# Electronic Supplementary Material (ESI) for ChemComm.
# 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 
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data_cmrv-nt-3-99_mo
_database_code_depnum_ccdc_archive 'CCDC 1504459'
_audit_update_record             
;
2016-09-15 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;
_audit_creation_date             2016-06-02
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.10.28 svn.r3245 for OlexSys, GUI svn.r5128)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H26 N2 O3 P S, C H Cl3'
_chemical_formula_sum            'C32 H27 Cl3 N2 O3 P S'
_chemical_formula_weight         656.93
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H25 N2 O3 P1 S1'
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'
S S 0.1246 0.1234 '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           9
_space_group_name_H-M_alt        'I 1 a 1'
_space_group_name_Hall           'I -2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z'
'x+1/2, y+1/2, z+1/2'
'x+1, -y+1/2, z+1/2'

_cell_length_a                   9.6757(3)
_cell_length_b                   24.7111(7)
_cell_length_c                   12.3147(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.511(3)
_cell_angle_gamma                90
_cell_volume                     2938.90(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20873
_cell_measurement_temperature    150
_cell_measurement_theta_max      29.6570
_cell_measurement_theta_min      2.2460
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.476
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1356
_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.056
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1030
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            37874
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.264
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -94.00  70.00   0.50   16.00    --  -20.00   0.00  36.00  328
  2  ω    -70.00  19.00   0.50   16.00    --  -20.00 -72.00-180.00  178
  3  ω    -73.00   5.00   0.50   16.00    --  -20.00 -72.00  36.00  156
  4  ω    -63.00 -13.00   0.50   16.00    --  -20.00 -72.00 -36.00  100
  5  ω    -59.00 -28.50   0.50   16.00    --  -20.00  72.00-180.00   61
  6  ω    -20.00  10.00   0.50   16.00    --  -20.00  72.00-108.00   60
  7  ω   -110.00  70.00   0.50   16.00    --  -20.00   0.00 108.00  360
  8  ω    -81.00  19.00   0.50   16.00    --  -20.00 -72.00-108.00  200
  9  ω    -84.50  19.00   0.50   16.00    --  -20.00 -72.00 108.00  207
 10  ω    -44.00   0.00   0.50   16.00    --  -20.00  72.00  36.00   88
 11  ω   -110.00  30.50   0.50   16.00    --  -20.00   0.00-180.00  281
 12  ω    -78.00  19.00   0.50   16.00    --  -20.00 -72.00 108.00  194
 13  ω    -78.00  19.00   0.50   16.00    --  -20.00 -72.00 -72.00  194
 14  ω    -57.50  24.00   0.50   16.00    --  -20.00   0.00-108.00  163
 15  ω    -30.00   0.00   0.50   16.00    --  -20.00  72.00  36.00   60
 16  ω    -36.00  40.50   0.50   16.00    --  -20.00  72.00 108.00  153
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0726690000
_diffrn_orient_matrix_UB_12      0.0040789000
_diffrn_orient_matrix_UB_13      0.0018195000
_diffrn_orient_matrix_UB_21      0.0102331000
_diffrn_orient_matrix_UB_22      -0.0282982000
_diffrn_orient_matrix_UB_23      -0.0049223000
_diffrn_orient_matrix_UB_31      -0.0030624000
_diffrn_orient_matrix_UB_32      0.0025435000
_diffrn_orient_matrix_UB_33      -0.0574628000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.993
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                4846
_reflns_number_total             5180
_reflns_odcompleteness_completeness 95.35
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.13
_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         0.637
_refine_diff_density_min         -0.705
_refine_diff_density_rms         0.133
_refine_ls_abs_structure_details 
;
 Flack x determined using 2149 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         5180
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0660
_refine_ls_restrained_S_all      1.101
_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)+(0.1208P)²+4.9391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1765
_refine_ls_wR_factor_ref         0.1851
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C32) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.001
3.a Ternary CH refined with riding coordinates:
 C32(H32)
3.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C28(H28), C15(H15), C29(H29), C21(H21), C22(H22), C23(H23), C7(H7),
 C27(H27), C25(H25), C17(H17), C5(H5), C31(H31), C24(H24), C30(H30), C2(H2),
 C11(H11), C1(H1A), C3(H3), C12(H12), C6(H6)
3.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_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
S1 S -0.31034(16) -0.65214(7) -0.15730(13) 0.0258(4) Uani 1 1 d . . . . .
P1 P -0.67379(17) -0.75273(6) -0.24264(14) 0.0222(4) Uani 1 1 d . . . . .
Cl1 Cl -0.5230(5) -0.46294(16) -0.6892(4) 0.0966(12) Uani 1 1 d . . . . .
Cl2 Cl -0.5120(5) -0.4649(2) -0.9143(4) 0.1152(15) Uani 1 1 d . . . . .
O2 O -0.3025(5) -0.7052(2) -0.1100(4) 0.0326(12) Uani 1 1 d . . . . .
Cl3 Cl -0.2746(5) -0.4353(2) -0.7797(4) 0.1164(15) Uani 1 1 d . . . . .
O3 O -0.6827(5) -0.7302(2) -0.1309(4) 0.0300(11) Uani 1 1 d . . . . .
O1 O -0.2986(5) -0.6060(2) -0.0872(4) 0.0346(12) Uani 1 1 d . . . . .
N1 N -0.5417(7) -0.5726(3) -0.3950(6) 0.0362(15) Uani 1 1 d . . . . .
H1 H -0.4835 -0.5988 -0.4081 0.043 Uiso 1 1 calc R . . . .
C28 C -0.9904(8) -0.8104(3) -0.4477(6) 0.0291(15) Uani 1 1 d . . . . .
H28 H -1.0042 -0.8224 -0.5209 0.035 Uiso 1 1 calc R . . . .
N2 N -0.4575(6) -0.6472(2) -0.2319(4) 0.0226(12) Uani 1 1 d . . . . .
C20 C -0.5549(7) -0.8096(3) -0.2429(5) 0.0246(14) Uani 1 1 d . . . . .
C16 C -0.2268(7) -0.6736(3) -0.3565(6) 0.0246(14) Uani 1 1 d . . . . .
C15 C -0.1300(7) -0.6720(3) -0.4359(6) 0.0284(15) Uani 1 1 d . . . . .
H15 H -0.1510 -0.6897 -0.5034 0.034 Uiso 1 1 calc R . . . .
C29 C -1.0995(8) -0.8090(3) -0.3818(6) 0.0313(15) Uani 1 1 d . . . . .
