# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_P2C_N_LT
_database_code_depnum_ccdc_archive 'CCDC 2079028'
loop_
_audit_author_name
_audit_author_address
'Deepak Chopra'
;IISER bhopal
India
;
_audit_update_record             
;
2021-04-21 deposited with the CCDC.	2022-02-15 downloaded from the CCDC.
;
_audit_creation_date             2020-11-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 O4 P, C6 H7 Cl N'
_chemical_formula_sum            'C18 H17 Cl N O4 P'
_chemical_formula_weight         377.74
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.1336(4)
_cell_length_b                   5.8195(2)
_cell_length_c                   13.8786(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.190(3)
_cell_angle_gamma                90
_cell_volume                     854.28(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3787
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      29.64
_cell_measurement_theta_min      2.82
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.892
_exptl_absorpt_coefficient_mu    0.341
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6947
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1022 before and 0.0431 after correction.
The Ratio of minimum to maximum transmission is 0.9312.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.076
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9792
_diffrn_reflns_point_group_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.115
_diffrn_reflns_theta_min         2.820
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.680
_reflns_Friedel_fraction_full    0.907
_reflns_Friedel_fraction_max     0.820
_reflns_number_gt                3949
_reflns_number_total             4201
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.04(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4201
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0332
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0289P)²+0.1462P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0694
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.96(7)
 0.04(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C3(H3), C11(H11), C4(H4), C6(H6), C2(H2), C8(H8), C9(H9), C15(H15),
 C5(H5), C18(H18), C10(H10), C17(H17), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.10437(5) -0.20942(10) 0.37882(4) 0.01830(14) Uani 1 1 d . . . . .
P1 P 0.19441(5) 0.73663(10) 0.68779(4) 0.01128(13) Uani 1 1 d . . . . .
O3 O 0.24989(16) 0.5199(3) 0.66599(13) 0.0166(4) Uani 1 1 d . . . . .
O4 O 0.08334(15) 0.8421(3) 0.61028(12) 0.0141(4) Uani 1 1 d . . . . .
O2 O 0.16423(14) 0.7005(3) 0.79224(11) 0.0142(4) Uani 1 1 d . . . . .
O1 O 0.29714(15) 0.9410(3) 0.70970(12) 0.0146(4) Uani 1 1 d . . . . .
N1 N 0.14740(18) 0.2123(4) 0.51333(15) 0.0117(4) Uani 1 1 d . . . . .
C13 C 0.2386(2) 0.1735(4) 0.45907(17) 0.0126(5) Uani 1 1 d . . . . .
C1 C 0.4097(2) 0.9535(5) 0.78950(17) 0.0124(5) Uani 1 1 d . . . . .
C12 C -0.0342(2) 0.7880(5) 0.81620(17) 0.0176(5) Uani 1 1 d . . . . .
H12 H -0.064987 0.642852 0.787717 0.021 Uiso 1 1 calc R U . . .
C3 C 0.5668(2) 0.8142(5) 0.93783(18) 0.0172(5) Uani 1 1 d . . . . .
H3 H 0.598652 0.696172 0.986402 0.021 Uiso 1 1 calc R U . . .
C11 C -0.1103(2) 0.9320(5) 0.85087(19) 0.0212(6) Uani 1 1 d . . . . .
H11 H -0.193874 0.886241 0.846043 0.025 Uiso 1 1 calc R U . . .
C4 C 0.6324(2) 1.0190(5) 0.94611(19) 0.0193(6) Uani 1 1 d . . . . .
H4 H 0.708362 1.041945 1.000360 0.023 Uiso 1 1 calc R U . . .
C7 C 0.0870(2) 0.8562(4) 0.82320(17) 0.0146(5) Uani 1 1 d . . . . .
C6 C 0.4744(2) 1.1586(5) 0.79607(19) 0.0161(5) Uani 1 1 d . . . . .
H6 H 0.442655 1.276570 0.747443 0.019 Uiso 1 1 calc R U . . .
C2 C 0.4544(2) 0.7788(5) 0.85894(16) 0.0156(5) Uani 1 1 d . . . . .
H2 H 0.409753 0.637738 0.853144 0.019 Uiso 1 1 calc R U . . .
C8 C 0.1334(2) 1.0678(5) 0.86330(18) 0.0188(5) Uani 1 1 d . . . . .
H8 H 0.216198 1.114839 0.866425 0.023 Uiso 1 1 calc R U . . .
C9 C 0.0569(2) 1.2093(5) 0.89870(19) 0.0215(6) Uani 1 1 d . . . . .
H9 H 0.088162 1.353896 0.927582 0.026 Uiso 1 1 calc R U . . .
C15 C 0.3131(2) -0.0458(5) 0.34178(19) 0.0188(5) Uani 1 1 d . . . . .
H15 H 0.306173 -0.175725 0.298950 0.023 Uiso 1 1 calc R U . . .
C5 C 0.5867(2) 1.1900(5) 0.87501(19) 0.0191(6) Uani 1 1 d . . . . .
H5 H 0.632212 1.329957 0.879959 0.023 Uiso 1 1 calc R U . . .
C14 C 0.2275(2) -0.0148(4) 0.39555(18) 0.0150(5) Uani 1 1 d . . . . .
C18 C 0.3344(2) 0.3316(5) 0.46864(18) 0.0166(5) Uani 1 1 d . . . . .
H18 H 0.342111 0.460264 0.512314 0.020 Uiso 1 1 calc R U . . .
C10 C -0.0650(2) 1.1432(5) 0.89267(19) 0.0206(6) Uani 1 1 d . . . . .
H10 H -0.116973 1.242007 0.917033 0.025 Uiso 1 1 calc R U . . .
C17 C 0.4194(2) 0.3026(5) 0.41429(19) 0.0205(5) Uani 1 1 d . . . . .
