037 Uiso 1 1 calc R U . . .
C7P C 0.1491(3) 0.44884(14) 0.4337(2) 0.0201(10) Uani 1 1 d G . . . .
C8P C 0.0732(3) 0.41290(18) 0.3543(2) 0.0271(11) Uani 1 1 d G . . . .
H8P H 0.0045 0.4474 0.3200 0.033 Uiso 1 1 calc R U . . .
C9P C 0.0977(3) 0.32643(19) 0.3251(2) 0.0344(13) Uani 1 1 d G . . . .
H9P H 0.0458 0.3019 0.2708 0.041 Uiso 1 1 calc R U . . .
C10P C 0.1981(3) 0.27591(15) 0.3753(3) 0.0395(14) Uani 1 1 d G . . . .
H10P H 0.2149 0.2168 0.3553 0.047 Uiso 1 1 calc R U . . .
C11P C 0.2741(3) 0.31185(18) 0.4547(3) 0.0365(14) Uani 1 1 d G . . . .
H11P H 0.3427 0.2773 0.4890 0.044 Uiso 1 1 calc R U . . .
C12P C 0.2495(3) 0.39832(19) 0.4839(2) 0.0266(11) Uani 1 1 d G . . . .
H12P H 0.3014 0.4229 0.5382 0.032 Uiso 1 1 calc R U . . .
C13P C 0.5095(3) 0.39249(16) 0.87900(18) 0.0211(10) Uani 1 1 d G . . . .
C14P C 0.5307(3) 0.42370(14) 0.7843(2) 0.0260(10) Uani 1 1 d G . . . .
H14P H 0.5485 0.4847 0.7739 0.031 Uiso 1 1 calc R U . . .
C15P C 0.5258(3) 0.3657(2) 0.70480(17) 0.0285(11) Uani 1 1 d G . . . .
H15P H 0.5403 0.3870 0.6401 0.034 Uiso 1 1 calc R U . . .
C16P C 0.4998(3) 0.27649(18) 0.7200(2) 0.0335(12) Uani 1 1 d G . . . .
H16P H 0.4965 0.2369 0.6656 0.040 Uiso 1 1 calc R U . . .
C17P C 0.4786(3) 0.24528(14) 0.8147(2) 0.0328(11) Uani 1 1 d G . . . .
H17P H 0.4608 0.1843 0.8250 0.039 Uiso 1 1 calc R U . . .
C18P C 0.4834(3) 0.30328(17) 0.89418(18) 0.0257(11) Uani 1 1 d G . . . .
H18P H 0.4689 0.2819 0.9589 0.031 Uiso 1 1 calc R U . . .
C19P C 0.6108(2) 0.56263(17) 0.9509(2) 0.0200(9) Uani 1 1 d G . . . .
C20P C 0.5600(2) 0.6376(2) 0.9026(2) 0.0288(11) Uani 1 1 d G . . . .
H20P H 0.4640 0.6416 0.8838 0.035 Uiso 1 1 calc R U . . .
C21P C 0.6498(3) 0.70658(17) 0.8816(3) 0.0338(13) Uani 1 1 d G . . . .
H21P H 0.6150 0.7578 0.8486 0.041 Uiso 1 1 calc R U . . .
C22P C 0.7903(3) 0.70066(17) 0.9090(3) 0.0310(12) Uani 1 1 d G . . . .
H22P H 0.8517 0.7478 0.8947 0.037 Uiso 1 1 calc R U . . .
C23P C 0.8411(2) 0.6257(2) 0.9574(3) 0.0323(12) Uani 1 1 d G . . . .
H23P H 0.9372 0.6217 0.9761 0.039 Uiso 1 1 calc R U . . .
C24P C 0.7514(3) 0.55671(17) 0.9783(2) 0.0285(11) Uani 1 1 d G . . . .
H24P H 0.7861 0.5055 1.0114 0.034 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
P1 N2 1.617(4) . ?
P1 N1 1.619(4) . ?
P1 C1P 1.788(3) . ?
P1 C7P 1.791(3) . ?
P2 N3 1.616(4) . ?
P2 N4 1.621(4) . ?
P2 C19P 1.784(3) . ?
P2 C13P 1.802(3) . ?
N1 C1 1.483(6) . ?
N1 H1 0.8800 . ?
N2 C4 1.473(6) . ?
N2 H2 0.8800 . ?
N3 C7 1.490(6) . ?
N3 H3 0.8800 . ?
N4 C10 1.481(6) . ?
N4 H4 0.8800 . ?
C1 C3 1.521(7) . ?
C1 C2 1.521(7) . ?
C1 H1A 1.0000 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C6 1.514(9) . ?
C4 C5 1.538(8) . ?
C4 H4A 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C9 1.505(7) . ?
C7 C8 1.521(7) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C12 1.517(8) . ?
C10 C11 1.518(8) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C1P C2P 1.3900 . ?
C1P C6P 1.3900 . ?
C2P C3P 1.3900 . ?
C2P H2P 0.9500 . ?
C3P C4P 1.3900 . ?
C3P H3P 0.9500 . ?
C4P C5P 1.3900 . ?
C4P H4P 0.9500 . ?
C5P C6P 1.3900 . ?
C5P H5P 0.9500 . ?
C6P H6P 0.9500 . ?
C7P C8P 1.3900 . ?
C7P C12P 1.3900 . ?
C8P C9P 1.3900 . ?
C8P H8P 0.9500 . ?
C9P C10P 1.3900 . ?
C9P H9P 0.9500 . ?
C10P C11P 1.3900 . ?
C10P H10P 0.9500 . ?
C11P C12P 1.3900 . ?
C11P H11P 0.9500 . ?
C12P H12P 0.9500 . ?
C13P C14P 1.3900 . ?
C13P C18P 1.3900 . ?
C14P C15P 1.3900 . ?
C14P H14P 0.9500 . ?
C15P C16P 1.3900 . ?
C15P H15P 0.9500 . ?
C16P C17P 1.3900 . ?
C16P H16P 0.9500 . ?
C17P C18P 1.3900 . ?
C17P H17P 0.9500 . ?
C18P H18P 0.9500 . ?
C19P C20P 1.3900 . ?
C19P C24P 1.3900 . ?
C20P C21P 1.3900 . ?
C20P H20P 0.9500 . ?
C21P C22P 1.3900 . ?
C21P H21P 0.9500 . ?
C22P C23P 1.3900 . ?
C22P H22P 0.9500 . ?
C23P C24P 1.3900 . ?
C23P H23P 0.9500 . ?
C24P H24P 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
N2 P1 N1 108.2(2) . . ?
N2 P1 C1P 114.27(19) . . ?
N1 P1 C1P 107.64(18) . . ?
N2 P1 C7P 105.57(17) . . ?
N1 P1 C7P 113.17(19) . . ?
C1P P1 C7P 108.14(17) . . ?
N3 P2 N4 110.7(2) . . ?
N3 P2 C19P 112.92(18) . . ?
N4 P2 C19P 106.25(19) . . ?
N3 P2 C13P 106.29(18) . . ?
N4 P2 C13P 112.28(19) . . ?
C19P P2 C13P 108.45(16) . . ?
C1 N1 P1 121.0(3) . . ?
C1 N1 H1 119.5 . . ?
P1 N1 H1 119.5 . . ?
C4 N2 P1 123.8(3) . . ?
C4 N2 H2 118.1 . . ?
P1 N2 H2 118.1 . . ?
C7 N3 P2 122.8(3) . . ?
C7 N3 H3 118.6 . . ?
P2 N3 H3 118.6 . . ?
C10 N4 P2 121.9(3) . . ?
C10 N4 H4 119.1 . . ?
P2 N4 H4 119.1 . . ?
N1 C1 C3 111.1(4) . . ?
N1 C1 C2 108.9(4) . . ?
C3 C1 C2 111.3(4) . . ?
N1 C1 H1A 108.5 . . ?
C3 C1 H1A 108.5 . . ?
C2 C1 H1A 108.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 C6 111.5(5) . . ?
N2 C4 C5 107.8(4) . . ?
C6 C4 C5 110.7(4) . . ?
N2 C4 H4A 108.9 . . ?
C6 C4 H4A 108.9 . . ?
C5 C4 H4A 108.9 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 C9 111.3(4) . . ?
N3 C7 C8 110.8(4) . . ?
C9 C7 C8 110.1(5) . . ?
N3 C7 H7 108.2 . . ?
C9 C7 H7 108.2 . . ?
C8 C7 H7 108.2 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C10 C12 109.8(4) . . ?
N4 C10 C11 109.8(4) . . ?
C12 C10 C11 112.0(5) . . ?
N4 C10 H10 108.4 . . ?
C12 C10 H10 108.4 . . ?
C11 C10 H10 108.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2P C1P C6P 120.0 . . ?
C2P C1P P1 124.64(17) . . ?
C6P C1P P1 115.30(17) . . ?
C3P C2P C1P 120.0 . . ?
C3P C2P H2P 120.0 . . ?
C1P C2P H2P 120.0 . . ?
C4P C3P C2P 120.0 . . ?
C4P C3P H3P 120.0 . . ?
C2P C3P H3P 120.0 . . ?
C3P C4P C5P 120.0 . . ?
C3P C4P H4P 120.0 . . ?
C5P C4P H4P 120.0 . . ?
C6P C5P C4P 120.0 . . ?
C6P C5P H5P 120.0 . . ?
C4P C5P H5P 120.0 . . ?
C5P C6P C1P 120.0 . . ?
C5P C6P H6P 120.0 . . ?
C1P C6P H6P 120.0 . . ?
C8P C7P C12P 120.0 . . ?
C8P C7P P1 118.32(17) . . ?
C12P C7P P1 121.27(17) . . ?
C9P C8P C7P 120.0 . . ?
C9P C8P H8P 120.0 . . ?
C7P C8P H8P 120.0 . . ?
C8P C9P C10P 120.0 . . ?
C8P C9P H9P 120.0 . . ?
C10P C9P H9P 120.0 . . ?
C11P C10P C9P 120.0 . . ?
C11P C10P H10P 120.0 . . ?
C9P C10P H10P 120.0 . . ?
C10P C11P C12P 120.0 . . ?
C10P C11P H11P 120.0 . . ?
C12P C11P H11P 120.0 . . ?
C11P C12P C7P 120.0 . . ?
C11P C12P H12P 120.0 . . ?
C7P C12P H12P 120.0 . . ?
C14P C13P C18P 120.0 . . ?
C14P C13P P2 118.87(18) . . ?
C18P C13P P2 120.96(17) . . ?
C13P C14P C15P 120.0 . . ?
C13P C14P H14P 120.0 . . ?
C15P C14P H14P 120.0 . . ?
C16P C15P C14P 120.0 . . ?
C16P C15P H15P 120.0 . . ?
C14P C15P H15P 120.0 . . ?
C17P C16P C15P 120.0 . . ?
C17P C16P H16P 120.0 . . ?
C15P C16P H16P 120.0 . . ?
C16P C17P C18P 120.0 . . ?
C16P C17P H17P 120.0 . . ?
C18P C17P H17P 120.0 . . ?
C17P C18P C13P 120.0 . . ?
C17P C18P H18P 120.0 . . ?
C13P C18P H18P 120.0 . . ?
C20P C19P C24P 120.0 . . ?
C20P C19P P2 122.88(17) . . ?
C24P C19P P2 117.11(16) . . ?
C21P C20P C19P 120.0 . . ?
C21P C20P H20P 120.0 . . ?
C19P C20P H20P 120.0 . . ?
C20P C21P C22P 120.0 . . ?
C20P C21P H21P 120.0 . . ?
C22P C21P H21P 120.0 . . ?
C23P C22P C21P 120.0 . . ?
C23P C22P H22P 120.0 . . ?
C21P C22P H22P 120.0 . . ?
C22P C23P C24P 120.0 . . ?
C22P C23P H23P 120.0 . . ?
C24P C23P H23P 120.0 . . ?
C23P C24P C19P 120.0 . . ?
C23P C24P H24P 120.0 . . ?
C19P C24P H24P 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 I1 0.88 2.98 3.691(5) 139.4 1_455
N2 H2 I1 0.88 2.82 3.566(5) 143.7 .
N3 H3 I2 0.88 2.82 3.586(4) 146.7 1_556
N4 H4 I2 0.88 3.13 3.939(5) 154.3 2_656

