# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_raghunath1_1
_database_code_depnum_ccdc_archive 'CCDC 1534803'
_audit_update_record             
;
2017-02-27 deposited with the CCDC.
2017-04-12 downloaded from the CCDC.
;
_audit_creation_date             2017-02-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H24 Br O5 P'
_chemical_formula_sum            'C16 H24 Br O5 P'
_chemical_formula_weight         407.23
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C16 H24 Br O5 P'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   19.4281(4)
_cell_length_b                   8.92102(13)
_cell_length_c                   11.7047(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.986(2)
_cell_angle_gamma                90
_cell_volume                     1950.19(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6833
_cell_measurement_temperature    107.8(4)
_cell_measurement_theta_max      72.9720
_cell_measurement_theta_min      3.9320
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.826
_exptl_absorpt_correction_T_max  0.415
_exptl_absorpt_correction_T_min  0.213
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
7 -5 -2 0.3232
-1 -1 7 0.1909
-5 2 7 0.1730
3 0 -8 0.1997
4 -5 1 0.2907
-10 -3 0 0.2034
-12 1 0 0.2272
-6 5 -1 0.3098
11 2 0 0.1423
7 5 -1 0.2568
9 1 3 0.1752
1 5 2 0.2642
-10 1 -3 0.2400
-9 -1 -4 0.2177
-7 -3 -3 0.2558
12 -2 -4 0.2613
-11 0 5 0.2232
-12 2 4 0.2226
8 3 -6 0.2523
11 1 -6 0.2212
8 3 3 0.1698
2 2 6 0.1656
-5 1 -6 0.2342
-4 5 3 0.2768
5 0 6 0.1914
7 -1 5 0.2033
4 2 5 0.1641

_exptl_crystal_size_max          0.643
_exptl_crystal_size_mid          0.393
_exptl_crystal_size_min          0.366
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
7.4295 -4.6549 -1.8470 0.3478 -0.0512 0.9362
-0.9462 -1.1872 7.2845 -0.9150 0.1156 0.3866
-5.1423 1.7397 7.1481 -0.9657 0.1263 -0.2268
2.6440 0.0910 -7.5779 0.9786 -0.1253 -0.1634
3.6058 -5.4278 0.8705 -0.0286 -0.2725 0.9617
-10.3842 -3.0898 0.3170 -0.1283 -0.9905 -0.0495
-11.7756 1.0210 -0.3230 -0.0946 -0.6941 -0.7136
-6.3079 4.7952 -0.8138 -0.0029 0.0310 -0.9995
11.4519 1.9782 -0.1340 0.1255 0.9568 0.2623
6.9939 4.9950 -0.9897 0.1614 0.9297 -0.4023
8.9801 0.9965 3.0008 -0.2870 0.8215 0.3964
0.9920 4.9944 2.0068 -0.2794 0.6528 -0.5780
-9.9793 1.0018 -2.9977 0.2605 -0.6861 -0.7231
-8.9772 -0.9961 -4.0000 0.4124 -0.8623 -0.4328
-6.9822 -2.9950 -3.0038 0.3243 -0.8905 -0.0223
11.9980 -1.9979 -3.9979 0.6466 0.4332 0.7032
-11.0019 -0.0009 4.9939 -0.7455 -0.5279 -0.3402
-11.9980 1.9979 3.9979 -0.6466 -0.4332 -0.7032
8.0080 2.9990 -5.9887 0.8149 0.5907 -0.2573
11.0047 1.0004 -5.9914 0.8630 0.5882 0.1643
7.9810 2.9948 3.0039 -0.3136 0.9570 0.0698
1.9793 1.9952 5.9987 -0.7465 0.5792 0.0337
-4.9763 1.0025 -5.9943 0.6905 -0.4757 -0.5949
-4.0050 4.9946 3.0051 -0.4586 0.3610 -0.7789
4.9761 -0.0034 5.9960 -0.6984 0.5767 0.4553
6.9769 -1.0023 4.9955 -0.5436 0.5680 0.6535
3.9799 1.9954 4.9999 -0.5995 0.6715 0.0923

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7048
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.113
_diffrn_reflns_theta_min         3.929
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      107.8(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.1600
_diffrn_detector_type            Titan
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00 113.00   1.00    1.00    --   43.29  57.00 -30.00   93