H17 H 0.484930 0.411516 0.420384 0.025 Uiso 1 1 calc R U . . .
C16 C 0.4078(2) 0.1129(5) 0.35108(19) 0.0205(6) Uani 1 1 d . . . . .
H16 H 0.465735 0.092691 0.313968 0.025 Uiso 1 1 calc R U . . .
H1A H 0.179(3) 0.315(6) 0.564(2) 0.020(7) Uiso 1 1 d . . . . .
H1B H 0.072(3) 0.257(6) 0.469(2) 0.032(8) Uiso 1 1 d . . . . .
H1C H 0.130(3) 0.073(6) 0.545(2) 0.025(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C14 1.737(3) . ?
P1 O3 1.4765(18) . ?
P1 O4 1.4942(17) . ?
P1 O2 1.6007(16) . ?
P1 O1 1.6116(18) . ?
O2 C7 1.405(3) . ?
O1 C1 1.392(3) . ?
N1 C13 1.459(3) . ?
N1 H1A 0.91(3) . ?
N1 H1B 0.91(3) . ?
N1 H1C 0.97(3) . ?
C13 C14 1.387(3) . ?
C13 C18 1.383(3) . ?
C1 C6 1.382(3) . ?
C1 C2 1.382(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.381(4) . ?
C12 C7 1.381(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(4) . ?
C3 C2 1.397(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.385(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(4) . ?
C7 C8 1.383(4) . ?
C6 H6 0.9500 . ?
C6 C5 1.394(3) . ?
C2 H2 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.380(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.388(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.394(3) . ?
C15 C16 1.377(4) . ?
C5 H5 0.9500 . ?
C18 H18 0.9500 . ?
C18 C17 1.393(3) . ?
C10 H10 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.390(4) . ?
C16 H16 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 P1 O4 120.56(10) . . ?
O3 P1 O2 107.04(10) . . ?
O3 P1 O1 110.56(10) . . ?
O4 P1 O2 110.20(9) . . ?
O4 P1 O1 102.23(9) . . ?
O2 P1 O1 105.26(9) . . ?
C7 O2 P1 120.91(15) . . ?
C1 O1 P1 126.78(16) . . ?
C13 N1 H1A 109.7(17) . . ?
C13 N1 H1B 109.8(18) . . ?
C13 N1 H1C 112.0(17) . . ?
H1A N1 H1B 113(3) . . ?
H1A N1 H1C 106(2) . . ?
H1B N1 H1C 106(3) . . ?
C14 C13 N1 120.8(2) . . ?
C18 C13 N1 119.2(2) . . ?
C18 C13 C14 120.0(2) . . ?
C6 C1 O1 114.8(2) . . ?
C6 C1 C2 121.5(2) . . ?
C2 C1 O1 123.7(2) . . ?
C11 C12 H12 120.2 . . ?
C7 C12 H12 120.2 . . ?
C7 C12 C11 119.6(3) . . ?
C4 C3 H3 119.6 . . ?
C4 C3 C2 120.8(2) . . ?
C2 C3 H3 119.6 . . ?
C12 C11 H11 119.9 . . ?
C12 C11 C10 120.1(2) . . ?
C10 C11 H11 119.9 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C12 C7 O2 118.1(2) . . ?
C12 C7 C8 121.2(2) . . ?
C8 C7 O2 120.7(2) . . ?
C1 C6 H6 120.5 . . ?
C1 C6 C5 119.1(2) . . ?
C5 C6 H6 120.5 . . ?
C1 C2 C3 118.5(2) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C7 C8 H8 120.6 . . ?
C9 C8 C7 118.7(2) . . ?
C9 C8 H8 120.6 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.9(3) . . ?
C10 C9 H9 119.6 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C16 C15 C14 119.6(2) . . ?
C4 C5 C6 120.4(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C13 C14 Cl1 120.70(18) . . ?
C13 C14 C15 120.1(2) . . ?
C15 C14 Cl1 119.1(2) . . ?
C13 C18 H18 120.0 . . ?
C13 C18 C17 120.1(2) . . ?
C17 C18 H18 120.0 . . ?
C11 C10 C9 119.5(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C18 C17 H17 120.2 . . ?
C16 C17 C18 119.5(2) . . ?
C16 C17 H17 120.2 . . ?
C15 C16 C17 120.6(2) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 O2 C7 C12 106.0(2) . . . . ?
P1 O2 C7 C8 -76.5(3) . . . . ?
P1 O1 C1 C6 -173.87(16) . . . . ?
P1 O1 C1 C2 5.0(3) . . . . ?
O3 P1 O2 C7 -166.51(16) . . . . ?
O3 P1 O1 C1 -63.7(2) . . . . ?
O4 P1 O2 C7 -33.71(19) . . . . ?
O4 P1 O1 C1 166.79(18) . . . . ?
O2 P1 O1 C1 51.61(19) . . . . ?
O2 C7 C8 C9 -175.9(2) . . . . ?
O1 P1 O2 C7 75.82(18) . . . . ?
O1 C1 C6 C5 178.4(2) . . . . ?
O1 C1 C2 C3 -178.0(2) . . . . ?
N1 C13 C14 Cl1 0.0(3) . . . . ?
N1 C13 C14 C15 178.0(2) . . . . ?
N1 C13 C18 C17 -177.4(2) . . . . ?
C13 C18 C17 C16 -0.4(4) . . . . ?
C1 C6 C5 C4 -0.4(4) . . . . ?
C12 C11 C10 C9 0.5(4) . . . . ?
C12 C7 C8 C9 1.4(4) . . . . ?
C3 C4 C5 C6 0.9(4) . . . . ?
C11 C12 C7 O2 176.7(2) . . . . ?
C11 C12 C7 C8 -0.8(4) . . . . ?
C4 C3 C2 C1 -0.3(3) . . . . ?