H29 H -1.1881 -0.8213 -0.4089 0.038 Uiso 1 1 calc R . . . .
C21 C -0.5076(7) -0.8304(3) -0.1447(6) 0.0310(16) Uani 1 1 d . . . . .
H21 H -0.5376 -0.8147 -0.0796 0.037 Uiso 1 1 calc R . . . .
C13 C -0.0037(7) -0.6453(3) -0.4195(6) 0.0286(15) Uani 1 1 d . . . . .
C22 C -0.4170(9) -0.8737(3) -0.1380(6) 0.0374(17) Uani 1 1 d . . . . .
H22 H -0.3846 -0.8877 -0.0693 0.045 Uiso 1 1 calc R . . . .
C23 C -0.3740(8) -0.8965(3) -0.2340(7) 0.0366(17) Uani 1 1 d . . . . .
H23 H -0.3118 -0.9263 -0.2304 0.044 Uiso 1 1 calc R . . . .
C14 C 0.0982(9) -0.6430(4) -0.5075(7) 0.0424(19) Uani 1 1 d . . . . .
H14A H 0.1529 -0.6764 -0.5063 0.064 Uiso 1 1 calc GR . . . .
H14B H 0.1599 -0.6119 -0.4947 0.064 Uiso 1 1 calc GR . . . .
H14C H 0.0478 -0.6392 -0.5786 0.064 Uiso 1 1 calc GR . . . .
C7 C -0.6119(9) -0.6026(3) -0.1129(7) 0.0363(17) Uani 1 1 d . . . . .
H7 H -0.5886 -0.6289 -0.0586 0.044 Uiso 1 1 calc R . . . .
C27 C -0.8592(8) -0.7940(3) -0.4073(6) 0.0282(15) Uani 1 1 d . . . . .
H27 H -0.7825 -0.7964 -0.4518 0.034 Uiso 1 1 calc R . . . .
C25 C -0.5114(8) -0.8324(3) -0.3392(6) 0.0293(15) Uani 1 1 d . . . . .
H25 H -0.5433 -0.8182 -0.4080 0.035 Uiso 1 1 calc R . . . .
C8 C -0.5544(7) -0.6061(3) -0.2122(6) 0.0269(15) Uani 1 1 d . . . . .
C19 C -0.6168(7) -0.7056(3) -0.3444(5) 0.0237(13) Uani 1 1 d . . . . .
H19A H -0.6213 -0.7240 -0.4160 0.028 Uiso 1 1 calc R . . . .
H19B H -0.6819 -0.6747 -0.3497 0.028 Uiso 1 1 calc R . . . .
C17 C -0.3623(7) -0.6984(3) -0.3758(5) 0.0223(13) Uani 1 1 d . . . . .
H17 H -0.3733 -0.7260 -0.4295 0.027 Uiso 1 1 calc R . . . .
C5 C -0.7411(9) -0.5229(4) -0.1668(9) 0.051(2) Uani 1 1 d . . . . .
H5 H -0.8028 -0.4947 -0.1497 0.061 Uiso 1 1 calc R . . . .
C31 C -0.9540(7) -0.7720(3) -0.2367(6) 0.0259(14) Uani 1 1 d . . . . .
H31 H -0.9421 -0.7581 -0.1649 0.031 Uiso 1 1 calc R . . . .
C24 C -0.4200(8) -0.8766(3) -0.3327(6) 0.0329(16) Uani 1 1 d . . . . .
H24 H -0.3903 -0.8927 -0.3974 0.040 Uiso 1 1 calc R . . . .
C30 C -1.0819(7) -0.7899(3) -0.2757(7) 0.0324(15) Uani 1 1 d . . . . .
H30 H -1.1580 -0.7892 -0.2304 0.039 Uiso 1 1 calc R . . . .
C2 C -0.6767(12) -0.4950(4) -0.4547(9) 0.059(3) Uani 1 1 d . . . . .
H2 H -0.7044 -0.4712 -0.5125 0.070 Uiso 1 1 calc R . . . .
C9 C -0.5938(7) -0.5670(3) -0.2953(6) 0.0267(14) Uani 1 1 d . . . . .
C11 C -0.0677(7) -0.6206(3) -0.2388(6) 0.0304(15) Uani 1 1 d . . . . .
H11 H -0.0463 -0.6031 -0.1712 0.036 Uiso 1 1 calc R . . . .
C26 C -0.8410(7) -0.7743(3) -0.3022(6) 0.0249(14) Uani 1 1 d . . . . .
C1 C -0.5820(11) -0.5372(4) -0.4717(8) 0.051(2) Uani 1 1 d . . . . .
H1A H -0.5453 -0.5404 -0.5413 0.061 Uiso 1 1 calc R . . . .
C3 C -0.7282(9) -0.4888(3) -0.3548(9) 0.052(2) Uani 1 1 d . . . . .
H3 H -0.7907 -0.4603 -0.3417 0.062 Uiso 1 1 calc R . . . .
C12 C 0.0271(8) -0.6199(3) -0.3201(7) 0.0325(16) Uani 1 1 d . . . . .
H12 H 0.1133 -0.6019 -0.3074 0.039 Uiso 1 1 calc R . . . .
C10 C -0.1915(7) -0.6468(3) -0.2574(6) 0.0239(14) Uani 1 1 d . . . . .
C18 C -0.4728(7) -0.6842(2) -0.3214(5) 0.0214(13) Uani 1 1 d . . . . .
C6 C -0.7041(10) -0.5610(4) -0.0904(9) 0.051(2) Uani 1 1 d . . . . .
H6 H -0.7415 -0.5594 -0.0210 0.061 Uiso 1 1 calc R . . . .
C4 C -0.6876(8) -0.5252(3) -0.2723(8) 0.0388(19) Uani 1 1 d . . . . .
C32 C -0.4552(15) -0.4422(6) -0.7898(12) 0.080(4) Uani 1 1 d . U . . .
H32 H -0.4862 -0.4036 -0.7925 0.096 Uiso 1 1 calc R . . . .


_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
S1 O2 1.435(5) . ?
S1 O1 1.430(5) . ?
S1 N2 1.651(6) . ?
S1 C10 1.741(8) . ?
P1 O3 1.492(5) . ?
P1 C20 1.816(7) . ?
P1 C19 1.821(7) . ?
P1 C26 1.815(7) . ?
Cl1 C32 1.526(15) . ?
Cl2 C32 1.692(15) . ?
Cl3 C32 1.752(15) . ?
N1 H1 0.8800 . ?
N1 C9 1.363(10) . ?