_refine_diff_density_max         0.304
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_TRI_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1878051'
loop_
_audit_author_name
_audit_author_address
Dr.R.Boomishankar
;Indian Institute of Science Educatioin and Research (IISER, Pune)
India
;
_audit_update_record             
;
2018-11-09 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 Cl N2 P'
_chemical_formula_weight         336.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   14.820(3)
_cell_length_b                   13.479(3)
_cell_length_c                   9.4805(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1893.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5196
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      26.42

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.285
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7071
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33820
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.042
_diffrn_reflns_theta_max         27.877
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4521
_reflns_number_gt                4095
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.887
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0753P)²+0.2897P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1776 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.54(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4521
_refine_ls_number_parameters     175
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1175
_refine_ls_wR_factor_gt          0.1130
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
P1 P 0.76849(5) 0.47976(5) 0.49012(9) 0.01874(19) Uani 1 1 d . . . . .
Cl1 Cl 0.83455(5) 0.25218(5) 0.77183(10) 0.02059(18) Uani 1 1 d . . . . .
N1 N 0.79018(18) 0.5871(2) 0.4229(3) 0.0228(6) Uani 1 1 d . . . . .
H1 H 0.7462 0.6302 0.4110 0.027 Uiso 1 1 calc R U . . .
N2 N 0.82178(19) 0.4677(2) 0.6380(3) 0.0214(6) Uani 1 1 d . . . . .
H2 H 0.8537 0.4137 0.6529 0.026 Uiso 1 1 calc R U . . .
C1 C 0.8831(2) 0.6137(3) 0.3812(4) 0.0270(7) Uani 1 1 d . . . . .
H1A H 0.9250 0.5635 0.4229 0.032 Uiso 1 1 calc R U . . .
C2 C 0.9086(3) 0.7140(3) 0.4391(5) 0.0355(9) Uani 1 1 d . . . . .
H2A H 0.9704 0.7303 0.4103 0.053 Uiso 1 1 calc R U . . .
H2B H 0.8671 0.7643 0.4024 0.053 Uiso 1 1 calc R U . . .
H2C H 0.9050 0.7126 0.5423 0.053 Uiso 1 1 calc R U . . .
C3 C 0.8934(3) 0.6097(3) 0.2217(4) 0.0355(9) Uani 1 1 d . . . . .
H3A H 0.9553 0.6276 0.1959 0.053 Uiso 1 1 calc R U . . .
H3B H 0.8802 0.5424 0.1884 0.053 Uiso 1 1 calc R U . . .
H3C H 0.8512 0.6566 0.1781 0.053 Uiso 1 1 calc R U . . .
C4 C 0.8185(2) 0.5451(3) 0.7494(4) 0.0246(7) Uani 1 1 d . . . . .
H4 H 0.8096 0.6110 0.7031 0.030 Uiso 1 1 calc R U . . .
C5 C 0.7420(3) 0.5285(3) 0.8530(5) 0.0381(10) Uani 1 1 d . . . . .
H5A H 0.7426 0.5811 0.9243 0.057 Uiso 1 1 calc R U . . .
H5B H 0.6844 0.5295 0.8026 0.057 Uiso 1 1 calc R U . . .
H5C H 0.7498 0.4640 0.8993 0.057 Uiso 1 1 calc R U . . .
C6 C 0.9084(3) 0.5461(4) 0.8250(5) 0.0481(12) Uani 1 1 d . . . . .
H6A H 0.9075 0.5968 0.8990 0.072 Uiso 1 1 calc R U . . .
H6B H 0.9194 0.4809 0.8674 0.072 Uiso 1 1 calc R U . . .
H6C H 0.9565 0.5612 0.7574 0.072 Uiso 1 1 calc R U . . .
C11 C 0.64819(10) 0.46697(15) 0.5067(2) 0.0210(6) Uani 1 1 d G . . . .
C12 C 0.58504(13) 0.52988(14) 0.4455(2) 0.0244(7) Uani 1 1 d G . . . .
H12 H 0.6044 0.5832 0.3874 0.029 Uiso 1 1 calc R U . . .
C13 C 0.49351(12) 0.51473(16) 0.4691(3) 0.0314(8) Uani 1 1 d G . . . .
H13 H 0.4504 0.5577 0.4273 0.038 Uiso 1 1 calc R U . . .
C14 C 0.46513(10) 0.43667(17) 0.5540(3) 0.0293(8) Uani 1 1 d G . . . .
H14 H 0.4026 0.4263 0.5702 0.035 Uiso 1 1 calc R U . . .
C15 C 0.52827(14) 0.37375(16) 0.6153(3) 0.0297(8) Uani 1 1 d G . . . .
H15 H 0.5089 0.3204 0.6733 0.036 Uiso 1 1 calc R U . . .
C16 C 0.61980(12) 0.38890(15) 0.5916(3) 0.0286(8) Uani 1 1 d G . . . .
H16 H 0.6630 0.3459 0.6335 0.034 Uiso 1 1 calc R U . . .
C21 C 0.80772(15) 0.38129(16) 0.3789(2) 0.0226(7) Uani 1 1 d G . . . .
C22 C 0.76592(15) 0.37275(18) 0.2482(3) 0.0368(9) Uani 1 1 d G . . . .
H22 H 0.7144 0.4120 0.2271 0.044 Uiso 1 1 calc R U . . .
C23 C 0.79943(19) 0.3068(2) 0.1485(2) 0.0427(10) Uani 1 1 d G . . . .
H23 H 0.7709 0.3009 0.0592 0.051 Uiso 1 1 calc R U . . .
C24 C 0.87476(19) 0.24930(17) 0.1794(2) 0.0385(10) Uani 1 1 d G . . . .
H24 H 0.8977 0.2042 0.1113 0.046 Uiso 1 1 calc R U . . .
C25 C 0.91656(15) 0.25784(18) 0.3101(3) 0.0387(11) Uani 1 1 d G . . . .
H25 H 0.9680 0.2186 0.3313 0.046 Uiso 1 1 calc R U . . .
C26 C 0.88305(15) 0.32383(18) 0.4099(2) 0.0298(8) Uani 1 1 d G . . . .
H26 H 0.9116 0.3297 0.4992 0.036 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
P1 N1 1.613(3) . ?
P1 N2 1.618(3) . ?
P1 C21 1.7920(18) . ?
P1 C11 1.7981(17) . ?
N1 C1 1.478(4) . ?
N1 H1 0.8800 . ?
N2 C4 1.484(4) . ?
N2 H2 0.8800 . ?
C1 C2 1.507(5) . ?
C1 C3 1.520(6) . ?
C1 H1A 1.0000 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C6 1.513(5) . ?
C4 C5 1.516(5) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12 0.9500 . ?
C13 C14 1.3900 . ?
C13 H13 0.9500 . ?
C14 C15 1.3900 . ?
C14 H14 0.9500 . ?
C15 C16 1.3900 . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9500 . ?
C23 C24 1.3900 . ?
C23 H23 0.9500 . ?
C24 C25 1.3900 . ?
C24 H24 0.9500 . ?
C25 C26 1.3900 . ?
C25 H25 0.9500 . ?
C26 H26 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
N1 P1 N2 109.56(15) . . ?
N1 P1 C21 111.54(14) . . ?
N2 P1 C21 106.11(13) . . ?
N1 P1 C11 108.56(12) . . ?
N2 P1 C11 113.50(13) . . ?
C21 P1 C11 107.59(11) . . ?
C1 N1 P1 120.6(2) . . ?
C1 N1 H1 119.7 . . ?
P1 N1 H1 119.7 . . ?
C4 N2 P1 122.0(2) . . ?
C4 N2 H2 119.0 . . ?
P1 N2 H2 119.0 . . ?
N1 C1 C2 110.7(3) . . ?
N1 C1 C3 110.5(3) . . ?
C2 C1 C3 111.7(3) . . ?
N1 C1 H1A 107.9 . . ?
C2 C1 H1A 107.9 . . ?
C3 C1 H1A 107.9 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 C6 108.3(3) . . ?
N2 C4 C5 112.4(3) . . ?
C6 C4 C5 110.6(3) . . ?
N2 C4 H4 108.4 . . ?
C6 C4 H4 108.4 . . ?
C5 C4 H4 108.4 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 120.0 . . ?
C12 C11 P1 124.92(11) . . ?
C16 C11 P1 115.05(11) . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 P1 116.17(13) . . ?
C26 C21 P1 123.31(13) . . ?
C21 C22 C23 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Cl1 0.88 2.42 3.228(3) 152.0 4_654
N2 H2 Cl1 0.88 2.47 3.176(3) 137.9 .