C7 C12 C11 C10 -0.2(4) . . . . ?
C7 C8 C9 C10 -1.2(4) . . . . ?
C6 C1 C2 C3 0.8(3) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C8 C9 C10 C11 0.2(4) . . . . ?
C14 C13 C18 C17 0.2(4) . . . . ?
C14 C15 C16 C17 0.6(4) . . . . ?
C18 C13 C14 Cl1 -177.55(19) . . . . ?
C18 C13 C14 C15 0.4(4) . . . . ?
C18 C17 C16 C15 0.0(4) . . . . ?
C16 C15 C14 Cl1 177.2(2) . . . . ?
C16 C15 C14 C13 -0.8(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.96(7)
2 0.04(7)

####################################################################### 
# 
# 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_P2C_M_RT
_database_code_depnum_ccdc_archive 'CCDC 2079029'
loop_
_audit_author_name
_audit_author_address
'Deepak Chopra'
;IISER bhopal
India
;
_audit_update_record             
;
2021-04-21 deposited with the CCDC.	2022-02-15 downloaded from the CCDC.
;
_audit_creation_date             2020-10-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 O4 P, C6 H7 Cl N'
_chemical_formula_sum            'C18 H17 Cl N O4 P'
_chemical_formula_weight         377.74
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.6384(9)
_cell_length_b                   9.7480(14)
_cell_length_c                   14.509(2)
_cell_angle_alpha                96.265(4)
_cell_angle_beta                 91.112(4)
_cell_angle_gamma                103.019(4)
_cell_volume                     908.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5084
_cell_measurement_temperature    298
_cell_measurement_theta_max      21.70
_cell_measurement_theta_min      2.16
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.873
_exptl_absorpt_coefficient_mu    0.320
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.434
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.051
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            37925
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.098
_diffrn_reflns_theta_min         2.439
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-III Photon III'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3087
_reflns_number_total             5336
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       'BRUKER APEX3'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         5336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0545
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0617P)²+0.2136P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1323
_refine_ls_wR_factor_ref         0.1547
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C18(H18), C8(H8), C12(H12), C6(H6), C3(H3), C9(H9), C4(H4), C11(H11),
 C15(H15), C5(H5), C10(H10), C17(H17), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.33361(8) 0.48530(6) 0.68110(4) 0.04499(17) Uani 1 1 d . . . . .
Cl1 Cl 1.29291(10) 0.76025(9) 0.50688(6) 0.0891(3) Uani 1 1 d . . . . .
O1 O 0.2854(2) 0.36951(16) 0.75209(10) 0.0526(4) Uani 1 1 d . . . . .
O3 O 0.1380(2) 0.46231(16) 0.62467(10) 0.0520(4) Uani 1 1 d . . . . .
O2 O 0.3775(2) 0.63342(17) 0.74559(12) 0.0590(4) Uani 1 1 d . . . . .
O4 O 0.5273(2) 0.48111(18) 0.63395(11) 0.0601(4) Uani 1 1 d . . . . .
N1 N 0.8750(3) 0.62064(19) 0.56571(14) 0.0448(4) Uani 1 1 d . . . . .
C1 C 0.4320(3) 0.3379(2) 0.81211(15) 0.0502(5) Uani 1 1 d . . . . .
C13 C 0.9340(3) 0.7728(2) 0.58970(14) 0.0489(5) Uani 1 1 d . . . . .
C7 C 0.2319(4) 0.6983(2) 0.78934(15) 0.0532(5) Uani 1 1 d . . . . .
C2 C 0.6035(4) 0.2942(3) 0.77960(17) 0.0643(7) Uani 1 1 d . . . . .
H2 H 0.629018 0.288779 0.716657 0.077 Uiso 1 1 calc R U . . .
C18 C 0.7977(4) 0.8410(3) 0.63434(17) 0.0640(6) Uani 1 1 d . . . . .
H18 H 0.669749 0.789117 0.649658 0.077 Uiso 1 1 calc R U . . .
C8 C 0.0375(4) 0.6255(3) 0.80857(17) 0.0654(7) Uani 1 1 d . . . . .
H8 H -0.004291 0.528113 0.792172 0.078 Uiso 1 1 calc R U . . .
C14 C 1.1265(4) 0.8486(3) 0.56708(17) 0.0631(7) Uani 1 1 d . . . . .
C12 C 0.2944(5) 0.8411(3) 0.81359(18) 0.0730(7) Uani 1 1 d . . . . .
H12 H 0.426503 0.889827 0.801044 0.088 Uiso 1 1 calc R U . . .
C6 C 0.3910(5) 0.3442(4) 0.90435(18) 0.0777(8) Uani 1 1 d . . . . .
H6 H 0.273815 0.372463 0.925718 0.093 Uiso 1 1 calc R U . . .
C3 C 0.7369(5) 0.2586(3) 0.8422(2) 0.0765(8) Uani 1 1 d . . . . .
H3 H 0.854120 0.229943 0.821306 0.092 Uiso 1 1 calc R U . . .
C9 C -0.0938(5) 0.6993(4) 0.8524(2) 0.0850(9) Uani 1 1 d . . . . .
H9 H -0.225488 0.650371 0.865352 0.102 Uiso 1 1 calc R U . . .
C4 C 0.6988(5) 0.2649(4) 0.9344(2) 0.0861(9) Uani 1 1 d . . . . .
H4 H 0.789232 0.240283 0.975942 0.103 Uiso 1 1 calc R U . . .
C11 C 0.1569(7) 0.9126(4) 0.8574(2) 0.0947(11) Uani 1 1 d . . . . .
H11 H 0.196804 1.010190 0.873502 0.114 Uiso 1 1 calc R U . . .
C15 C 1.1799(6) 0.9941(4) 0.5906(2) 0.0900(11) Uani 1 1 d . . . . .