N1 C1 1.329(11) . ?
C28 H28 0.9500 . ?
C28 C29 1.371(11) . ?
C28 C27 1.395(10) . ?
N2 C8 1.413(9) . ?
N2 C18 1.434(8) . ?
C20 C21 1.367(10) . ?
C20 C25 1.402(10) . ?
C16 C15 1.395(10) . ?
C16 C17 1.454(9) . ?
C16 C10 1.413(9) . ?
C15 H15 0.9500 . ?
C15 C13 1.392(10) . ?
C29 H29 0.9500 . ?
C29 C30 1.390(11) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(11) . ?
C13 C14 1.509(11) . ?
C13 C12 1.392(11) . ?
C22 H22 0.9500 . ?
C22 C23 1.396(12) . ?
C23 H23 0.9500 . ?
C23 C24 1.360(12) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C8 1.377(11) . ?
C7 C6 1.399(13) . ?
C27 H27 0.9500 . ?
C27 C26 1.385(10) . ?
C25 H25 0.9500 . ?
C25 C24 1.405(11) . ?
C8 C9 1.441(10) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C18 1.501(9) . ?
C17 H17 0.9500 . ?
C17 C18 1.342(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.362(15) . ?
C5 C4 1.429(14) . ?
C31 H31 0.9500 . ?
C31 C30 1.373(10) . ?
C31 C26 1.398(10) . ?
C24 H24 0.9500 . ?
C30 H30 0.9500 . ?
C2 H2 0.9500 . ?
C2 C1 1.411(14) . ?
C2 C3 1.365(16) . ?
C9 C4 1.415(10) . ?
C11 H11 0.9500 . ?
C11 C12 1.399(11) . ?
C11 C10 1.368(10) . ?
C1 H1A 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.395(13) . ?
C12 H12 0.9500 . ?
C6 H6 0.9500 . ?
C32 H32 1.0000 . ?

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
O2 S1 N2 108.5(3) . . ?
O2 S1 C10 109.6(3) . . ?
O1 S1 O2 118.9(3) . . ?
O1 S1 N2 108.1(3) . . ?
O1 S1 C10 109.6(3) . . ?
N2 S1 C10 100.7(3) . . ?
O3 P1 C20 111.3(3) . . ?
O3 P1 C19 115.7(3) . . ?
O3 P1 C26 112.5(3) . . ?
C20 P1 C19 105.9(3) . . ?
C26 P1 C20 108.7(3) . . ?
C26 P1 C19 102.1(3) . . ?
C9 N1 H1 121.1 . . ?
C1 N1 H1 121.1 . . ?
C1 N1 C9 117.7(7) . . ?
C29 C28 H28 120.0 . . ?
C29 C28 C27 119.9(7) . . ?
C27 C28 H28 120.0 . . ?
C8 N2 S1 121.1(4) . . ?
C8 N2 C18 123.6(5) . . ?
C18 N2 S1 115.1(4) . . ?
C21 C20 P1 117.8(5) . . ?
C21 C20 C25 119.8(7) . . ?
C25 C20 P1 122.4(5) . . ?
C15 C16 C17 122.3(6) . . ?
C15 C16 C10 117.1(6) . . ?
C10 C16 C17 120.5(6) . . ?
C16 C15 H15 118.9 . . ?
C13 C15 C16 122.2(7) . . ?
C13 C15 H15 118.9 . . ?
C28 C29 H29 119.6 . . ?
C28 C29 C30 120.7(7) . . ?
C30 C29 H29 119.6 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.3(7) . . ?
C22 C21 H21 119.4 . . ?
C15 C13 C14 121.3(7) . . ?
C12 C13 C15 118.7(7) . . ?
C12 C13 C14 120.0(7) . . ?
C21 C22 H22 120.5 . . ?
C21 C22 C23 118.9(7) . . ?
C23 C22 H22 120.5 . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.9(7) . . ?
C24 C23 H23 119.6 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C7 H7 119.4 . . ?
C8 C7 C6 121.2(8) . . ?
C6 C7 H7 119.4 . . ?
C28 C27 H27 120.1 . . ?
C26 C27 C28 119.7(7) . . ?
C26 C27 H27 120.1 . . ?
C20 C25 H25 120.5 . . ?
C20 C25 C24 119.0(7) . . ?
C24 C25 H25 120.5 . . ?
N2 C8 C9 120.6(6) . . ?
C7 C8 N2 120.4(7) . . ?
C7 C8 C9 119.0(6) . . ?
P1 C19 H19A 108.7 . . ?
P1 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C18 C19 P1 114.4(5) . . ?
C18 C19 H19A 108.7 . . ?
C18 C19 H19B 108.7 . . ?
C16 C17 H17 118.5 . . ?
C18 C17 C16 123.1(6) . . ?
C18 C17 H17 118.5 . . ?
C6 C5 H5 119.8 . . ?
C6 C5 C4 120.4(8) . . ?
C4 C5 H5 119.8 . . ?
C30 C31 H31 119.8 . . ?
C30 C31 C26 120.4(7) . . ?
C26 C31 H31 119.8 . . ?
C23 C24 C25 120.2(7) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 H24 119.9 . . ?
C29 C30 H30 120.2 . . ?
C31 C30 C29 119.6(7) . . ?
C31 C30 H30 120.2 . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C3 C2 C1 119.6(8) . . ?
N1 C9 C8 118.4(6) . . ?
N1 C9 C4 122.2(7) . . ?
C4 C9 C8 119.5(7) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.5(7) . . ?
C27 C26 P1 122.7(5) . . ?
C27 C26 C31 119.6(6) . . ?
C31 C26 P1 117.7(5) . . ?
N1 C1 C2 123.0(9) . . ?
N1 C1 H1A 118.5 . . ?
C2 C1 H1A 118.5 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.9(8) . . ?
C4 C3 H3 120.6 . . ?
C13 C12 C11 120.6(7) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C16 C10 S1 116.2(5) . . ?
C11 C10 S1 121.8(6) . . ?
C11 C10 C16 121.9(7) . . ?
N2 C18 C19 114.9(6) . . ?
C17 C18 N2 120.2(6) . . ?
C17 C18 C19 124.9(6) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 121.0(9) . . ?
C5 C6 H6 119.5 . . ?
C9 C4 C5 118.9(8) . . ?
C3 C4 C5 122.4(8) . . ?
C3 C4 C9 118.7(8) . . ?
Cl1 C32 Cl2 119.5(9) . . ?
Cl1 C32 Cl3 116.9(9) . . ?
Cl1 C32 H32 101.8 . . ?