_refine_diff_density_max         0.706
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_TRI_b_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1878052'
loop_
_audit_author_name
_audit_author_address
Dr.R.Boomishankar
;Indian Institute of Science Educatioin and Research (IISER, Pune)
India
;
_audit_update_record             
;
2018-11-09 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 I N2 P'
_chemical_formula_weight         428.28

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   15.2497(15)
_cell_length_b                   9.0129(9)
_cell_length_c                   14.6473(15)
_cell_angle_alpha                90
_cell_angle_beta                 102.343(2)
_cell_angle_gamma                90
_cell_volume                     1966.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      28.24

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.709
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6560
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17885
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.641
_diffrn_reflns_theta_max         28.285
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_point_group_measured_fraction_full 0.927
_reflns_number_total             4451
_reflns_number_gt                4337
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.827
_reflns_Friedel_fraction_max     0.829
_reflns_Friedel_fraction_full    0.853

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0179P)²+0.0850P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1873 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.014(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4451
_refine_ls_number_parameters     175
_refine_ls_number_restraints     164
_refine_ls_R_factor_all          0.0202
_refine_ls_R_factor_gt           0.0194
_refine_ls_wR_factor_ref         0.0426
_refine_ls_wR_factor_gt          0.0424
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
P1 P 0.47120(5) 0.39219(7) 0.49325(5) 0.01694(13) Uani 1 1 d . U . . .
I1 I 0.71703(2) 0.55071(2) 0.35534(2) 0.02887(6) Uani 1 1 d . . . . .
N1 N 0.56836(16) 0.3351(2) 0.48056(19) 0.0227(5) Uani 1 1 d . U . . .
H1 H 0.6063 0.4029 0.4694 0.027 Uiso 1 1 calc R U . . .
N2 N 0.38353(15) 0.3769(3) 0.40818(16) 0.0208(5) Uani 1 1 d . U . . .
H2 H 0.3376 0.3242 0.4174 0.025 Uiso 1 1 calc R U . . .
C1 C 0.5991(2) 0.1791(3) 0.4860(3) 0.0367(8) Uani 1 1 d . U . . .
H1A H 0.5618 0.1204 0.5215 0.044 Uiso 1 1 calc R U . . .
C2 C 0.6952(3) 0.1753(6) 0.5387(4) 0.0726(15) Uani 1 1 d . U . . .
H2A H 0.7169 0.0727 0.5431 0.109 Uiso 1 1 calc R U . . .
H2B H 0.7320 0.2355 0.5057 0.109 Uiso 1 1 calc R U . . .
H2C H 0.6992 0.2154 0.6017 0.109 Uiso 1 1 calc R U . . .
C3 C 0.5900(4) 0.1113(5) 0.3898(5) 0.0820(18) Uani 1 1 d . U . . .
H3A H 0.6108 0.0083 0.3960 0.123 Uiso 1 1 calc R U . . .
H3B H 0.5269 0.1139 0.3569 0.123 Uiso 1 1 calc R U . . .
H3C H 0.6263 0.1680 0.3544 0.123 Uiso 1 1 calc R U . . .
C4 C 0.3776(2) 0.4483(3) 0.3151(2) 0.0267(6) Uani 1 1 d . U . . .
H4 H 0.4186 0.5362 0.3235 0.032 Uiso 1 1 calc R U . . .
C5 C 0.2827(3) 0.5025(5) 0.2789(3) 0.0423(8) Uani 1 1 d . U . . .
H5A H 0.2783 0.5495 0.2177 0.063 Uiso 1 1 calc R U . . .
H5B H 0.2412 0.4183 0.2726 0.063 Uiso 1 1 calc R U . . .
H5C H 0.2671 0.5748 0.3228 0.063 Uiso 1 1 calc R U . . .
C6 C 0.4067(3) 0.3429(4) 0.2468(2) 0.0441(9) Uani 1 1 d . U . . .
H6A H 0.4021 0.3927 0.1865 0.066 Uiso 1 1 calc R U . . .
H6B H 0.4691 0.3126 0.2712 0.066 Uiso 1 1 calc R U . . .
H6C H 0.3679 0.2551 0.2386 0.066 Uiso 1 1 calc R U . . .
C11 C 0.49003(12) 0.58559(14) 0.52156(13) 0.0206(5) Uani 1 1 d G U . . .
C12 C 0.42038(11) 0.68722(19) 0.49725(13) 0.0254(6) Uani 1 1 d G U . . .
H12 H 0.3659 0.6586 0.4564 0.031 Uiso 1 1 calc R U . . .
C13 C 0.43044(13) 0.83070(17) 0.53275(15) 0.0346(7) Uani 1 1 d G U . . .
H13 H 0.3828 0.9002 0.5161 0.042 Uiso 1 1 calc R U . . .
C14 C 0.51015(15) 0.87255(15) 0.59256(16) 0.0358(7) Uani 1 1 d G U . . .
H14 H 0.5170 0.9706 0.6168 0.043 Uiso 1 1 calc R U . . .
C15 C 0.57980(12) 0.7709(2) 0.61687(15) 0.0364(8) Uani 1 1 d G U . . .
H15 H 0.6343 0.7995 0.6578 0.044 Uiso 1 1 calc R U . . .
C16 C 0.56974(10) 0.62745(18) 0.58137(15) 0.0299(7) Uani 1 1 d G U . . .
H16 H 0.6173 0.5580 0.5980 0.036 Uiso 1 1 calc R U . . .
C21 C 0.44451(11) 0.29293(19) 0.59088(10) 0.0181(5) Uani 1 1 d G U . . .
C22 C 0.36280(10) 0.2220(2) 0.58670(11) 0.0241(6) Uani 1 1 d G U . . .
H22 H 0.3185 0.2226 0.5302 0.029 Uiso 1 1 calc R U . . .
C23 C 0.34596(10) 0.1502(2) 0.66517(13) 0.0277(6) Uani 1 1 d G U . . .
H23 H 0.2901 0.1017 0.6623 0.033 Uiso 1 1 calc R U . . .
C24 C 0.41083(13) 0.1493(2) 0.74782(11) 0.0269(6) Uani 1 1 d G U . . .
H24 H 0.3993 0.1002 0.8014 0.032 Uiso 1 1 calc R U . . .
C25 C 0.49253(12) 0.2202(2) 0.75200(10) 0.0273(6) Uani 1 1 d G U . . .
H25 H 0.5369 0.2196 0.8085 0.033 Uiso 1 1 calc R U . . .
C26 C 0.50937(9) 0.29203(19) 0.67353(12) 0.0233(6) Uani 1 1 d G U . . .
H26 H 0.5652 0.3405 0.6764 0.028 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
P1 N1 1.616(2) . ?
P1 N2 1.627(2) . ?
P1 C11 1.8006(14) . ?
P1 C21 1.8054(14) . ?
N1 C1 1.479(4) . ?
N1 H1 0.8800 . ?
N2 C4 1.493(4) . ?
N2 H2 0.8800 . ?
C1 C2 1.503(6) . ?
C1 C3 1.514(7) . ?
C1 H1A 1.0000 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.511(5) . ?
C4 C6 1.513(5) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12 0.9500 . ?
C13 C14 1.3900 . ?
C13 H13 0.9500 . ?
C14 C15 1.3900 . ?
C14 H14 0.9500 . ?
C15 C16 1.3900 . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9500 . ?
C23 C24 1.3900 . ?
C23 H23 0.9500 . ?
C24 C25 1.3900 . ?
C24 H24 0.9500 . ?
C25 C26 1.3900 . ?
C25 H25 0.9500 . ?
C26 H26 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
N1 P1 N2 120.56(13) . . ?
N1 P1 C11 103.26(11) . . ?
N2 P1 C11 108.84(11) . . ?
N1 P1 C21 107.51(11) . . ?
N2 P1 C21 106.10(10) . . ?
C11 P1 C21 110.44(10) . . ?
C1 N1 P1 125.7(2) . . ?
C1 N1 H1 117.1 . . ?
P1 N1 H1 117.1 . . ?
C4 N2 P1 122.9(2) . . ?
C4 N2 H2 118.6 . . ?
P1 N2 H2 118.6 . . ?
N1 C1 C2 108.2(3) . . ?
N1 C1 C3 111.6(3) . . ?
C2 C1 C3 110.8(4) . . ?
N1 C1 H1A 108.8 . . ?
C2 C1 H1A 108.8 . . ?
C3 C1 H1A 108.8 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 C5 109.1(3) . . ?
N2 C4 C6 111.3(2) . . ?
C5 C4 C6 111.4(3) . . ?
N2 C4 H4 108.3 . . ?
C5 C4 H4 108.3 . . ?
C6 C4 H4 108.3 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 120.0 . . ?
C12 C11 P1 120.23(10) . . ?
C16 C11 P1 118.87(10) . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 P1 123.00(10) . . ?
C26 C21 P1 116.99(10) . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 120.0 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 I1 0.88 2.94 3.749(2) 154.3 .
N2 H2 I1 0.88 3.09 3.853(2) 145.8 3_445