H15 H 1.308829 1.046399 0.576764 0.108 Uiso 1 1 calc R U . . .
C5 C 0.5282(6) 0.3074(4) 0.9652(2) 0.1005(12) Uani 1 1 d . . . . .
H5 H 0.502999 0.311925 1.028196 0.121 Uiso 1 1 calc R U . . .
C10 C -0.0378(7) 0.8404(5) 0.8772(2) 0.0965(11) Uani 1 1 d . . . . .
H10 H -0.128923 0.888139 0.907236 0.116 Uiso 1 1 calc R U . . .
C17 C 0.8490(6) 0.9853(3) 0.6565(2) 0.0889(10) Uani 1 1 d . . . . .
H17 H 0.755546 1.031528 0.685946 0.107 Uiso 1 1 calc R U . . .
C16 C 1.0389(7) 1.0610(3) 0.6350(2) 0.0993(12) Uani 1 1 d . . . . .
H16 H 1.073769 1.158769 0.650487 0.119 Uiso 1 1 calc R U . . .
H1A H 0.740(4) 0.581(3) 0.5918(17) 0.065(7) Uiso 1 1 d . . . . .
H1B H 0.971(4) 0.581(3) 0.5896(16) 0.058(7) Uiso 1 1 d . . . . .
H1C H 0.863(4) 0.598(3) 0.502(2) 0.068(8) Uiso 1 1 d . . . . .


_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 O1 1.5940(15) . ?
P1 O3 1.4814(15) . ?
P1 O2 1.5969(17) . ?
P1 O4 1.4747(16) . ?
Cl1 C14 1.740(3) . ?
O1 C1 1.400(2) . ?
O2 C7 1.396(3) . ?
N1 C13 1.448(3) . ?
N1 H1A 0.99(3) . ?
N1 H1B 0.90(3) . ?
N1 H1C 0.92(3) . ?
C1 C2 1.377(3) . ?
C1 C6 1.368(3) . ?
C13 C18 1.371(3) . ?
C13 C14 1.389(3) . ?
C7 C8 1.375(4) . ?
C7 C12 1.365(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.371(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.373(4) . ?
C14 C15 1.384(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.391(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.387(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.362(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.348(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.358(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.377(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(5) . ?
C5 H5 0.9300 . ?
C10 H10 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.370(5) . ?
C16 H16 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
O1 P1 O2 104.29(9) . . ?
O3 P1 O1 104.12(8) . . ?
O3 P1 O2 111.08(9) . . ?
O4 P1 O1 111.35(9) . . ?
O4 P1 O3 119.16(9) . . ?
O4 P1 O2 105.96(9) . . ?
C1 O1 P1 125.18(13) . . ?
C7 O2 P1 127.18(14) . . ?
C13 N1 H1A 110.2(14) . . ?
C13 N1 H1B 109.4(16) . . ?
C13 N1 H1C 110.7(16) . . ?
H1A N1 H1B 108(2) . . ?
H1A N1 H1C 109(2) . . ?
H1B N1 H1C 109(2) . . ?
C2 C1 O1 121.77(19) . . ?
C6 C1 O1 116.9(2) . . ?
C6 C1 C2 121.2(2) . . ?
C18 C13 N1 119.3(2) . . ?
C18 C13 C14 120.6(2) . . ?
C14 C13 N1 120.1(2) . . ?
C8 C7 O2 123.4(2) . . ?
C12 C7 O2 115.7(2) . . ?
C12 C7 C8 120.9(3) . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.7(2) . . ?
C3 C2 H2 120.6 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.3(3) . . ?
C17 C18 H18 119.8 . . ?
C7 C8 H8 120.6 . . ?
C9 C8 C7 118.8(3) . . ?
C9 C8 H8 120.6 . . ?
C13 C14 Cl1 119.6(2) . . ?
C15 C14 Cl1 121.2(2) . . ?
C15 C14 C13 119.2(3) . . ?
C7 C12 H12 120.6 . . ?
C7 C12 C11 118.8(3) . . ?
C11 C12 H12 120.6 . . ?
C1 C6 H6 120.7 . . ?
C1 C6 C5 118.5(3) . . ?
C5 C6 H6 120.7 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C8 C9 H9 119.0 . . ?
C10 C9 C8 122.0(3) . . ?
C10 C9 H9 119.0 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C12 C11 H11 119.7 . . ?
C10 C11 C12 120.7(3) . . ?
C10 C11 H11 119.7 . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.2(3) . . ?
C16 C15 H15 120.4 . . ?
C6 C5 H5 119.5 . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C9 C10 C11 118.8(3) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C18 C17 H17 120.2 . . ?
C16 C17 C18 119.6(3) . . ?
C16 C17 H17 120.2 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 121.1(3) . . ?
C17 C16 H16 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 O1 C1 C2 -57.8(3) . . . . ?
P1 O1 C1 C6 126.0(2) . . . . ?
P1 O2 C7 C8 22.1(3) . . . . ?
P1 O2 C7 C12 -158.52(18) . . . . ?
Cl1 C14 C15 C16 177.2(2) . . . . ?
O1 P1 O2 C7 -76.13(19) . . . . ?
O1 C1 C2 C3 -177.1(2) . . . . ?
O1 C1 C6 C5 177.2(3) . . . . ?
O3 P1 O1 C1 171.45(16) . . . . ?
O3 P1 O2 C7 35.5(2) . . . . ?
O2 P1 O1 C1 -72.02(18) . . . . ?
O2 C7 C8 C9 179.6(2) . . . . ?
O2 C7 C12 C11 180.0(2) . . . . ?
O4 P1 O1 C1 41.8(2) . . . . ?
O4 P1 O2 C7 166.25(17) . . . . ?
N1 C13 C18 C17 -179.0(2) . . . . ?