Cl2 C32 Cl3 111.3(8) . . ?
Cl2 C32 H32 101.8 . . ?
Cl3 C32 H32 101.8 . . ?

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
S1 N2 C8 C7 -60.1(8) . . . . ?
S1 N2 C8 C9 119.6(6) . . . . ?
S1 N2 C18 C19 143.4(5) . . . . ?
S1 N2 C18 C17 -34.9(8) . . . . ?
P1 C20 C21 C22 179.9(6) . . . . ?
P1 C20 C25 C24 -179.5(5) . . . . ?
P1 C19 C18 N2 -70.7(6) . . . . ?
P1 C19 C18 C17 107.5(7) . . . . ?
O2 S1 N2 C8 123.0(5) . . . . ?
O2 S1 N2 C18 -61.9(5) . . . . ?
O2 S1 C10 C16 74.8(6) . . . . ?
O2 S1 C10 C11 -101.7(6) . . . . ?
O3 P1 C20 C21 10.5(6) . . . . ?
O3 P1 C20 C25 -169.7(6) . . . . ?
O3 P1 C19 C18 62.5(6) . . . . ?
O3 P1 C26 C27 176.7(5) . . . . ?
O3 P1 C26 C31 -5.1(6) . . . . ?
O1 S1 N2 C8 -7.1(6) . . . . ?
O1 S1 N2 C18 168.0(4) . . . . ?
O1 S1 C10 C16 -153.1(5) . . . . ?
O1 S1 C10 C11 30.4(7) . . . . ?
N1 C9 C4 C5 178.0(7) . . . . ?
N1 C9 C4 C3 0.3(11) . . . . ?
C28 C29 C30 C31 0.2(11) . . . . ?
C28 C27 C26 P1 179.5(5) . . . . ?
C28 C27 C26 C31 1.3(10) . . . . ?
N2 S1 C10 C16 -39.4(5) . . . . ?
N2 S1 C10 C11 144.1(6) . . . . ?
N2 C8 C9 N1 3.8(9) . . . . ?
N2 C8 C9 C4 -178.0(6) . . . . ?
C20 P1 C19 C18 -61.3(5) . . . . ?
C20 P1 C26 C27 -59.7(6) . . . . ?
C20 P1 C26 C31 118.5(5) . . . . ?
C20 C21 C22 C23 -0.2(12) . . . . ?
C20 C25 C24 C23 -0.5(11) . . . . ?
C16 C15 C13 C14 -178.6(7) . . . . ?
C16 C15 C13 C12 0.6(11) . . . . ?
C16 C17 C18 N2 -6.8(10) . . . . ?
C16 C17 C18 C19 175.1(6) . . . . ?
C15 C16 C17 C18 -154.6(7) . . . . ?
C15 C16 C10 S1 -177.0(5) . . . . ?
C15 C16 C10 C11 -0.6(9) . . . . ?
C15 C13 C12 C11 -0.8(11) . . . . ?
C29 C28 C27 C26 -2.8(10) . . . . ?
C21 C20 C25 C24 0.3(10) . . . . ?
C21 C22 C23 C24 0.0(12) . . . . ?
C22 C23 C24 C25 0.3(12) . . . . ?
C14 C13 C12 C11 178.5(7) . . . . ?
C7 C8 C9 N1 -176.5(7) . . . . ?
C7 C8 C9 C4 1.7(10) . . . . ?
C27 C28 C29 C30 2.1(11) . . . . ?
C25 C20 C21 C22 0.1(11) . . . . ?
C8 N2 C18 C19 -41.7(8) . . . . ?
C8 N2 C18 C17 140.0(7) . . . . ?
C8 C7 C6 C5 0.7(13) . . . . ?
C8 C9 C4 C5 -0.1(10) . . . . ?
C8 C9 C4 C3 -177.8(6) . . . . ?
C19 P1 C20 C21 137.0(5) . . . . ?
C19 P1 C20 C25 -43.2(6) . . . . ?
C19 P1 C26 C27 52.0(6) . . . . ?
C19 P1 C26 C31 -129.8(5) . . . . ?
C17 C16 C15 C13 175.9(6) . . . . ?
C17 C16 C10 S1 7.0(8) . . . . ?
C17 C16 C10 C11 -176.5(6) . . . . ?
C30 C31 C26 P1 -177.3(6) . . . . ?
C30 C31 C26 C27 0.9(10) . . . . ?
C2 C3 C4 C5 -177.3(8) . . . . ?
C2 C3 C4 C9 0.3(12) . . . . ?
C9 N1 C1 C2 -1.0(13) . . . . ?
C26 P1 C20 C21 -113.9(6) . . . . ?
C26 P1 C20 C25 66.0(6) . . . . ?
C26 P1 C19 C18 -175.0(5) . . . . ?
C26 C31 C30 C29 -1.7(11) . . . . ?
C1 N1 C9 C8 178.2(7) . . . . ?
C1 N1 C9 C4 0.0(11) . . . . ?
C1 C2 C3 C4 -1.2(14) . . . . ?
C3 C2 C1 N1 1.6(16) . . . . ?
C12 C11 C10 S1 176.7(5) . . . . ?
C12 C11 C10 C16 0.4(10) . . . . ?
C10 S1 N2 C8 -121.9(5) . . . . ?
C10 S1 N2 C18 53.2(5) . . . . ?
C10 C16 C15 C13 0.0(10) . . . . ?
C10 C16 C17 C18 21.2(10) . . . . ?
C10 C11 C12 C13 0.3(11) . . . . ?
C18 N2 C8 C7 125.2(7) . . . . ?
C18 N2 C8 C9 -55.2(8) . . . . ?
C6 C7 C8 N2 177.6(7) . . . . ?
C6 C7 C8 C9 -2.0(11) . . . . ?
C6 C5 C4 C9 -1.2(12) . . . . ?
C6 C5 C4 C3 176.5(8) . . . . ?