_refine_diff_density_max         0.370
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_TRI_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1892397'
loop_
_audit_author_name
_audit_author_address
Dr.R.Boomishankar
;Associate Professor
India
;
_audit_update_record             
;
2019-01-21 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 Br N2 P'
_chemical_formula_weight         381.29

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   14.966(6)
_cell_length_b                   13.906(6)
_cell_length_c                   9.583(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1994.4(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    373(2)
_cell_measurement_reflns_used    6147
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      21.31

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    2.141
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6715
_exptl_absorpt_correction_T_max  0.7375
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      373(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34193
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.581
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.896
_diffrn_reflns_point_group_measured_fraction_full 0.906
_reflns_number_total             4102
_reflns_number_gt                2920
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.692
_reflns_Friedel_fraction_max     0.780
_reflns_Friedel_fraction_full    0.799

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0512P)²+0.8065P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 844 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.032(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4102
_refine_ls_number_parameters     175
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1303
_refine_ls_wR_factor_gt          0.1091
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
P1 P 0.76985(9) 0.51641(9) 0.51484(16) 0.0515(3) Uani 1 1 d . . . . .
Br1 Br 0.83906(4) 0.74703(5) 0.23569(14) 0.0818(3) Uani 1 1 d . . . . .
N1 N 0.8203(3) 0.5279(3) 0.3672(5) 0.0552(11) Uani 1 1 d . . . . .
H1 H 0.8519 0.5786 0.3527 0.066 Uiso 1 1 calc R U . . .
N2 N 0.7904(3) 0.4129(3) 0.5799(6) 0.0613(13) Uani 1 1 d . . . . .
H2 H 0.7474 0.3728 0.5922 0.074 Uiso 1 1 calc R U . . .
C1 C 0.8142(4) 0.4553(5) 0.2564(7) 0.0681(16) Uani 1 1 d . . . . .
H1A H 0.8019 0.3930 0.3002 0.082 Uiso 1 1 calc R U . . .
C2 C 0.9019(6) 0.4491(9) 0.1869(11) 0.132(4) Uani 1 1 d . . . . .
H2A H 0.8993 0.4018 0.1140 0.197 Uiso 1 1 calc R U . . .
H2B H 0.9169 0.5105 0.1477 0.197 Uiso 1 1 calc R U . . .
H2C H 0.9465 0.4308 0.2538 0.197 Uiso 1 1 calc R U . . .
C3 C 0.7415(6) 0.4758(7) 0.1568(11) 0.112(3) Uani 1 1 d . . . . .
H3A H 0.7401 0.4267 0.0865 0.168 Uiso 1 1 calc R U . . .
H3B H 0.6855 0.4769 0.2055 0.168 Uiso 1 1 calc R U . . .
H3C H 0.7517 0.5371 0.1137 0.168 Uiso 1 1 calc R U . . .
C4 C 0.8823(4) 0.3852(5) 0.6194(8) 0.0712(18) Uani 1 1 d . . . . .
H4 H 0.9243 0.4312 0.5781 0.085 Uiso 1 1 calc R U . . .
C5 C 0.8927(5) 0.3872(6) 0.7753(9) 0.100(3) Uani 1 1 d . . . . .
H5A H 0.9526 0.3691 0.7996 0.150 Uiso 1 1 calc R U . . .
H5B H 0.8809 0.4510 0.8090 0.150 Uiso 1 1 calc R U . . .
H5C H 0.8513 0.3429 0.8168 0.150 Uiso 1 1 calc R U . . .
C6 C 0.9035(5) 0.2866(7) 0.5654(11) 0.098(3) Uani 1 1 d . . . . .
H6A H 0.9633 0.2695 0.5917 0.146 Uiso 1 1 calc R U . . .
H6B H 0.8623 0.2411 0.6044 0.146 Uiso 1 1 calc R U . . .
H6C H 0.8985 0.2862 0.4655 0.146 Uiso 1 1 calc R U . . .
C11 C 0.65284(17) 0.5299(3) 0.5008(5) 0.0572(14) Uani 1 1 d G . . . .
C12 C 0.5905(2) 0.4662(3) 0.5559(6) 0.079(2) Uani 1 1 d G . . . .
H12 H 0.6094 0.4134 0.6074 0.095 Uiso 1 1 calc R U . . .
C13 C 0.4998(2) 0.4816(3) 0.5339(7) 0.103(3) Uani 1 1 d G . . . .
H13 H 0.4581 0.4391 0.5707 0.124 Uiso 1 1 calc R U . . .
C14 C 0.47147(18) 0.5607(4) 0.4569(7) 0.090(2) Uani 1 1 d G . . . .
H14 H 0.4108 0.5709 0.4421 0.108 Uiso 1 1 calc R U . . .
C15 C 0.5338(3) 0.6243(3) 0.4018(6) 0.087(2) Uani 1 1 d G . . . .
H15 H 0.5149 0.6772 0.3503 0.104 Uiso 1 1 calc R U . . .
C16 C 0.6245(2) 0.6089(3) 0.4238(6) 0.079(2) Uani 1 1 d G . . . .
H16 H 0.6662 0.6515 0.3870 0.095 Uiso 1 1 calc R U . . .
C21 C 0.8094(3) 0.6094(3) 0.6232(5) 0.0615(14) Uani 1 1 d G . . . .
C22 C 0.8844(3) 0.6642(4) 0.5917(5) 0.083(2) Uani 1 1 d G . . . .
H22 H 0.9127 0.6569 0.5059 0.100 Uiso 1 1 calc R U . . .
C23 C 0.9171(4) 0.7299(4) 0.6883(7) 0.114(4) Uani 1 1 d G . . . .
H23 H 0.9673 0.7665 0.6672 0.137 Uiso 1 1 calc R U . . .
C24 C 0.8748(5) 0.7407(4) 0.8165(7) 0.116(4) Uani 1 1 d G . . . .
H24 H 0.8967 0.7847 0.8812 0.139 Uiso 1 1 calc R U . . .
C25 C 0.7998(5) 0.6859(5) 0.8480(5) 0.122(3) Uani 1 1 d G . . . .
H25 H 0.7716 0.6932 0.9338 0.146 Uiso 1 1 calc R U . . .
C26 C 0.7671(3) 0.6202(4) 0.7514(6) 0.110(3) Uani 1 1 d G . . . .
H26 H 0.7169 0.5836 0.7725 0.131 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
P1 N2 1.598(5) . ?
P1 N1 1.611(5) . ?
P1 C21 1.761(4) . ?
P1 C11 1.766(3) . ?
N1 C1 1.468(8) . ?
N1 H1 0.8600 . ?
N2 C4 1.478(7) . ?
N2 H2 0.8600 . ?
C1 C2 1.474(10) . ?
C1 C3 1.475(11) . ?
C1 H1A 0.9800 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C6 1.499(11) . ?
C4 C5 1.502(11) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12 0.9300 . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 P1 N1 110.0(3) . . ?
N2 P1 C21 111.5(3) . . ?
N1 P1 C21 106.7(2) . . ?
N2 P1 C11 108.4(2) . . ?
N1 P1 C11 112.8(2) . . ?
C21 P1 C11 107.5(2) . . ?
C1 N1 P1 122.5(4) . . ?
C1 N1 H1 118.7 . . ?
P1 N1 H1 118.7 . . ?
C4 N2 P1 120.9(4) . . ?
C4 N2 H2 119.5 . . ?
P1 N2 H2 119.5 . . ?
N1 C1 C2 108.2(6) . . ?
N1 C1 C3 112.3(6) . . ?
C2 C1 C3 112.1(8) . . ?
N1 C1 H1A 108.0 . . ?
C2 C1 H1A 108.0 . . ?
C3 C1 H1A 108.0 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 C6 110.3(6) . . ?
N2 C4 C5 110.2(6) . . ?
C6 C4 C5 109.8(7) . . ?
N2 C4 H4 108.8 . . ?
C6 C4 H4 108.8 . . ?
C5 C4 H4 108.8 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 120.0 . . ?
C12 C11 P1 124.7(2) . . ?
C16 C11 P1 115.3(2) . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 P1 123.1(3) . . ?
C26 C21 P1 116.6(3) . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.0 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Br1 0.86 2.60 3.309(5) 139.9 .
N2 H2 Br1 0.86 2.57 3.362(5) 152.9 4_645