N1 C13 C14 Cl1 1.8(3) . . . . ?
N1 C13 C14 C15 180.0(2) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C1 C6 C5 C4 -0.5(6) . . . . ?
C13 C18 C17 C16 -1.0(4) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
C7 C8 C9 C10 -0.2(4) . . . . ?
C7 C12 C11 C10 0.9(4) . . . . ?
C2 C1 C6 C5 1.0(4) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C18 C13 C14 Cl1 -177.79(18) . . . . ?
C18 C13 C14 C15 0.4(3) . . . . ?
C18 C17 C16 C15 0.4(5) . . . . ?
C8 C7 C12 C11 -0.7(4) . . . . ?
C8 C9 C10 C11 0.4(5) . . . . ?
C14 C13 C18 C17 0.6(4) . . . . ?
C14 C15 C16 C17 0.5(5) . . . . ?
C12 C7 C8 C9 0.3(4) . . . . ?
C12 C11 C10 C9 -0.8(5) . . . . ?
C6 C1 C2 C3 -1.1(4) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_P2C_M_LT
_database_code_depnum_ccdc_archive 'CCDC 2079030'
loop_
_audit_author_name
_audit_author_address
'Deepak Chopra'
;IISER bhopal
India
;
_audit_update_record             
;
2021-04-21 deposited with the CCDC.	2022-02-15 downloaded from the CCDC.
;
_audit_creation_date             2020-11-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 O4 P, C6 H7 Cl N'
_chemical_formula_sum            'C18 H17 Cl N O4 P'
_chemical_formula_weight         377.74
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.2612(8)
_cell_length_b                   15.888(2)
_cell_length_c                   18.976(3)
_cell_angle_alpha                112.979(4)
_cell_angle_beta                 93.290(5)
_cell_angle_gamma                93.807(5)
_cell_volume                     1726.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6501
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      27.27
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.873
_exptl_absorpt_coefficient_mu    0.337
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.414
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.047
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0935
_diffrn_reflns_av_unetI/netI     0.0903
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            44447
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.087
_diffrn_reflns_theta_min         2.201
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-III Photon III'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6364
_reflns_number_total             10065
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         10065
_refine_ls_number_restraints     312
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0459P)²+0.1506P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1312
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.004 and sigma
for terminal atoms of 0.008 within 2A
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C27(H27),
  C28(H28), C29(H29), C30(H30), C15(H15), C16(H16), C17(H17), C18(H18),
 C33(H33), C34(H34), C35(H35), C36(H36)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.82913(8) 0.09141(4) 0.41042(3) 0.01733(13) Uani 1 1 d . U . . .
O1 O 0.7869(2) 0.07725(11) 0.32219(8) 0.0194(3) Uani 1 1 d . U . . .
O2 O 0.8429(2) 0.20068(10) 0.45759(9) 0.0207(3) Uani 1 1 d . U . . .
O3 O 0.6308(2) 0.04516(10) 0.42462(9) 0.0201(3) Uani 1 1 d . U . . .
O4 O 1.0412(2) 0.06432(11) 0.42657(9) 0.0221(3) Uani 1 1 d . U . . .
C1 C 0.9426(3) 0.10276(15) 0.28210(12) 0.0200(4) Uani 1 1 d . U . . .
C2 C 0.8955(4) 0.16772(17) 0.25358(13) 0.0253(5) Uani 1 1 d . U . . .
H2 H 0.764464 0.195487 0.262930 0.030 Uiso 1 1 calc R U . . .
C3 C 1.0424(4) 0.19188(18) 0.21100(14) 0.0310(5) Uani 1 1 d . U . . .
H3 H 1.012480 0.236843 0.191340 0.037 Uiso 1 1 calc R U . . .
C4 C 1.2326(4) 0.15073(18) 0.19703(14) 0.0311(5) Uani 1 1 d . U . . .
H4 H 1.332509 0.167287 0.167720 0.037 Uiso 1 1 calc R U . . .
C5 C 1.2767(4) 0.08527(17) 0.22596(13) 0.0257(5) Uani 1 1 d . U . . .
H5 H 1.407338 0.057247 0.216489 0.031 Uiso 1 1 calc R U . . .
C6 C 1.1312(3) 0.06046(16) 0.26864(13) 0.0221(5) Uani 1 1 d . U . . .
H6 H 1.160452 0.015350 0.288211 0.027 Uiso 1 1 calc R U . . .
C7 C 0.6774(3) 0.25695(15) 0.46408(12) 0.0184(4) Uani 1 1 d . U . . .
C8 C 0.4824(3) 0.22770(16) 0.41911(13) 0.0215(5) Uani 1 1 d . U . . .
H8 H 0.455642 0.166715 0.381380 0.026 Uiso 1 1 calc R U . . .
C9 C 0.3275(3) 0.28907(16) 0.43026(13) 0.0230(5) Uani 1 1 d . U . . .
H9 H 0.193920 0.269921 0.399604 0.028 Uiso 1 1 calc R U . . .
C10 C 0.3650(4) 0.37788(17) 0.48549(13) 0.0242(5) Uani 1 1 d . U . . .
H10 H 0.257550 0.419344 0.493362 0.029 Uiso 1 1 calc R U . . .
C11 C 0.5624(4) 0.40550(17) 0.52931(14) 0.0255(5) Uani 1 1 d . U . . .
H11 H 0.589771 0.466451 0.567050 0.031 Uiso 1 1 calc R U . . .
C12 C 0.7189(3) 0.34568(16) 0.51874(13) 0.0222(5) Uani 1 1 d . U . . .
H12 H 0.853626 0.365212 0.548653 0.027 Uiso 1 1 calc R U . . .
P2 P 0.14499(9) 0.39783(4) 0.09000(3) 0.01811(13) Uani 1 1 d . U . . .