C4 C5 C6 C7 0.9(14) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.833
_oxdiff_exptl_absorpt_empirical_full_min 0.723
####################################################################### 
# 
# 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_cmrv-nt-112_mo
_database_code_depnum_ccdc_archive 'CCDC 1504460'
_audit_update_record             
;
2016-09-15 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;
_audit_creation_date             2016-08-08
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.10.28 svn.r3245 for OlexSys, GUI svn.r5128)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H18 N2 O4 S'
_chemical_formula_sum            'C20 H18 N2 O4 S'
_chemical_formula_weight         382.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H18N2O4S1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   11.1094(5)
_cell_length_b                   13.0608(7)
_cell_length_c                   13.2880(7)
_cell_angle_alpha                111.680(5)
_cell_angle_beta                 91.034(4)
_cell_angle_gamma                90.043(4)
_cell_volume                     1791.31(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11430
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.9810
_cell_measurement_theta_min      2.4280
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_min          0.035
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1189
_diffrn_reflns_av_unetI/netI     0.0722
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            34781
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         1.649
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00  36.00  360
  2  ω    -67.50   5.00   0.50    8.00    --  -20.00 -72.00-180.00  145
  3  ω    -77.50   3.50   0.50    8.00    --  -20.00 -72.00  36.00  162
  4  ω    -56.50   1.00   0.50    8.00    --  -20.00  72.00 -36.00  115
  5  ω    -59.00 -27.50   0.50    8.00    --  -20.00  72.00-180.00   63
  6  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00 -36.00  360
  7  ω    -73.00  10.50   0.50    8.00    --  -20.00 -72.00 108.00  167
  8  ω    -70.00   5.00   0.50    8.00    --  -20.00 -72.00 -36.00  150
  9  ω    -52.50   1.00   0.50    8.00    --  -20.00  72.00-108.00  107
 10  ω    -59.00 -28.50   0.50    8.00    --  -20.00  72.00 108.00   61
 11  ω    -54.00  70.00   0.50    8.00    --  -20.00   0.00 108.00  248
 12  ω     -4.00  40.00   0.50    8.00    --  -20.00   0.00-180.00   88
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0421082000
_diffrn_orient_matrix_UB_12      0.0383978000
_diffrn_orient_matrix_UB_13      0.0345791000
_diffrn_orient_matrix_UB_21      0.0069571000
_diffrn_orient_matrix_UB_22      -0.0336109000
_diffrn_orient_matrix_UB_23      0.0311469000
_diffrn_orient_matrix_UB_31      0.0475030000
_diffrn_orient_matrix_UB_32      -0.0284881000
_diffrn_orient_matrix_UB_33      -0.0336911000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4749
_reflns_number_total             6319
_reflns_odcompleteness_completeness 90.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.09
_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         1.190
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         6319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1147
_refine_ls_R_factor_gt           0.0881
_refine_ls_restrained_S_all      1.064
_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)+(0.0870P)²+6.7068P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2157
_refine_ls_wR_factor_ref         0.2363
_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
2.a Secondary CH2 refined with riding coordinates:
 C00M(H00A,H00B), C00X(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00J(H00J), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00T(H00T), C00U(H00U), C00W(H00W), C00Z(H00Z), C010(H010), C014(H014),
 C015(H015), C017(H017), C018(H018), C019(H019), C01A(H01G), C01C(H01H),
 C01D(H01I), C01E(H01J)
2.c Idealised Me refined as rotating group:
 C01F(H01K,H01L,H01M), C01G(H01A,H01B,H01C), C01H(H01N,H01O,H01P), C01I(H01D,
 H01E,H01F)
;
_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
S001 S 1.01984(10) 0.56153(10) 0.30854(11) 0.0324(3) Uani 1 1 d . . . . .
S002 S 0.52234(11) -0.06717(10) 0.21066(13) 0.0406(4) Uani 1 1 d . . . . .
O003 O 1.0296(3) 0.9845(3) 0.6693(3) 0.0367(8) Uani 1 1 d . . . . .
O004 O 0.5274(3) -0.4804(3) -0.1642(3) 0.0364(8) Uani 1 1 d . . . . .
O005 O 0.7646(3) 0.5719(3) 0.0624(3) 0.0381(9) Uani 1 1 d . . . . .
O006 O 0.2528(3) -0.0834(3) 0.4314(3) 0.0391(9) Uani 1 1 d . . . . .
O007 O 1.0411(3) 0.4653(3) 0.3344(3) 0.0464(10) Uani 1 1 d . . . . .
O008 O 1.1006(3) 0.5846(3) 0.2360(3) 0.0454(10) Uani 1 1 d . . . . .
N009 N 0.7270(3) 0.4983(3) 0.3917(3) 0.0287(9) Uani 1 1 d . . . . .
O00A O 0.5510(4) 0.0312(3) 0.1912(4) 0.0616(14) Uani 1 1 d . . . . .
N00B N 0.2294(3) 0.0019(3) 0.1145(4) 0.0325(10) Uani 1 1 d . . . . .
O00C O 0.5983(3) -0.0942(3) 0.2857(4) 0.0573(13) Uani 1 1 d . . . . .
N00D N 0.3825(3) -0.0568(3) 0.2523(4) 0.0310(10) Uani 1 1 d . . . . .
N00E N 0.8820(3) 0.5513(3) 0.2558(3) 0.0282(9) Uani 1 1 d . . . . .
C00F C 0.9428(4) 0.7674(4) 0.4159(4) 0.0236(10) Uani 1 1 d . . . . .
C00G C 1.0242(4) 0.8808(4) 0.5916(4) 0.0270(10) Uani 1 1 d . . . . .
C00H C 0.9527(4) 0.8684(4) 0.5011(4) 0.0273(10) Uani 1 1 d . . . . .
H00H H 0.9109 0.9286 0.4974 0.033 Uiso 1 1 calc R . . . .
C00I C 0.4495(4) -0.3690(4) 0.0017(4) 0.0272(11) Uani 1 1 d . . . . .
H00I H 0.4046 -0.4297 0.0002 0.033 Uiso 1 1 calc R . . . .
C00J C 0.3531(4) -0.2534(4) 0.1740(4) 0.0276(10) Uani 1 1 d . . . . .
H00J H 0.3178 -0.3155 0.1798 0.033 Uiso 1 1 calc R . . . .
C00K C 0.2489(4) 0.0770(4) 0.2161(4) 0.0281(11) Uani 1 1 d . . . . .
C00L C 0.7444(4) 0.4204(4) 0.2914(4) 0.0258(10) Uani 1 1 d . . . . .
C00M C 0.7280(4) 0.6309(4) 0.1695(4) 0.0290(11) Uani 1 1 d . . . . .
H00A H 0.6618 0.5914 0.1856 0.035 Uiso 1 1 calc R . . . .
H00B H 0.6980 0.7021 0.1737 0.035 Uiso 1 1 calc R . . . .
C00N C 0.1976(4) 0.1853(4) 0.2534(4) 0.0322(12) Uani 1 1 d . . . . .
C00O C 0.3484(4) 0.1239(4) 0.3922(4) 0.0328(12) Uani 1 1 d . . . . .