_refine_diff_density_max         0.448
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_TRI_a_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1892400'
loop_
_audit_author_name
_audit_author_address
Dr.R.Boomishankar
;Associate Professor
India
;
_audit_update_record             
;
2019-01-21 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 I N2 P'
_chemical_formula_weight         428.28

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.6471(13)
_cell_length_b                   15.345(2)
_cell_length_c                   13.770(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.161(3)
_cell_angle_gamma                90
_cell_volume                     2037.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    373(2)
_cell_measurement_reflns_used    7992
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      21.53

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.650
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6818
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      373(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36632
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_av_R_equivalents  0.0701
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.113
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_point_group_measured_fraction_full 0.902
_reflns_number_total             8293
_reflns_number_gt                5591
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_max     0.763
_reflns_Friedel_fraction_full    0.796

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0405P)²+0.2903P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1760 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.003(19)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8293
_refine_ls_number_parameters     357
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
P1 P 0.50547(18) 0.47188(11) 0.97566(12) 0.0494(4) Uani 1 1 d . . . . .
P2 P 0.09958(17) 0.55599(13) 0.47529(11) 0.0491(4) Uani 1 1 d . . . . .
I1 I 0.58887(5) 0.56602(4) 0.48145(4) 0.0836(2) Uani 1 1 d . . . . .
I2 I 0.81019(5) 0.24623(4) 0.05343(4) 0.08009(19) Uani 1 1 d . . . . .
C1 C 0.5676(8) 0.4628(5) 1.1698(5) 0.0629(18) Uani 1 1 d . . . . .
H1 H 0.5282 0.5215 1.1639 0.076 Uiso 1 1 calc R U . . .
C2 C 0.7125(12) 0.4707(12) 1.2091(8) 0.140(6) Uani 1 1 d . . . . .
H2A H 0.7558 0.4144 1.2098 0.210 Uiso 1 1 calc R U . . .
H2B H 0.7122 0.4934 1.2741 0.210 Uiso 1 1 calc R U . . .
H2C H 0.7631 0.5095 1.1688 0.210 Uiso 1 1 calc R U . . .
C3 C 0.4819(12) 0.4116(8) 1.2386(6) 0.108(4) Uani 1 1 d . . . . .
H3A H 0.3869 0.4111 1.2151 0.163 Uiso 1 1 calc R U . . .
H3B H 0.4879 0.4381 1.3017 0.163 Uiso 1 1 calc R U . . .
H3C H 0.5160 0.3529 1.2428 0.163 Uiso 1 1 calc R U . . .
C4 C 0.2282(8) 0.4526(6) 0.9939(7) 0.080(2) Uani 1 1 d . . . . .
H4 H 0.2604 0.3933 1.0085 0.096 Uiso 1 1 calc R U . . .
C5 C 0.1395(11) 0.4822(9) 1.0768(8) 0.113(4) Uani 1 1 d . . . . .
H5A H 0.0477 0.4585 1.0678 0.170 Uiso 1 1 calc R U . . .
H5B H 0.1346 0.5446 1.0774 0.170 Uiso 1 1 calc R U . . .
H5C H 0.1800 0.4619 1.1374 0.170 Uiso 1 1 calc R U . . .
C6 C 0.1490(10) 0.4501(8) 0.9001(9) 0.113(4) Uani 1 1 d . . . . .
H6A H 0.2029 0.4213 0.8525 0.169 Uiso 1 1 calc R U . . .
H6B H 0.1286 0.5085 0.8790 0.169 Uiso 1 1 calc R U . . .
H6C H 0.0639 0.4189 0.9078 0.169 Uiso 1 1 calc R U . . .
C7 C 0.2284(9) 0.6710(7) 0.5985(7) 0.088(3) Uani 1 1 d . . . . .
H7 H 0.1326 0.6833 0.6156 0.106 Uiso 1 1 calc R U . . .
C8 C 0.3145(15) 0.6521(10) 0.6919(7) 0.137(5) Uani 1 1 d . . . . .
H8A H 0.4051 0.6324 0.6756 0.205 Uiso 1 1 calc R U . . .
H8B H 0.2695 0.6078 0.7285 0.205 Uiso 1 1 calc R U . . .
H8C H 0.3228 0.7044 0.7301 0.205 Uiso 1 1 calc R U . . .
C9 C 0.2846(15) 0.7491(10) 0.5464(9) 0.134(4) Uani 1 1 d . . . . .
H9A H 0.3808 0.7398 0.5341 0.201 Uiso 1 1 calc R U . . .
H9B H 0.2752 0.8000 0.5860 0.201 Uiso 1 1 calc R U . . .
H9C H 0.2336 0.7571 0.4859 0.201 Uiso 1 1 calc R U . . .
C10 C -0.0327(9) 0.4967(6) 0.6314(6) 0.073(2) Uani 1 1 d . . . . .
H10 H 0.0638 0.4872 0.6536 0.087 Uiso 1 1 calc R U . . .
C11 C -0.0973(12) 0.4100(7) 0.6106(9) 0.112(4) Uani 1 1 d . . . . .
H11A H -0.0455 0.3801 0.5627 0.168 Uiso 1 1 calc R U . . .
H11B H -0.1912 0.4180 0.5867 0.168 Uiso 1 1 calc R U . . .
H11C H -0.0967 0.3761 0.6693 0.168 Uiso 1 1 calc R U . . .
C12 C -0.1063(10) 0.5452(7) 0.7108(6) 0.095(3) Uani 1 1 d . . . . .
H12A H -0.0545 0.5965 0.7287 0.143 Uiso 1 1 calc R U . . .
H12B H -0.1132 0.5081 0.7665 0.143 Uiso 1 1 calc R U . . .
H12C H -0.1976 0.5616 0.6874 0.143 Uiso 1 1 calc R U . . .
N1 N 0.5602(6) 0.4216(4) 1.0722(4) 0.0556(14) Uani 1 1 d . . . . .
H1A H 0.5865 0.3683 1.0670 0.067 Uiso 1 1 calc R U . . .
C1P C 0.5115(5) 0.3944(3) 0.8791(3) 0.0566(17) Uani 1 1 d G . . . .
C2P C 0.4857(6) 0.3066(3) 0.8951(3) 0.072(2) Uani 1 1 d G . . . .
H2P H 0.4719 0.2866 0.9578 0.087 Uiso 1 1 calc R U . . .
C3P C 0.4803(6) 0.2486(3) 0.8175(4) 0.088(2) Uani 1 1 d G . . . .
H3P H 0.4630 0.1899 0.8282 0.106 Uiso 1 1 calc R U . . .
C4P C 0.5009(6) 0.2785(4) 0.7238(3) 0.093(3) Uani 1 1 d G . . . .
H4P H 0.4973 0.2397 0.6719 0.111 Uiso 1 1 calc R U . . .
C5P C 0.5267(6) 0.3664(4) 0.7078(3) 0.081(2) Uani 1 1 d G . . . .
H5P H 0.5405 0.3864 0.6451 0.097 Uiso 1 1 calc R U . . .
C6P C 0.5320(6) 0.4243(3) 0.7854(3) 0.072(2) Uani 1 1 d G . . . .
H6P H 0.5493 0.4831 0.7747 0.086 Uiso 1 1 calc R U . . .
N2 N 0.3508(6) 0.5088(4) 0.9884(4) 0.0617(15) Uani 1 1 d . . . . .
H2 H 0.3396 0.5643 0.9922 0.074 Uiso 1 1 calc R U . . .
C7P C 0.6092(4) 0.5631(3) 0.9471(4) 0.0528(15) Uani 1 1 d G . . . .
C8P C 0.7495(4) 0.5582(3) 0.9735(4) 0.076(2) Uani 1 1 d G . . . .
H8P H 0.7847 0.5089 1.0051 0.091 Uiso 1 1 calc R U . . .
C9P C 0.8373(4) 0.6270(4) 0.9527(5) 0.091(3) Uani 1 1 d G . . . .
H9P H 0.9311 0.6238 0.9704 0.109 Uiso 1 1 calc R U . . .
C10P C 0.7847(6) 0.7007(3) 0.9056(5) 0.082(3) Uani 1 1 d G . . . .
H10P H 0.8434 0.7468 0.8917 0.099 Uiso 1 1 calc R U . . .
C11P C 0.6444(6) 0.7056(3) 0.8792(4) 0.091(3) Uani 1 1 d G . . . .
H11P H 0.6093 0.7548 0.8476 0.110 Uiso 1 1 calc R U . . .
C12P C 0.5567(4) 0.6367(3) 0.9000(4) 0.070(2) Uani 1 1 d G . . . .
H12P H 0.4628 0.6400 0.8823 0.084 Uiso 1 1 calc R U . . .
N3 N 0.2294(6) 0.5922(4) 0.5384(4) 0.0598(15) Uani 1 1 d . . . . .
H3 H 0.3057 0.5632 0.5370 0.072 Uiso 1 1 calc R U . . .
C13P C 0.1495(5) 0.4513(3) 0.4321(3) 0.0555(17) Uani 1 1 d G . . . .
C14P C 0.2519(5) 0.4026(4) 0.4806(4) 0.076(2) Uani 1 1 d G . . . .