O5 O 0.1098(2) 0.46315(11) 0.17630(9) 0.0216(3) Uani 1 1 d . U . . .
O6 O 0.2286(2) 0.31242(11) 0.10515(8) 0.0211(3) Uani 1 1 d . U . . .
O7 O 0.3271(2) 0.44699(11) 0.06964(9) 0.0220(3) Uani 1 1 d . U . . .
O8 O -0.0580(2) 0.36811(11) 0.03927(9) 0.0246(4) Uani 1 1 d . U . . .
C19 C -0.0285(3) 0.43840(15) 0.22253(12) 0.0189(4) Uani 1 1 d . U . . .
C20 C 0.0606(3) 0.45038(16) 0.29492(13) 0.0238(5) Uani 1 1 d . U . . .
H20 H 0.207514 0.472511 0.310533 0.029 Uiso 1 1 calc R U . . .
C21 C -0.0683(4) 0.42956(17) 0.34404(14) 0.0255(5) Uani 1 1 d . U . . .
H21 H -0.009091 0.437640 0.393748 0.031 Uiso 1 1 calc R U . . .
C22 C -0.2837(4) 0.39688(16) 0.32124(14) 0.0248(5) Uani 1 1 d . U . . .
H22 H -0.371291 0.381930 0.354755 0.030 Uiso 1 1 calc R U . . .
C23 C -0.3677(3) 0.38660(16) 0.24932(14) 0.0237(5) Uani 1 1 d . U . . .
H23 H -0.514575 0.364295 0.233590 0.028 Uiso 1 1 calc R U . . .
C24 C -0.2433(3) 0.40800(16) 0.19924(13) 0.0213(5) Uani 1 1 d . U . . .
H24 H -0.303966 0.401927 0.150253 0.026 Uiso 1 1 calc R U . . .
C25 C 0.2412(4) 0.22680(16) 0.04543(13) 0.0244(5) Uani 1 1 d . U . . .
C26 C 0.4392(4) 0.19773(19) 0.02809(18) 0.0451(7) Uani 1 1 d . U . . .
H26 H 0.565623 0.237166 0.053020 0.054 Uiso 1 1 calc R U . . .
C27 C 0.4537(5) 0.1101(2) -0.0263(2) 0.0574(9) Uani 1 1 d . U . . .
H27 H 0.591219 0.089549 -0.038506 0.069 Uiso 1 1 calc R U . . .
C28 C 0.2738(5) 0.0528(2) -0.06259(17) 0.0455(7) Uani 1 1 d . U . . .
H28 H 0.285653 -0.007317 -0.099671 0.055 Uiso 1 1 calc R U . . .
C29 C 0.0777(5) 0.0824(2) -0.04523(19) 0.0523(8) Uani 1 1 d . U . . .
H29 H -0.048087 0.042916 -0.070845 0.063 Uiso 1 1 calc R U . . .
C30 C 0.0586(4) 0.16967(19) 0.00953(18) 0.0455(7) Uani 1 1 d . U . . .
H30 H -0.079267 0.189628 0.022003 0.055 Uiso 1 1 calc R U . . .
Cl1 Cl 0.78604(8) 0.13138(4) 0.62557(3) 0.02483(13) Uani 1 1 d . U . . .
N1 N 0.3623(3) 0.10617(13) 0.53707(11) 0.0176(4) Uani 1 1 d . U . . .
H1A H 0.233(4) 0.1027(18) 0.5105(15) 0.029(7) Uiso 1 1 d . . . . .
H1B H 0.352(4) 0.059(2) 0.5542(16) 0.041(8) Uiso 1 1 d . . . . .
H1C H 0.468(4) 0.0891(18) 0.5019(15) 0.032(7) Uiso 1 1 d . . . . .
C13 C 0.4157(3) 0.19632(15) 0.59777(12) 0.0189(4) Uani 1 1 d . U . . .
C14 C 0.6116(3) 0.21652(16) 0.64279(13) 0.0207(4) Uani 1 1 d . U . . .
C15 C 0.6639(4) 0.30221(17) 0.70060(13) 0.0246(5) Uani 1 1 d . U . . .
H15 H 0.798362 0.316175 0.730509 0.030 Uiso 1 1 calc R U . . .
C16 C 0.5181(4) 0.36822(17) 0.71488(14) 0.0255(5) Uani 1 1 d . U . . .
H16 H 0.551701 0.426916 0.755516 0.031 Uiso 1 1 calc R U . . .
C17 C 0.3239(4) 0.34846(16) 0.66987(13) 0.0239(5) Uani 1 1 d . U . . .
H17 H 0.225838 0.393964 0.679373 0.029 Uiso 1 1 calc R U . . .
C18 C 0.2727(3) 0.26262(16) 0.61116(13) 0.0211(5) Uani 1 1 d . U . . .
H18 H 0.140095 0.249292 0.580224 0.025 Uiso 1 1 calc R U . . .
Cl2 Cl 0.81577(9) 0.60623(5) 0.12382(4) 0.03433(16) Uani 1 1 d . U . . .
N2 N 0.3871(3) 0.60367(14) 0.04207(11) 0.0186(4) Uani 1 1 d . U . . .
H2A H 0.489(4) 0.5891(17) 0.0069(14) 0.024(7) Uiso 1 1 d . . . . .
H2B H 0.261(4) 0.6115(18) 0.0173(14) 0.028(7) Uiso 1 1 d . . . . .
H2C H 0.349(4) 0.555(2) 0.0562(16) 0.039(8) Uiso 1 1 d . . . . .
C31 C 0.4604(4) 0.68859(16) 0.10718(13) 0.0222(5) Uani 1 1 d . U . . .
C32 C 0.6602(4) 0.69845(18) 0.14726(14) 0.0274(5) Uani 1 1 d . U . . .