  2  ω     75.00 107.00   1.00    1.00    --   43.29 126.00 -60.00   32
  3  ω     72.00 111.00   1.00    1.00    --   43.29 126.00-180.00   39
  4  ω    108.00 155.00   1.00    1.00    --  102.90  77.00-120.00   47
  5  ω    119.00 157.00   1.00    1.00    --  102.90  67.00 -79.44   38
  6  ω    103.00 158.00   1.00    1.00    --  102.90  45.00-150.00   55
  7  ω     97.00 130.00   1.00    1.00    --  102.90 -61.00 -90.00   33
  8  ω     78.00 105.00   1.00    1.00    --  102.90  45.00 -60.00   27
  9  ω     72.00 117.00   1.00    1.00    --  102.90  77.00 -60.00   45
 10  ω     78.00 106.00   1.00    1.00    --  102.90  61.00-120.00   28
 11  ω     71.00 100.00   1.00    1.00    --  102.90  77.00-120.00   29
 12  ω     76.00 103.00   1.00    1.00    --  102.90  61.00 -90.00   27
 13  ω     76.00 108.00   1.00    1.00    --  102.90  61.00 -60.00   32
 14  ω     74.00 100.00   1.00    1.00    --  102.90  67.00 -79.44   26
 15  ω     71.00  97.00   1.00    1.00    --  102.90  77.00-150.00   26
 16  ω     50.00  86.00   1.00    1.00    --   43.29  38.00 -90.00   36
 17  ω    126.00 157.00   1.00    1.00    --  102.90  61.00  60.00   31
 18  ω    101.00 157.00   1.00    1.00    --  102.90 126.00  60.00   56
 19  ω     93.00 145.00   1.00    1.00    --  102.90  77.00  30.00   52
 20  ω     87.00 157.00   1.00    1.00    --  102.90  77.00 150.00   70
 21  ω     77.00 150.00   1.00    1.00    --  102.90  61.00 120.00   73
 22  ω     46.00 127.00   1.00    1.00    --  102.90 -45.00 150.00   81
 23  ω     20.00  71.00   1.00    1.00    --  102.90 -95.00  90.00   51
 24  ω    -24.00  94.00   1.00    1.00    --   43.29   0.00-180.00  118
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Titan'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0108124000
_diffrn_orient_matrix_UB_12      -0.0076764000
_diffrn_orient_matrix_UB_13      -0.1254544000
_diffrn_orient_matrix_UB_21      0.0665802000
_diffrn_orient_matrix_UB_22      0.1010126000
_diffrn_orient_matrix_UB_23      0.0409848000
_diffrn_orient_matrix_UB_31      0.0474792000
_diffrn_orient_matrix_UB_32      -0.1397972000
_diffrn_orient_matrix_UB_33      0.0364496000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.837
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.946
_reflns_number_gt                3615
_reflns_number_total             3773
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.316
_refine_diff_density_min         -0.751
_refine_diff_density_rms         0.217
_refine_ls_abs_structure_details 
;
 Flack x determined using 1546 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         3773
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0585
_refine_ls_restrained_S_all      1.135
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1229P)²+2.5485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1480
_refine_ls_wR_factor_ref         0.1709
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3), C4(H4), C5(H5)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,
 H15C), C16(H16A,H16B,H16C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.60595(4) 0.33160(9) 0.51586(6) 0.0351(3) Uani 1 1 d . . . . .
P1 P 0.44873(8) 0.62190(19) 0.78353(15) 0.0217(4) Uani 1 1 d . . . . .
O1 O 0.6946(3) 0.6432(7) 0.7732(5) 0.0316(12) Uani 1 1 d . . . . .
O2 O 0.5764(3) 0.5484(6) 0.9068(4) 0.0235(9) Uani 1 1 d . . . . .
H2 H 0.5696 0.5828 0.9677 0.035 Uiso 1 1 calc GR . . . .