H14P H 0.3028 0.4269 0.5326 0.091 Uiso 1 1 calc R U . . .
C15P C 0.2782(6) 0.3177(3) 0.4515(5) 0.096(3) Uani 1 1 d G . . . .
H15P H 0.3468 0.2851 0.4840 0.115 Uiso 1 1 calc R U . . .
C16P C 0.2021(7) 0.2815(3) 0.3739(5) 0.110(4) Uani 1 1 d G . . . .
H16P H 0.2197 0.2246 0.3544 0.132 Uiso 1 1 calc R U . . .
C17P C 0.0997(7) 0.3302(4) 0.3253(4) 0.092(3) Uani 1 1 d G . . . .
H17P H 0.0488 0.3059 0.2734 0.110 Uiso 1 1 calc R U . . .
C18P C 0.0734(5) 0.4151(4) 0.3544(3) 0.076(2) Uani 1 1 d G . . . .
H18P H 0.0049 0.4477 0.3220 0.091 Uiso 1 1 calc R U . . .
N4 N -0.0326(5) 0.5511(4) 0.5433(4) 0.0557(14) Uani 1 1 d . . . . .
H4A H -0.1053 0.5811 0.5277 0.067 Uiso 1 1 calc R U . . .
C19P C 0.0527(5) 0.6218(3) 0.3735(3) 0.0513(16) Uani 1 1 d G . . . .
C20P C 0.1582(4) 0.6385(4) 0.3100(4) 0.085(3) Uani 1 1 d G . . . .
H20P H 0.2469 0.6168 0.3233 0.102 Uiso 1 1 calc R U . . .
C21P C 0.1310(6) 0.6876(5) 0.2266(4) 0.093(3) Uani 1 1 d G . . . .
H21P H 0.2015 0.6987 0.1841 0.112 Uiso 1 1 calc R U . . .
C22P C -0.0016(7) 0.7200(4) 0.2067(3) 0.096(3) Uani 1 1 d G . . . .
H22P H -0.0198 0.7528 0.1509 0.115 Uiso 1 1 calc R U . . .
C23P C -0.1070(5) 0.7033(5) 0.2703(5) 0.117(4) Uani 1 1 d G . . . .
H23P H -0.1957 0.7250 0.2570 0.140 Uiso 1 1 calc R U . . .
C24P C -0.0799(4) 0.6542(4) 0.3537(4) 0.092(3) Uani 1 1 d G . . . .
H24P H -0.1504 0.6431 0.3962 0.110 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
P1 N1 1.609(6) . ?
P1 N2 1.611(6) . ?
P1 C7P 1.773(4) . ?
P1 C1P 1.786(4) . ?
P2 N3 1.597(6) . ?
P2 N4 1.613(5) . ?
P2 C19P 1.772(4) . ?
P2 C13P 1.785(4) . ?
C1 N1 1.485(9) . ?
C1 C2 1.485(13) . ?
C1 C3 1.502(12) . ?
C1 H1 0.9800 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 N2 1.468(10) . ?
C4 C6 1.476(14) . ?
C4 C5 1.521(14) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 N3 1.467(10) . ?
C7 C9 1.507(18) . ?
C7 C8 1.532(14) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N4 1.471(9) . ?
C10 C11 1.493(14) . ?
C10 C12 1.520(12) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
N1 H1A 0.8600 . ?
C1P C2P 1.3900 . ?
C1P C6P 1.3900 . ?
C2P C3P 1.3900 . ?
C2P H2P 0.9300 . ?
C3P C4P 1.3900 . ?
C3P H3P 0.9300 . ?
C4P C5P 1.3900 . ?
C4P H4P 0.9300 . ?
C5P C6P 1.3900 . ?
C5P H5P 0.9300 . ?
C6P H6P 0.9300 . ?
N2 H2 0.8600 . ?
C7P C8P 1.3900 . ?
C7P C12P 1.3900 . ?
C8P C9P 1.3900 . ?
C8P H8P 0.9300 . ?
C9P C10P 1.3900 . ?
C9P H9P 0.9300 . ?
C10P C11P 1.3900 . ?
C10P H10P 0.9300 . ?
C11P C12P 1.3900 . ?
C11P H11P 0.9300 . ?
C12P H12P 0.9300 . ?
N3 H3 0.8600 . ?
C13P C14P 1.3900 . ?
C13P C18P 1.3900 . ?
C14P C15P 1.3900 . ?
C14P H14P 0.9300 . ?
C15P C16P 1.3900 . ?
C15P H15P 0.9300 . ?
C16P C17P 1.3900 . ?
C16P H16P 0.9300 . ?
C17P C18P 1.3900 . ?
C17P H17P 0.9300 . ?
C18P H18P 0.9300 . ?
N4 H4A 0.8600 . ?
C19P C20P 1.3900 . ?
C19P C24P 1.3900 . ?
C20P C21P 1.3900 . ?
C20P H20P 0.9300 . ?
C21P C22P 1.3900 . ?
C21P H21P 0.9300 . ?
C22P C23P 1.3900 . ?
C22P H22P 0.9300 . ?
C23P C24P 1.3900 . ?
C23P H23P 0.9300 . ?
C24P H24P 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 N2 110.8(3) . . ?
N1 P1 C7P 113.0(3) . . ?
N2 P1 C7P 106.2(3) . . ?
N1 P1 C1P 106.1(3) . . ?
N2 P1 C1P 111.8(3) . . ?
C7P P1 C1P 109.0(2) . . ?
N3 P2 N4 108.7(3) . . ?
N3 P2 C19P 113.8(3) . . ?
N4 P2 C19P 107.6(3) . . ?
N3 P2 C13P 106.1(3) . . ?
N4 P2 C13P 112.4(3) . . ?
C19P P2 C13P 108.3(2) . . ?
N1 C1 C2 112.2(7) . . ?
N1 C1 C3 109.9(7) . . ?
C2 C1 C3 110.3(8) . . ?
N1 C1 H1 108.2 . . ?
C2 C1 H1 108.2 . . ?
C3 C1 H1 108.2 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 C6 111.2(8) . . ?
N2 C4 C5 109.9(8) . . ?
C6 C4 C5 112.1(8) . . ?
N2 C4 H4 107.8 . . ?
C6 C4 H4 107.8 . . ?
C5 C4 H4 107.8 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 C9 112.1(8) . . ?
N3 C7 C8 107.6(9) . . ?
C9 C7 C8 110.9(9) . . ?
N3 C7 H7 108.7 . . ?
C9 C7 H7 108.7 . . ?
C8 C7 H7 108.7 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C10 C11 111.2(8) . . ?
N4 C10 C12 109.3(7) . . ?
C11 C10 C12 111.8(8) . . ?
N4 C10 H10 108.2 . . ?
C11 C10 H10 108.2 . . ?
C12 C10 H10 108.2 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 N1 P1 123.1(5) . . ?
C1 N1 H1A 118.4 . . ?
P1 N1 H1A 118.4 . . ?
C2P C1P C6P 120.0 . . ?
C2P C1P P1 121.1(3) . . ?
C6P C1P P1 118.8(3) . . ?
C3P C2P C1P 120.0 . . ?
C3P C2P H2P 120.0 . . ?
C1P C2P H2P 120.0 . . ?
C4P C3P C2P 120.0 . . ?
C4P C3P H3P 120.0 . . ?
C2P C3P H3P 120.0 . . ?
C5P C4P C3P 120.0 . . ?
C5P C4P H4P 120.0 . . ?
C3P C4P H4P 120.0 . . ?
C4P C5P C6P 120.0 . . ?
C4P C5P H5P 120.0 . . ?
C6P C5P H5P 120.0 . . ?
C5P C6P C1P 120.0 . . ?
C5P C6P H6P 120.0 . . ?
C1P C6P H6P 120.0 . . ?
C4 N2 P1 123.4(5) . . ?
C4 N2 H2 118.3 . . ?
P1 N2 H2 118.3 . . ?
C8P C7P C12P 120.0 . . ?
C8P C7P P1 116.9(3) . . ?
C12P C7P P1 123.1(3) . . ?
C7P C8P C9P 120.0 . . ?
C7P C8P H8P 120.0 . . ?
C9P C8P H8P 120.0 . . ?
C10P C9P C8P 120.0 . . ?
C10P C9P H9P 120.0 . . ?
C8P C9P H9P 120.0 . . ?
C9P C10P C11P 120.0 . . ?
C9P C10P H10P 120.0 . . ?
C11P C10P H10P 120.0 . . ?
C12P C11P C10P 120.0 . . ?
C12P C11P H11P 120.0 . . ?
C10P C11P H11P 120.0 . . ?
C11P C12P C7P 120.0 . . ?
C11P C12P H12P 120.0 . . ?
C7P C12P H12P 120.0 . . ?
C7 N3 P2 124.9(5) . . ?
C7 N3 H3 117.6 . . ?
P2 N3 H3 117.6 . . ?
C14P C13P C18P 120.0 . . ?
C14P C13P P2 121.3(3) . . ?
C18P C13P P2 118.3(3) . . ?
C15P C14P C13P 120.0 . . ?
C15P C14P H14P 120.0 . . ?
C13P C14P H14P 120.0 . . ?
C14P C15P C16P 120.0 . . ?
C14P C15P H15P 120.0 . . ?
C16P C15P H15P 120.0 . . ?
C15P C16P C17P 120.0 . . ?
C15P C16P H16P 120.0 . . ?
C17P C16P H16P 120.0 . . ?
C18P C17P C16P 120.0 . . ?
C18P C17P H17P 120.0 . . ?
C16P C17P H17P 120.0 . . ?
C17P C18P C13P 120.0 . . ?
C17P C18P H18P 120.0 . . ?
C13P C18P H18P 120.0 . . ?
C10 N4 P2 122.0(5) . . ?
C10 N4 H4A 119.0 . . ?
P2 N4 H4A 119.0 . . ?
C20P C19P C24P 120.0 . . ?
C20P C19P P2 115.6(3) . . ?
C24P C19P P2 124.4(3) . . ?
C19P C20P C21P 120.0 . . ?
C19P C20P H20P 120.0 . . ?
C21P C20P H20P 120.0 . . ?
C22P C21P C20P 120.0 . . ?
C22P C21P H21P 120.0 . . ?
C20P C21P H21P 120.0 . . ?
C21P C22P C23P 120.0 . . ?
C21P C22P H22P 120.0 . . ?
C23P C22P H22P 120.0 . . ?
C24P C23P C22P 120.0 . . ?
C24P C23P H23P 120.0 . . ?
C22P C23P H23P 120.0 . . ?
C23P C24P C19P 120.0 . . ?
C23P C24P H24P 120.0 . . ?
C19P C24P H24P 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A I2 0.86 2.87 3.629(6) 148.3 1_556
N2 H2 I2 0.86 3.20 3.994(6) 155.6 2_656
N3 H3 I1 0.86 2.86 3.606(6) 145.4 .
N4 H4A I1 0.86 3.00 3.725(5) 142.8 1_455