H00O H 0.3977 0.1040 0.4391 0.039 Uiso 1 1 calc R . . . .
C00P C 0.2961(5) 0.2308(4) 0.4279(5) 0.0356(12) Uani 1 1 d . . . . .
H00P H 0.3121 0.2807 0.4977 0.043 Uiso 1 1 calc R . . . .
C00Q C 0.8434(4) 0.3688(4) 0.1182(4) 0.0319(11) Uani 1 1 d . . . . .
H00Q H 0.8946 0.3861 0.0720 0.038 Uiso 1 1 calc R . . . .
C00R C 0.3204(4) -0.1543(4) 0.2447(4) 0.0271(10) Uani 1 1 d . . . . .
C00S C 1.0107(4) 0.6792(4) 0.4245(4) 0.0274(11) Uani 1 1 d . . . . .
C00T C 0.2228(4) 0.2600(4) 0.3598(4) 0.0347(12) Uani 1 1 d . . . . .
H00T H 0.1890 0.3298 0.3837 0.042 Uiso 1 1 calc R . . . .
C00U C 0.8591(4) 0.7485(4) 0.3247(4) 0.0268(10) Uani 1 1 d . . . . .
H00U H 0.8271 0.8098 0.3144 0.032 Uiso 1 1 calc R . . . .
C00V C 0.8257(4) 0.6490(4) 0.2550(4) 0.0253(10) Uani 1 1 d . . . . .
C00W C 0.6558(4) 0.4718(4) 0.4564(4) 0.0340(12) Uani 1 1 d . . . . .
H00W H 0.6431 0.5244 0.5250 0.041 Uiso 1 1 calc R . . . .
C00X C 0.2187(4) -0.1392(4) 0.3209(4) 0.0304(11) Uani 1 1 d . . . . .
H00C H 0.1556 -0.0978 0.3020 0.036 Uiso 1 1 calc R . . . .
H00D H 0.1858 -0.2109 0.3118 0.036 Uiso 1 1 calc R . . . .
C00Y C 0.4398(4) -0.2699(4) 0.0893(4) 0.0274(10) Uani 1 1 d . . . . .
C00Z C 0.7873(4) 0.2636(4) 0.0832(4) 0.0323(11) Uani 1 1 d . . . . .
H00Z H 0.8021 0.2122 0.0145 0.039 Uiso 1 1 calc R . . . .
C010 C 0.1197(4) 0.2098(4) 0.1799(5) 0.0348(12) Uani 1 1 d . . . . .
H010 H 0.0811 0.2775 0.2014 0.042 Uiso 1 1 calc R . . . .
C011 C 0.8227(4) 0.4449(4) 0.2189(4) 0.0264(10) Uani 1 1 d . . . . .
C012 C 0.3264(4) 0.0514(4) 0.2901(4) 0.0288(11) Uani 1 1 d . . . . .
C013 C 0.5248(4) -0.3791(4) -0.0831(4) 0.0307(11) Uani 1 1 d . . . . .
C014 C 1.0769(4) 0.6901(4) 0.5174(4) 0.0347(12) Uani 1 1 d . . . . .
H014 H 1.1169 0.6296 0.5224 0.042 Uiso 1 1 calc R . . . .
C015 C 0.5970(4) 0.3681(4) 0.4283(5) 0.0349(12) Uani 1 1 d . . . . .
H015 H 0.5494 0.3531 0.4781 0.042 Uiso 1 1 calc R . . . .
C016 C 0.6884(4) 0.3137(4) 0.2545(4) 0.0298(11) Uani 1 1 d . . . . .
C017 C 1.0836(4) 0.7899(4) 0.6020(4) 0.0334(12) Uani 1 1 d . . . . .
H017 H 1.1265 0.7973 0.6651 0.040 Uiso 1 1 calc R . . . .
C018 C 0.7114(4) 0.2373(4) 0.1505(4) 0.0325(11) Uani 1 1 d . . . . .
H018 H 0.6749 0.1681 0.1269 0.039 Uiso 1 1 calc R . . . .
C019 C 0.6116(4) 0.2919(4) 0.3284(4) 0.0328(12) Uani 1 1 d . . . . .
H019 H 0.5711 0.2247 0.3077 0.039 Uiso 1 1 calc R . . . .
C01A C 0.1580(5) 0.0306(4) 0.0495(4) 0.0351(12) Uani 1 1 d . . . . .
H01G H 0.1437 -0.0209 -0.0199 0.042 Uiso 1 1 calc R . . . .
C01B C 0.5128(4) -0.1809(4) 0.0903(4) 0.0317(12) Uani 1 1 d . . . . .
C01C C 0.1013(5) 0.1345(4) 0.0778(5) 0.0386(13) Uani 1 1 d . . . . .
H01H H 0.0529 0.1508 0.0280 0.046 Uiso 1 1 calc R . . . .
C01D C 0.5828(5) -0.1890(4) 0.0033(5) 0.0448(15) Uani 1 1 d . . . . .
H01I H 0.6256 -0.1278 0.0032 0.054 Uiso 1 1 calc R . . . .
C01E C 0.5897(5) -0.2874(4) -0.0837(5) 0.0407(13) Uani 1 1 d . . . . .
H01J H 0.6371 -0.2929 -0.1424 0.049 Uiso 1 1 calc R . . . .
C01F C 0.6031(6) -0.4950(5) -0.2531(5) 0.0478(15) Uani 1 1 d . . . . .
H01K H 0.5935 -0.5686 -0.3053 0.072 Uiso 1 1 calc GR . . . .
H01L H 0.6855 -0.4831 -0.2281 0.072 Uiso 1 1 calc GR . . . .
H01M H 0.5817 -0.4432 -0.2860 0.072 Uiso 1 1 calc GR . . . .
C01G C 1.1025(5) 1.0015(5) 0.7636(4) 0.0436(14) Uani 1 1 d . . . . .
H01A H 1.1838 0.9802 0.7426 0.065 Uiso 1 1 calc GR . . . .
H01B H 1.0718 0.9579 0.8019 0.065 Uiso 1 1 calc GR . . . .
H01C H 1.1012 1.0780 0.8097 0.065 Uiso 1 1 calc GR . . . .
C01H C 0.3374(6) -0.1447(6) 0.4689(5) 0.0541(16) Uani 1 1 d . . . . .
H01N H 0.4096 -0.1553 0.4277 0.081 Uiso 1 1 calc GR . . . .
H01O H 0.3031 -0.2150 0.4601 0.081 Uiso 1 1 calc GR . . . .