C33 C 0.7334(5) 0.7805(2) 0.20693(15) 0.0415(7) Uani 1 1 d . U . . .
H33 H 0.870850 0.787799 0.233697 0.050 Uiso 1 1 calc R U . . .
C34 C 0.6042(5) 0.8518(2) 0.22725(17) 0.0497(7) Uani 1 1 d . U . . .
H34 H 0.653445 0.908719 0.268173 0.060 Uiso 1 1 calc R U . . .
C35 C 0.4031(5) 0.84127(19) 0.18852(16) 0.0443(7) Uani 1 1 d . U . . .
H35 H 0.314823 0.890598 0.203631 0.053 Uiso 1 1 calc R U . . .
C36 C 0.3305(4) 0.75958(18) 0.12814(14) 0.0316(5) Uani 1 1 d . U . . .
H36 H 0.193008 0.752372 0.101434 0.038 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 O1 1.6034(16) . ?
P1 O2 1.6064(16) . ?
P1 O3 1.4919(15) . ?
P1 O4 1.4746(15) . ?
O1 C1 1.403(3) . ?
O2 C7 1.393(2) . ?
C1 C2 1.380(3) . ?
C1 C6 1.385(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(3) . ?
C7 C12 1.382(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.392(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(3) . ?
C12 H12 0.9500 . ?
P2 O5 1.5977(16) . ?
P2 O6 1.6061(16) . ?
P2 O7 1.4925(16) . ?
P2 O8 1.4798(15) . ?
O5 C19 1.409(3) . ?
O6 C25 1.401(3) . ?
C19 C20 1.389(3) . ?
C19 C24 1.384(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.386(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.393(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.378(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.365(3) . ?
C25 C30 1.373(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.385(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.363(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.356(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(4) . ?
C30 H30 0.9500 . ?
Cl1 C14 1.738(2) . ?
N1 H1A 0.92(2) . ?
N1 H1B 0.93(3) . ?
N1 H1C 0.94(3) . ?
N1 C13 1.447(3) . ?
C13 C14 1.397(3) . ?
C13 C18 1.385(3) . ?
C14 C15 1.378(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.393(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9500 . ?
Cl2 C32 1.739(3) . ?
N2 H2A 0.92(2) . ?
N2 H2B 0.94(2) . ?
N2 H2C 0.93(3) . ?
N2 C31 1.452(3) . ?
C31 C32 1.393(3) . ?
C31 C36 1.378(3) . ?
C32 C33 1.378(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.380(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.386(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.380(4) . ?
C36 H36 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
O1 P1 O2 104.50(8) . . ?
O3 P1 O1 103.56(8) . . ?
O3 P1 O2 110.97(9) . . ?
O4 P1 O1 111.78(8) . . ?
O4 P1 O2 105.57(9) . . ?
O4 P1 O3 119.58(9) . . ?
C1 O1 P1 123.06(13) . . ?
C7 O2 P1 126.91(13) . . ?
C2 C1 O1 117.47(19) . . ?
C2 C1 C6 121.7(2) . . ?
C6 C1 O1 120.7(2) . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.0(2) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.5(2) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.7(2) . . ?
C1 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C8 C7 O2 123.3(2) . . ?
C12 C7 O2 115.55(18) . . ?
C12 C7 C8 121.1(2) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 C7 118.9(2) . . ?
C9 C8 H8 120.6 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.9(2) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 120.5 . . ?
C9 C10 C11 119.0(2) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C7 C12 H12 120.4 . . ?
C11 C12 C7 119.2(2) . . ?
C11 C12 H12 120.4 . . ?
O5 P2 O6 99.04(8) . . ?
O7 P2 O5 104.46(9) . . ?
O7 P2 O6 109.44(9) . . ?
O8 P2 O5 112.54(9) . . ?
O8 P2 O6 109.84(9) . . ?
O8 P2 O7 119.50(9) . . ?
C19 O5 P2 124.09(14) . . ?
C25 O6 P2 122.27(14) . . ?
C20 C19 O5 116.02(18) . . ?
C24 C19 O5 122.48(19) . . ?
C24 C19 C20 121.4(2) . . ?
C19 C20 H20 120.5 . . ?
C21 C20 C19 119.0(2) . . ?
C21 C20 H20 120.5 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.6(2) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 120.5 . . ?
C23 C22 C21 119.0(2) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 119.2 . . ?
C22 C23 C24 121.7(2) . . ?
C24 C23 H23 119.2 . . ?
C19 C24 C23 118.3(2) . . ?
C19 C24 H24 120.9 . . ?
C23 C24 H24 120.9 . . ?
C26 C25 O6 118.7(2) . . ?
C26 C25 C30 120.4(2) . . ?
C30 C25 O6 120.7(2) . . ?
C25 C26 H26 120.4 . . ?
C25 C26 C27 119.2(3) . . ?
C27 C26 H26 120.4 . . ?
C26 C27 H27 119.5 . . ?
C28 C27 C26 121.1(3) . . ?
C28 C27 H27 119.5 . . ?
C27 C28 H28 120.3 . . ?
C29 C28 C27 119.3(3) . . ?
C29 C28 H28 120.3 . . ?
C28 C29 H29 119.6 . . ?
C28 C29 C30 120.8(3) . . ?
C30 C29 H29 119.6 . . ?
C25 C30 C29 119.2(3) . . ?
C25 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
H1A N1 H1B 106(2) . . ?
H1A N1 H1C 109(2) . . ?
H1B N1 H1C 103(2) . . ?
C13 N1 H1A 111.3(16) . . ?
C13 N1 H1B 114.0(18) . . ?
C13 N1 H1C 112.8(16) . . ?
C14 C13 N1 119.98(19) . . ?
C18 C13 N1 120.03(19) . . ?
C18 C13 C14 120.0(2) . . ?
C13 C14 Cl1 118.95(17) . . ?