_refine_diff_density_max         0.525
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_TRI_a_a
_database_code_depnum_ccdc_archive 'CCDC 1892398'
loop_
_audit_author_name
_audit_author_address
Dr.R.Boomishankar
;Associate Professor
India
;
_audit_update_record             
;
2019-01-21 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 Cl N2 P'
_chemical_formula_weight         336.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   14.976(8)
_cell_length_b                   13.602(6)
_cell_length_c                   9.504(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1936.0(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    373(2)
_cell_measurement_reflns_used    8998
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      27.18

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.279
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6680
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      373(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33986
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.614
_diffrn_reflns_theta_max         27.874
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.836
_diffrn_reflns_point_group_measured_fraction_full 0.859
_reflns_number_total             3856
_reflns_number_gt                3267
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.578
_reflns_Friedel_fraction_max     0.651
_reflns_Friedel_fraction_full    0.699

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0668P)²+0.2341P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 961 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.17(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3856
_refine_ls_number_parameters     175
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1177
_refine_ls_wR_factor_gt          0.1092
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
P1 P 0.76806(5) 0.47833(5) 0.48740(9) 0.04408(19) Uani 1 1 d . . . . .
Cl1 Cl 0.83397(7) 0.24941(7) 0.76743(13) 0.0730(3) Uani 1 1 d . . . . .
N1 N 0.78985(17) 0.58473(19) 0.4220(3) 0.0522(6) Uani 1 1 d . . . . .
H1 H 0.7475 0.6268 0.4117 0.063 Uiso 1 1 calc R U . . .
N2 N 0.81859(16) 0.46546(18) 0.6352(3) 0.0479(6) Uani 1 1 d . . . . .
H2 H 0.8492 0.4129 0.6500 0.057 Uiso 1 1 calc R U . . .
C1 C 0.8815(2) 0.6112(3) 0.3794(4) 0.0630(9) Uani 1 1 d . . . . .
H1A H 0.9229 0.5630 0.4197 0.076 Uiso 1 1 calc R U . . .
C2 C 0.8904(4) 0.6084(4) 0.2215(6) 0.0929(15) Uani 1 1 d . . . . .
H2A H 0.9503 0.6257 0.1954 0.139 Uiso 1 1 calc R U . . .
H2B H 0.8772 0.5433 0.1883 0.139 Uiso 1 1 calc R U . . .
H2C H 0.8493 0.6542 0.1803 0.139 Uiso 1 1 calc R U . . .
C3 C 0.9055(3) 0.7119(3) 0.4360(6) 0.0888(14) Uani 1 1 d . . . . .
H3A H 0.9651 0.7284 0.4078 0.133 Uiso 1 1 calc R U . . .
H3B H 0.8646 0.7598 0.3993 0.133 Uiso 1 1 calc R U . . .
H3C H 0.9019 0.7112 0.5369 0.133 Uiso 1 1 calc R U . . .
C4 C 0.8142(2) 0.5408(3) 0.7464(4) 0.0606(8) Uani 1 1 d . . . . .
H4 H 0.8024 0.6044 0.7017 0.073 Uiso 1 1 calc R U . . .
C5 C 0.9034(3) 0.5464(5) 0.8178(7) 0.119(2) Uani 1 1 d . . . . .
H5A H 0.9014 0.5953 0.8906 0.178 Uiso 1 1 calc R U . . .
H5B H 0.9176 0.4837 0.8584 0.178 Uiso 1 1 calc R U . . .
H5C H 0.9483 0.5638 0.7502 0.178 Uiso 1 1 calc R U . . .
C6 C 0.7413(4) 0.5213(5) 0.8511(6) 0.0986(17) Uani 1 1 d . . . . .
H6A H 0.7412 0.5722 0.9211 0.148 Uiso 1 1 calc R U . . .
H6B H 0.6847 0.5203 0.8037 0.148 Uiso 1 1 calc R U . . .
H6C H 0.7514 0.4589 0.8955 0.148 Uiso 1 1 calc R U . . .
C11 C 0.80757(16) 0.38191(17) 0.3780(2) 0.0541(7) Uani 1 1 d G . . . .
C12 C 0.88340(17) 0.3270(2) 0.4087(3) 0.0726(10) Uani 1 1 d G . . . .
H12 H 0.9113 0.3338 0.4957 0.087 Uiso 1 1 calc R U . . .
C13 C 0.91759(19) 0.2620(2) 0.3096(4) 0.0978(17) Uani 1 1 d G . . . .
H13 H 0.9683 0.2253 0.3302 0.117 Uiso 1 1 calc R U . . .
C14 C 0.8760(3) 0.2519(2) 0.1797(3) 0.1008(18) Uani 1 1 d G . . . .
H14 H 0.8988 0.2084 0.1134 0.121 Uiso 1 1 calc R U . . .
C15 C 0.8001(3) 0.3068(3) 0.1489(3) 0.1083(18) Uani 1 1 d G . . . .
H15 H 0.7723 0.3000 0.0620 0.130 Uiso 1 1 calc R U . . .
C16 C 0.76594(18) 0.3718(2) 0.2481(3) 0.0932(15) Uani 1 1 d G . . . .
H16 H 0.7152 0.4085 0.2275 0.112 Uiso 1 1 calc R U . . .
C21 C 0.64989(10) 0.46648(15) 0.5022(3) 0.0497(7) Uani 1 1 d G . . . .
C22 C 0.58841(13) 0.53107(15) 0.4434(3) 0.0646(10) Uani 1 1 d G . . . .
H22 H 0.6080 0.5837 0.3890 0.078 Uiso 1 1 calc R U . . .
C23 C 0.49757(12) 0.51705(17) 0.4658(4) 0.0824(14) Uani 1 1 d G . . . .
H23 H 0.4564 0.5603 0.4264 0.099 Uiso 1 1 calc R U . . .
C24 C 0.46822(10) 0.4385(2) 0.5470(4) 0.0770(11) Uani 1 1 d G . . . .
H24 H 0.4074 0.4291 0.5620 0.092 Uiso 1 1 calc R U . . .
C25 C 0.52970(14) 0.37387(19) 0.6058(3) 0.0748(11) Uani 1 1 d G . . . .
H25 H 0.5101 0.3213 0.6602 0.090 Uiso 1 1 calc R U . . .
C26 C 0.62053(12) 0.38788(16) 0.5835(3) 0.0669(10) Uani 1 1 d G . . . .
H26 H 0.6617 0.3447 0.6228 0.080 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
P1 N2 1.605(3) . ?
P1 N1 1.609(3) . ?
P1 C11 1.775(2) . ?
P1 C21 1.7827(18) . ?
N1 C1 1.476(4) . ?
N1 H1 0.8600 . ?
N2 C4 1.473(4) . ?
N2 H2 0.8600 . ?
C1 C2 1.507(7) . ?
C1 C3 1.514(6) . ?
C1 H1A 0.9800 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.501(6) . ?
C4 C6 1.502(6) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12 0.9300 . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 P1 N1 109.92(14) . . ?
N2 P1 C11 105.96(13) . . ?
N1 P1 C11 111.76(15) . . ?
N2 P1 C21 112.88(13) . . ?
N1 P1 C21 108.26(11) . . ?
C11 P1 C21 108.09(12) . . ?
C1 N1 P1 121.0(2) . . ?
C1 N1 H1 119.5 . . ?
P1 N1 H1 119.5 . . ?
C4 N2 P1 122.1(2) . . ?
C4 N2 H2 119.0 . . ?
P1 N2 H2 119.0 . . ?
N1 C1 C2 110.4(4) . . ?
N1 C1 C3 110.1(3) . . ?
C2 C1 C3 110.9(3) . . ?
N1 C1 H1A 108.5 . . ?
C2 C1 H1A 108.5 . . ?
C3 C1 H1A 108.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 C5 108.7(3) . . ?
N2 C4 C6 112.6(3) . . ?
C5 C4 C6 110.9(4) . . ?
N2 C4 H4 108.2 . . ?
C5 C4 H4 108.2 . . ?
C6 C4 H4 108.2 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 120.0 . . ?
C12 C11 P1 123.08(16) . . ?
C16 C11 P1 116.36(16) . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 P1 124.66(11) . . ?
C26 C21 P1 115.30(11) . . ?
C21 C22 C23 120.0 . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C25 C24 C23 120.0 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 Cl1 0.86 2.48 3.258(3) 150.8 4_654
N2 H2 Cl1 0.86 2.50 3.204(3) 139.8 .