O3 O 0.4234(3) 0.6705(6) 0.8848(4) 0.0253(10) Uani 1 1 d . . . . .
O4 O 0.4156(3) 0.7082(6) 0.6637(4) 0.0261(10) Uani 1 1 d . . . . .
O5 O 0.4322(3) 0.4521(6) 0.7486(5) 0.0277(11) Uani 1 1 d . . . . .
C1 C 0.6504(4) 0.2751(9) 0.6767(7) 0.0271(14) Uani 1 1 d . . . . .
C2 C 0.6680(4) 0.1254(10) 0.6994(8) 0.0351(17) Uani 1 1 d . . . . .
H2A H 0.6550 0.0544 0.6391 0.042 Uiso 1 1 calc R . . . .
C3 C 0.7053(4) 0.0832(10) 0.8142(9) 0.0366(18) Uani 1 1 d . . . . .
H3 H 0.7165 -0.0171 0.8317 0.044 Uiso 1 1 calc R . . . .
C4 C 0.7260(5) 0.1908(11) 0.9027(9) 0.042(2) Uani 1 1 d . . . . .
H4 H 0.7524 0.1631 0.9787 0.050 Uiso 1 1 calc R . . . .
C5 C 0.7076(4) 0.3378(12) 0.8779(7) 0.0366(16) Uani 1 1 d . . . . .
H5 H 0.7211 0.4087 0.9381 0.044 Uiso 1 1 calc R . . . .
C6 C 0.6686(3) 0.3838(9) 0.7638(7) 0.0260(14) Uani 1 1 d . . . . .
C7 C 0.6489(4) 0.5475(9) 0.7463(6) 0.0279(14) Uani 1 1 d . . . . .
C8 C 0.5697(4) 0.5871(8) 0.7024(6) 0.0243(13) Uani 1 1 d . . . . .
H8A H 0.5421 0.4990 0.6693 0.029 Uiso 1 1 calc R . . . .
H8B H 0.5622 0.6630 0.6408 0.029 Uiso 1 1 calc R . . . .
C9 C 0.5455(3) 0.6466(8) 0.8090(6) 0.0228(13) Uani 1 1 d . . . . .
C10 C 0.5661(4) 0.8106(9) 0.8391(7) 0.0315(16) Uani 1 1 d . . . . .
H10A H 0.5418 0.8733 0.7738 0.047 Uiso 1 1 calc GR . . . .
H10B H 0.6169 0.8221 0.8533 0.047 Uiso 1 1 calc GR . . . .
H10C H 0.5526 0.8391 0.9090 0.047 Uiso 1 1 calc GR . . . .
C11 C 0.4350(3) 0.3356(9) 0.8376(6) 0.0274(13) Uani 1 1 d . . . . .
H11 H 0.4531 0.3790 0.9171 0.033 Uiso 1 1 calc R . . . .
C12 C 0.4863(4) 0.2144(9) 0.8205(8) 0.0333(17) Uani 1 1 d . . . . .
H12A H 0.4729 0.1824 0.7391 0.050 Uiso 1 1 calc GR . . . .
H12B H 0.4842 0.1306 0.8710 0.050 Uiso 1 1 calc GR . . . .
H12C H 0.5341 0.2536 0.8408 0.050 Uiso 1 1 calc GR . . . .
C13 C 0.3589(5) 0.2808(10) 0.8211(10) 0.045(2) Uani 1 1 d . . . . .
H13A H 0.3311 0.3586 0.8436 0.067 Uiso 1 1 calc GR . . . .
H13B H 0.3594 0.1941 0.8700 0.067 Uiso 1 1 calc GR . . . .
H13C H 0.3380 0.2549 0.7392 0.067 Uiso 1 1 calc GR . . . .
C14 C 0.3396(4) 0.7587(9) 0.6366(7) 0.0270(15) Uani 1 1 d . . . . .
H14 H 0.3139 0.6988 0.6818 0.032 Uiso 1 1 calc R . . . .
C15 C 0.3399(5) 0.9190(11) 0.6712(9) 0.0398(19) Uani 1 1 d . . . . .