H01P H 0.3563 -0.1047 0.5441 0.081 Uiso 1 1 calc GR . . . .
C01I C 0.8558(6) 0.6286(5) 0.0292(5) 0.0520(16) Uani 1 1 d . . . . .
H01D H 0.8731 0.5887 -0.0457 0.078 Uiso 1 1 calc GR . . . .
H01E H 0.9274 0.6343 0.0725 0.078 Uiso 1 1 calc GR . . . .
H01F H 0.8283 0.7011 0.0382 0.078 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
S001 O007 1.438(4) . ?
S001 O008 1.439(4) . ?
S001 N00E 1.657(4) . ?
S001 C00S 1.732(5) . ?
S002 O00A 1.437(4) . ?
S002 O00C 1.436(5) . ?
S002 N00D 1.648(4) . ?
S002 C01B 1.736(5) . ?
O003 C00G 1.367(6) . ?
O003 C01G 1.425(6) . ?
O004 C013 1.364(6) . ?
O004 C01F 1.417(6) . ?
O005 C00M 1.413(6) . ?
O005 C01I 1.423(7) . ?
O006 C00X 1.421(6) . ?
O006 C01H 1.432(7) . ?
N009 C00L 1.362(6) . ?
N009 C00W 1.314(6) . ?
N00B C00K 1.357(6) . ?
N00B C01A 1.315(7) . ?
N00D C00R 1.417(6) . ?
N00D C012 1.458(6) . ?
N00E C00V 1.425(6) . ?
N00E C011 1.445(6) . ?
C00F C00H 1.388(6) . ?
C00F C00S 1.416(6) . ?
C00F C00U 1.461(7) . ?
C00G C00H 1.388(7) . ?
C00G C017 1.408(7) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00I C00Y 1.391(7) . ?
C00I C013 1.383(7) . ?
C00J H00J 0.9300 . ?
C00J C00R 1.343(6) . ?
C00J C00Y 1.449(7) . ?
C00K C00N 1.437(6) . ?
C00K C012 1.425(7) . ?
C00L C011 1.430(7) . ?
C00L C016 1.433(6) . ?
C00M H00A 0.9700 . ?
C00M H00B 0.9700 . ?
C00M C00V 1.511(7) . ?
C00N C00T 1.412(7) . ?
C00N C010 1.417(7) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.426(7) . ?
C00O C012 1.355(7) . ?
C00P H00P 0.9300 . ?
C00P C00T 1.362(8) . ?
C00Q H00Q 0.9300 . ?
C00Q C00Z 1.417(7) . ?
C00Q C011 1.364(7) . ?
C00R C00X 1.495(7) . ?
C00S C014 1.387(7) . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?
C00U C00V 1.335(6) . ?
C00W H00W 0.9300 . ?
C00W C015 1.420(7) . ?
C00X H00C 0.9700 . ?
C00X H00D 0.9700 . ?
C00Y C01B 1.413(6) . ?
C00Z H00Z 0.9300 . ?
C00Z C018 1.371(7) . ?
C010 H010 0.9300 . ?
C010 C01C 1.361(8) . ?
C013 C01E 1.400(7) . ?
C014 H014 0.9300 . ?
C014 C017 1.372(7) . ?
C015 H015 0.9300 . ?
C015 C019 1.346(7) . ?
C016 C018 1.402(7) . ?
C016 C019 1.417(7) . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C019 H019 0.9300 . ?
C01A H01G 0.9300 . ?
C01A C01C 1.420(7) . ?
C01B C01D 1.376(7) . ?
C01C H01H 0.9300 . ?
C01D H01I 0.9300 . ?
C01D C01E 1.379(8) . ?
C01E H01J 0.9300 . ?
C01F H01K 0.9600 . ?
C01F H01L 0.9600 . ?
C01F H01M 0.9600 . ?
C01G H01A 0.9600 . ?
C01G H01B 0.9600 . ?
C01G H01C 0.9600 . ?
C01H H01N 0.9600 . ?
C01H H01O 0.9600 . ?
C01H H01P 0.9600 . ?
C01I H01D 0.9600 . ?
C01I H01E 0.9600 . ?
C01I H01F 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
O007 S001 O008 118.4(2) . . ?
O007 S001 N00E 107.9(2) . . ?
O007 S001 C00S 111.5(2) . . ?
O008 S001 N00E 107.7(2) . . ?
O008 S001 C00S 107.9(2) . . ?
N00E S001 C00S 102.3(2) . . ?
O00A S002 N00D 107.8(2) . . ?
O00A S002 C01B 111.2(3) . . ?
O00C S002 O00A 117.5(3) . . ?
O00C S002 N00D 108.9(3) . . ?
O00C S002 C01B 108.6(2) . . ?
N00D S002 C01B 101.8(2) . . ?
C00G O003 C01G 118.0(4) . . ?
C013 O004 C01F 118.2(4) . . ?
C00M O005 C01I 112.3(4) . . ?
C00X O006 C01H 112.4(4) . . ?
C00W N009 C00L 117.1(4) . . ?
C01A N00B C00K 117.3(4) . . ?
C00R N00D S002 118.4(3) . . ?
C00R N00D C012 123.0(4) . . ?
C012 N00D S002 118.5(3) . . ?
C00V N00E S001 118.3(3) . . ?
C00V N00E C011 123.5(4) . . ?
C011 N00E S001 118.1(3) . . ?
C00H C00F C00S 117.2(4) . . ?
C00H C00F C00U 122.3(4) . . ?
C00S C00F C00U 120.3(4) . . ?
O003 C00G C00H 115.9(4) . . ?
O003 C00G C017 123.3(4) . . ?
C00H C00G C017 120.9(4) . . ?
C00F C00H C00G 120.9(4) . . ?
C00F C00H H00H 119.6 . . ?
C00G C00H H00H 119.6 . . ?
C00Y C00I H00I 119.4 . . ?
C013 C00I H00I 119.4 . . ?
C013 C00I C00Y 121.3(4) . . ?
C00R C00J H00J 117.9 . . ?
C00R C00J C00Y 124.3(4) . . ?
C00Y C00J H00J 117.9 . . ?
N00B C00K C00N 123.0(5) . . ?
N00B C00K C012 120.1(4) . . ?
C012 C00K C00N 116.9(4) . . ?
N009 C00L C011 119.1(4) . . ?
N009 C00L C016 123.1(4) . . ?
C011 C00L C016 117.7(4) . . ?
O005 C00M H00A 108.6 . . ?
O005 C00M H00B 108.6 . . ?
O005 C00M C00V 114.6(4) . . ?