_refine_diff_density_max         0.354
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_TRI_b_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1892399'
loop_
_audit_author_name
_audit_author_address
Dr.R.Boomishankar
;Associate Professor
India
;
_audit_update_record             
;
2019-01-21 deposited with the CCDC.	2019-02-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 I N2 P'
_chemical_formula_weight         428.28

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   15.3375(17)
_cell_length_b                   9.1435(10)
_cell_length_c                   14.7606(17)
_cell_angle_alpha                90
_cell_angle_beta                 102.476(3)
_cell_angle_gamma                90
_cell_volume                     2021.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    373(2)
_cell_measurement_reflns_used    6495
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      23.86

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.663
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6175
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      373(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17720
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.610
_diffrn_reflns_theta_max         27.868
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.813
_diffrn_reflns_point_group_measured_fraction_full 0.839
_reflns_number_total             3927
_reflns_number_gt                3282
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.623
_reflns_Friedel_fraction_max     0.625
_reflns_Friedel_fraction_full    0.678

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0416P)²+1.8003P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1062 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3927
_refine_ls_number_parameters     175
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1000
_refine_ls_wR_factor_gt          0.0936
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
P1 P 0.47066(10) 0.60973(15) 0.49524(10) 0.0420(3) Uani 1 1 d . . . . .
I1 I 0.71603(3) 0.45049(5) 0.35899(3) 0.07645(18) Uani 1 1 d . . . . .
N1 N 0.5662(4) 0.6662(6) 0.4816(4) 0.0548(13) Uani 1 1 d . . . . .
H1 H 0.6034 0.6013 0.4711 0.066 Uiso 1 1 calc R U . . .
N2 N 0.3837(3) 0.6243(6) 0.4108(3) 0.0529(11) Uani 1 1 d . . . . .
H2 H 0.3394 0.6756 0.4197 0.063 Uiso 1 1 calc R U . . .
C1 C 0.5955(6) 0.8207(8) 0.4857(7) 0.079(2) Uani 1 1 d . . . . .
H1A H 0.5575 0.8774 0.5183 0.094 Uiso 1 1 calc R U . . .
C2 C 0.5868(12) 0.8832(14) 0.3906(13) 0.170(8) Uani 1 1 d . . . . .
H2A H 0.5259 0.8755 0.3573 0.255 Uiso 1 1 calc R U . . .
H2B H 0.6043 0.9841 0.3953 0.255 Uiso 1 1 calc R U . . .
H2C H 0.6246 0.8300 0.3582 0.255 Uiso 1 1 calc R U . . .
C3 C 0.6878(9) 0.8310(16) 0.5379(11) 0.143(5) Uani 1 1 d . . . . .
H3A H 0.7067 0.9313 0.5405 0.215 Uiso 1 1 calc R U . . .
H3B H 0.6916 0.7950 0.5997 0.215 Uiso 1 1 calc R U . . .
H3C H 0.7256 0.7735 0.5078 0.215 Uiso 1 1 calc R U . . .
C4 C 0.3767(6) 0.5535(8) 0.3188(5) 0.0679(18) Uani 1 1 d . . . . .
H4 H 0.4170 0.4691 0.3268 0.081 Uiso 1 1 calc R U . . .
C5 C 0.4036(9) 0.6553(14) 0.2508(6) 0.112(4) Uani 1 1 d . . . . .
H5A H 0.3983 0.6064 0.1923 0.168 Uiso 1 1 calc R U . . .
H5B H 0.3654 0.7396 0.2428 0.168 Uiso 1 1 calc R U . . .
H5C H 0.4644 0.6854 0.2734 0.168 Uiso 1 1 calc R U . . .
C6 C 0.2830(8) 0.4993(14) 0.2843(7) 0.101(3) Uani 1 1 d . . . . .
H6A H 0.2782 0.4535 0.2249 0.152 Uiso 1 1 calc R U . . .
H6B H 0.2687 0.4295 0.3275 0.152 Uiso 1 1 calc R U . . .
H6C H 0.2423 0.5801 0.2784 0.152 Uiso 1 1 calc R U . . .
C11 C 0.4892(3) 0.4200(3) 0.5233(3) 0.0494(13) Uani 1 1 d G . . . .
C12 C 0.5697(3) 0.3770(4) 0.5799(4) 0.073(2) Uani 1 1 d G . . . .
H12 H 0.6166 0.4433 0.5949 0.087 Uiso 1 1 calc R U . . .
C13 C 0.5802(3) 0.2349(5) 0.6140(4) 0.089(3) Uani 1 1 d G . . . .
H13 H 0.6341 0.2062 0.6518 0.107 Uiso 1 1 calc R U . . .
C14 C 0.5102(4) 0.1358(4) 0.5916(4) 0.087(3) Uani 1 1 d G . . . .
H14 H 0.5172 0.0408 0.6144 0.105 Uiso 1 1 calc R U . . .
C15 C 0.4296(4) 0.1788(4) 0.5350(4) 0.084(3) Uani 1 1 d G . . . .
H15 H 0.3827 0.1125 0.5200 0.101 Uiso 1 1 calc R U . . .
C16 C 0.4191(3) 0.3209(5) 0.5009(3) 0.0635(16) Uani 1 1 d G . . . .
H16 H 0.3652 0.3496 0.4631 0.076 Uiso 1 1 calc R U . . .
C21 C 0.4441(2) 0.7080(4) 0.5914(2) 0.0447(11) Uani 1 1 d G . . . .
C22 C 0.3633(2) 0.7797(5) 0.5865(3) 0.0593(15) Uani 1 1 d G . . . .
H22 H 0.3205 0.7801 0.5313 0.071 Uiso 1 1 calc R U . . .
C23 C 0.3466(3) 0.8507(5) 0.6643(3) 0.0682(19) Uani 1 1 d G . . . .
H23 H 0.2925 0.8986 0.6610 0.082 Uiso 1 1 calc R U . . .
C24 C 0.4106(4) 0.8501(5) 0.7468(3) 0.068(2) Uani 1 1 d G . . . .
H24 H 0.3993 0.8976 0.7988 0.082 Uiso 1 1 calc R U . . .
C25 C 0.4914(3) 0.7784(5) 0.7517(2) 0.0710(19) Uani 1 1 d G . . . .
H25 H 0.5342 0.7780 0.8069 0.085 Uiso 1 1 calc R U . . .
C26 C 0.5082(2) 0.7074(5) 0.6739(3) 0.0599(15) Uani 1 1 d G . . . .
H26 H 0.5622 0.6594 0.6772 0.072 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
P1 N1 1.607(5) . ?
P1 N2 1.622(5) . ?
P1 C11 1.792(3) . ?
P1 C21 1.799(3) . ?
N1 C1 1.479(9) . ?
N1 H1 0.8600 . ?
N2 C4 1.488(8) . ?
N2 H2 0.8600 . ?
C1 C3 1.461(15) . ?
C1 C2 1.493(19) . ?
C1 H1A 0.9800 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.491(13) . ?
C4 C6 1.501(15) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C11 C12 1.3900 . ?
C11 C16 1.3900 . ?
C12 C13 1.3900 . ?
C12 H12 0.9300 . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 C16 1.3900 . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 H22 0.9300 . ?
C23 C24 1.3900 . ?
C23 H23 0.9300 . ?
C24 C25 1.3900 . ?
C24 H24 0.9300 . ?
C25 C26 1.3900 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 N2 119.9(3) . . ?
N1 P1 C11 103.7(2) . . ?
N2 P1 C11 108.7(2) . . ?
N1 P1 C21 107.8(3) . . ?
N2 P1 C21 106.1(2) . . ?
C11 P1 C21 110.6(2) . . ?
C1 N1 P1 125.4(5) . . ?
C1 N1 H1 117.3 . . ?
P1 N1 H1 117.3 . . ?
C4 N2 P1 123.5(5) . . ?
C4 N2 H2 118.3 . . ?
P1 N2 H2 118.3 . . ?
C3 C1 N1 109.5(8) . . ?
C3 C1 C2 110.5(11) . . ?
N1 C1 C2 111.3(9) . . ?
C3 C1 H1A 108.5 . . ?
N1 C1 H1A 108.5 . . ?
C2 C1 H1A 108.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 C5 111.5(7) . . ?
N2 C4 C6 109.2(7) . . ?
C5 C4 C6 111.2(9) . . ?
N2 C4 H4 108.3 . . ?
C5 C4 H4 108.3 . . ?
C6 C4 H4 108.3 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C11 C16 120.0 . . ?
C12 C11 P1 119.2(2) . . ?
C16 C11 P1 120.0(2) . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C11 120.0 . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
C22 C21 C26 120.0 . . ?
C22 C21 P1 123.1(2) . . ?
C26 C21 P1 116.9(2) . . ?
C23 C22 C21 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 120.0 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 I1 0.86 2.98 3.774(5) 155.1 .
N2 H2 I1 0.86 3.16 3.905(5) 146.8 3_455

_refine_diff_density_max         0.861
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.060