C15 C14 Cl1 120.67(17) . . ?
C15 C14 C13 120.4(2) . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.5(2) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 C17 119.7(2) . . ?
C13 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
H2A N2 H2B 108(2) . . ?
H2A N2 H2C 112(2) . . ?
H2B N2 H2C 104(2) . . ?
C31 N2 H2A 109.9(15) . . ?
C31 N2 H2B 109.4(16) . . ?
C31 N2 H2C 113.3(17) . . ?
C32 C31 N2 120.4(2) . . ?
C36 C31 N2 119.1(2) . . ?
C36 C31 C32 120.5(2) . . ?
C31 C32 Cl2 120.09(19) . . ?
C33 C32 Cl2 119.6(2) . . ?
C33 C32 C31 120.3(3) . . ?
C32 C33 H33 120.5 . . ?
C32 C33 C34 119.1(3) . . ?
C34 C33 H33 120.5 . . ?
C33 C34 H34 119.7 . . ?
C33 C34 C35 120.6(3) . . ?
C35 C34 H34 119.7 . . ?
C34 C35 H35 119.8 . . ?
C36 C35 C34 120.4(3) . . ?
C36 C35 H35 119.8 . . ?
C31 C36 C35 119.0(3) . . ?
C31 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 O1 C1 C2 -119.08(19) . . . . ?
P1 O1 C1 C6 64.1(3) . . . . ?
P1 O2 C7 C8 -11.4(3) . . . . ?
P1 O2 C7 C12 168.86(16) . . . . ?
O1 P1 O2 C7 66.12(18) . . . . ?
O1 C1 C2 C3 -177.5(2) . . . . ?
O1 C1 C6 C5 177.4(2) . . . . ?
O2 P1 O1 C1 69.91(17) . . . . ?
O2 C7 C8 C9 179.8(2) . . . . ?
O2 C7 C12 C11 -179.3(2) . . . . ?
O3 P1 O1 C1 -173.81(16) . . . . ?
O3 P1 O2 C7 -44.89(19) . . . . ?
O4 P1 O1 C1 -43.78(19) . . . . ?
O4 P1 O2 C7 -175.86(17) . . . . ?
C1 C2 C3 C4 0.5(4) . . . . ?
C2 C1 C6 C5 0.7(3) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C1 -0.5(3) . . . . ?
C6 C1 C2 C3 -0.7(4) . . . . ?
C7 C8 C9 C10 -0.4(3) . . . . ?
C8 C7 C12 C11 0.9(3) . . . . ?
C8 C9 C10 C11 0.9(3) . . . . ?
C9 C10 C11 C12 -0.5(4) . . . . ?
C10 C11 C12 C7 -0.4(4) . . . . ?
C12 C7 C8 C9 -0.5(3) . . . . ?
P2 O5 C19 C20 128.59(19) . . . . ?
P2 O5 C19 C24 -54.4(3) . . . . ?
P2 O6 C25 C26 112.2(2) . . . . ?
P2 O6 C25 C30 -73.5(3) . . . . ?
O5 P2 O6 C25 166.31(16) . . . . ?
O5 C19 C20 C21 178.4(2) . . . . ?
O5 C19 C24 C23 -179.0(2) . . . . ?
O6 P2 O5 C19 -58.61(17) . . . . ?
O6 C25 C26 C27 174.5(3) . . . . ?
O6 C25 C30 C29 -174.9(3) . . . . ?
O7 P2 O5 C19 -171.50(16) . . . . ?
O7 P2 O6 C25 -84.77(17) . . . . ?
O8 P2 O5 C19 57.38(18) . . . . ?
O8 P2 O6 C25 48.27(18) . . . . ?
C19 C20 C21 C22 0.2(4) . . . . ?
C20 C19 C24 C23 -2.1(3) . . . . ?
C20 C21 C22 C23 -0.8(4) . . . . ?
C21 C22 C23 C24 0.0(4) . . . . ?
C22 C23 C24 C19 1.4(3) . . . . ?
C24 C19 C20 C21 1.3(3) . . . . ?
C25 C26 C27 C28 0.1(5) . . . . ?
C26 C25 C30 C29 -0.7(5) . . . . ?
C26 C27 C28 C29 0.2(5) . . . . ?
C27 C28 C29 C30 -0.8(5) . . . . ?
C28 C29 C30 C25 1.0(5) . . . . ?
C30 C25 C26 C27 0.2(5) . . . . ?
Cl1 C14 C15 C16 -177.85(18) . . . . ?
N1 C13 C14 Cl1 -1.0(3) . . . . ?
N1 C13 C14 C15 179.9(2) . . . . ?
N1 C13 C18 C17 179.3(2) . . . . ?
C13 C14 C15 C16 1.2(3) . . . . ?
C14 C13 C18 C17 -0.8(3) . . . . ?
C14 C15 C16 C17 -1.6(3) . . . . ?
C15 C16 C17 C18 0.8(3) . . . . ?
C16 C17 C18 C13 0.3(3) . . . . ?
C18 C13 C14 Cl1 179.05(17) . . . . ?
C18 C13 C14 C15 0.0(3) . . . . ?
Cl2 C32 C33 C34 -177.1(2) . . . . ?
N2 C31 C32 Cl2 -4.5(3) . . . . ?
N2 C31 C32 C33 177.2(2) . . . . ?
N2 C31 C36 C35 -178.0(2) . . . . ?
C31 C32 C33 C34 1.3(4) . . . . ?
C32 C31 C36 C35 1.3(4) . . . . ?
C32 C33 C34 C35 0.3(4) . . . . ?
C33 C34 C35 C36 -1.0(4) . . . . ?
C34 C35 C36 C31 0.3(4) . . . . ?
C36 C31 C32 Cl2 176.27(19) . . . . ?
C36 C31 C32 C33 -2.1(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