H15A H 0.3573 0.9276 0.7561 0.060 Uiso 1 1 calc GR . . . .
H15B H 0.2920 0.9581 0.6452 0.060 Uiso 1 1 calc GR . . . .
H15C H 0.3704 0.9747 0.6347 0.060 Uiso 1 1 calc GR . . . .
C16 C 0.3077(5) 0.7323(12) 0.5040(8) 0.044(2) Uani 1 1 d . . . . .
H16A H 0.3352 0.7860 0.4606 0.066 Uiso 1 1 calc GR . . . .
H16B H 0.2591 0.7672 0.4805 0.066 Uiso 1 1 calc GR . . . .
H16C H 0.3088 0.6271 0.4872 0.066 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.910(8) . ?
P1 O3 1.470(5) . ?
P1 O4 1.573(5) . ?
P1 O5 1.579(5) . ?
P1 C9 1.834(6) . ?
O1 C7 1.209(10) . ?
O2 H2 0.8200 . ?
O2 C9 1.435(8) . ?
O4 C14 1.492(8) . ?
O5 C11 1.461(9) . ?
C1 C2 1.386(12) . ?
C1 C6 1.381(11) . ?
C2 H2A 0.9300 . ?
C2 C3 1.392(13) . ?
C3 H3 0.9300 . ?
C3 C4 1.387(14) . ?
C4 H4 0.9300 . ?
C4 C5 1.369(14) . ?
C5 H5 0.9300 . ?
C5 C6 1.403(10) . ?
C6 C7 1.509(11) . ?
C7 C8 1.524(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.544(9) . ?
C9 C10 1.532(10) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C12 1.520(10) . ?
C11 C13 1.520(11) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14 0.9800 . ?
C14 C15 1.486(12) . ?
C14 C16 1.523(11) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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 115.4(3) . . ?
O3 P1 O5 113.7(3) . . ?
O3 P1 C9 113.0(3) . . ?
O4 P1 O5 103.6(3) . . ?
O4 P1 C9 103.6(3) . . ?
O5 P1 C9 106.5(3) . . ?
C9 O2 H2 109.5 . . ?
C14 O4 P1 118.4(4) . . ?
C11 O5 P1 122.2(4) . . ?
C2 C1 Br1 117.7(6) . . ?
C6 C1 Br1 119.8(6) . . ?
C6 C1 C2 122.4(7) . . ?
C1 C2 H2A 120.6 . . ?
C1 C2 C3 118.8(8) . . ?
C3 C2 H2A 120.6 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(8) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.9(8) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.2 . . ?
C4 C5 C6 121.5(8) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 117.3(8) . . ?
C1 C6 C7 125.1(7) . . ?
C5 C6 C7 117.6(7) . . ?
O1 C7 C6 120.5(7) . . ?
O1 C7 C8 121.7(7) . . ?
C6 C7 C8 117.7(6) . . ?
C7 C8 H8A 110.1 . . ?
C7 C8 H8B 110.1 . . ?
C7 C8 C9 108.1(6) . . ?
H8A C8 H8B 108.4 . . ?
C9 C8 H8A 110.1 . . ?
C9 C8 H8B 110.1 . . ?
O2 C9 P1 103.9(4) . . ?
O2 C9 C8 106.4(5) . . ?
O2 C9 C10 112.0(6) . . ?
C8 C9 P1 110.7(5) . . ?
C10 C9 P1 110.1(5) . . ?
C10 C9 C8 113.3(6) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O5 C11 H11 109.2 . . ?
O5 C11 C12 108.0(6) . . ?
O5 C11 C13 107.1(6) . . ?
C12 C11 H11 109.2 . . ?
C13 C11 H11 109.2 . . ?
C13 C11 C12 113.9(7) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O4 C14 H14 110.0 . . ?
O4 C14 C16 105.7(6) . . ?
C15 C14 O4 107.7(7) . . ?
C15 C14 H14 110.0 . . ?
C15 C14 C16 113.4(7) . . ?
C16 C14 H14 110.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-02-09
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.559
_oxdiff_exptl_absorpt_empirical_full_min 0.298