H00A C00M H00B 107.6 . . ?
C00V C00M H00A 108.6 . . ?
C00V C00M H00B 108.6 . . ?
C00T C00N C00K 120.1(5) . . ?
C00T C00N C010 123.3(4) . . ?
C010 C00N C00K 116.6(5) . . ?
C00P C00O H00O 119.9 . . ?
C012 C00O H00O 119.9 . . ?
C012 C00O C00P 120.1(5) . . ?
C00O C00P H00P 119.9 . . ?
C00T C00P C00O 120.1(5) . . ?
C00T C00P H00P 119.9 . . ?
C00Z C00Q H00Q 119.7 . . ?
C011 C00Q H00Q 119.7 . . ?
C011 C00Q C00Z 120.5(5) . . ?
N00D C00R C00X 115.7(4) . . ?
C00J C00R N00D 121.4(4) . . ?
C00J C00R C00X 122.9(4) . . ?
C00F C00S S001 116.7(4) . . ?
C014 C00S S001 121.2(4) . . ?
C014 C00S C00F 121.7(4) . . ?
C00N C00T H00T 119.7 . . ?
C00P C00T C00N 120.7(4) . . ?
C00P C00T H00T 119.7 . . ?
C00F C00U H00U 117.9 . . ?
C00V C00U C00F 124.2(4) . . ?
C00V C00U H00U 117.9 . . ?
N00E C00V C00M 115.1(4) . . ?
C00U C00V N00E 121.6(4) . . ?
C00U C00V C00M 123.4(4) . . ?
N009 C00W H00W 117.9 . . ?
N009 C00W C015 124.3(5) . . ?
C015 C00W H00W 117.9 . . ?
O006 C00X C00R 113.5(4) . . ?
O006 C00X H00C 108.9 . . ?
O006 C00X H00D 108.9 . . ?
C00R C00X H00C 108.9 . . ?
C00R C00X H00D 108.9 . . ?
H00C C00X H00D 107.7 . . ?
C00I C00Y C00J 122.6(4) . . ?
C00I C00Y C01B 117.5(4) . . ?
C01B C00Y C00J 119.8(4) . . ?
C00Q C00Z H00Z 119.9 . . ?
C018 C00Z C00Q 120.2(5) . . ?
C018 C00Z H00Z 119.9 . . ?
C00N C010 H010 119.9 . . ?
C01C C010 C00N 120.1(5) . . ?
C01C C010 H010 119.9 . . ?
C00L C011 N00E 118.4(4) . . ?
C00Q C011 N00E 120.7(4) . . ?
C00Q C011 C00L 120.9(4) . . ?
C00K C012 N00D 117.7(4) . . ?
C00O C012 N00D 120.3(4) . . ?
C00O C012 C00K 122.0(4) . . ?
O004 C013 C00I 116.0(4) . . ?
O004 C013 C01E 124.0(5) . . ?
C00I C013 C01E 119.9(5) . . ?
C00S C014 H014 119.9 . . ?
C017 C014 C00S 120.2(4) . . ?
C017 C014 H014 119.9 . . ?
C00W C015 H015 120.6 . . ?
C019 C015 C00W 118.8(5) . . ?
C019 C015 H015 120.6 . . ?
C018 C016 C00L 120.0(5) . . ?
C018 C016 C019 123.6(4) . . ?
C019 C016 C00L 116.4(4) . . ?
C00G C017 H017 120.6 . . ?
C014 C017 C00G 118.8(5) . . ?
C014 C017 H017 120.6 . . ?
C00Z C018 C016 120.6(5) . . ?
C00Z C018 H018 119.7 . . ?
C016 C018 H018 119.7 . . ?
C015 C019 C016 120.3(4) . . ?
C015 C019 H019 119.9 . . ?
C016 C019 H019 119.9 . . ?
N00B C01A H01G 117.7 . . ?
N00B C01A C01C 124.7(5) . . ?
C01C C01A H01G 117.7 . . ?
C00Y C01B S002 117.1(4) . . ?
C01D C01B S002 121.5(4) . . ?
C01D C01B C00Y 121.1(5) . . ?
C010 C01C C01A 118.2(5) . . ?
C010 C01C H01H 120.9 . . ?
C01A C01C H01H 120.9 . . ?
C01B C01D H01I 119.9 . . ?
C01B C01D C01E 120.3(5) . . ?
C01E C01D H01I 119.9 . . ?
C013 C01E H01J 120.2 . . ?
C01D C01E C013 119.6(5) . . ?
C01D C01E H01J 120.2 . . ?
O004 C01F H01K 109.5 . . ?
O004 C01F H01L 109.5 . . ?
O004 C01F H01M 109.5 . . ?
H01K C01F H01L 109.5 . . ?
H01K C01F H01M 109.5 . . ?
H01L C01F H01M 109.5 . . ?
O003 C01G H01A 109.5 . . ?
O003 C01G H01B 109.5 . . ?
O003 C01G H01C 109.5 . . ?
H01A C01G H01B 109.5 . . ?
H01A C01G H01C 109.5 . . ?
H01B C01G H01C 109.5 . . ?
O006 C01H H01N 109.5 . . ?
O006 C01H H01O 109.5 . . ?
O006 C01H H01P 109.5 . . ?
H01N C01H H01O 109.5 . . ?
H01N C01H H01P 109.5 . . ?
H01O C01H H01P 109.5 . . ?
O005 C01I H01D 109.5 . . ?
O005 C01I H01E 109.5 . . ?
O005 C01I H01F 109.5 . . ?
H01D C01I H01E 109.5 . . ?
H01D C01I H01F 109.5 . . ?
H01E C01I H01F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 N00E C00V C00M 156.1(3) . . . . ?
S001 N00E C00V C00U -23.3(6) . . . . ?
S001 N00E C011 C00L 94.6(4) . . . . ?
S001 N00E C011 C00Q -83.9(5) . . . . ?
S001 C00S C014 C017 169.5(4) . . . . ?
S002 N00D C00R C00J -23.2(6) . . . . ?
S002 N00D C00R C00X 156.0(4) . . . . ?
S002 N00D C012 C00K 98.8(4) . . . . ?
S002 N00D C012 C00O -81.1(5) . . . . ?
S002 C01B C01D C01E 168.4(4) . . . . ?
O003 C00G C00H C00F 178.5(4) . . . . ?
O003 C00G C017 C014 -177.1(4) . . . . ?
O004 C013 C01E C01D -178.7(5) . . . . ?
O005 C00M C00V N00E -56.0(5) . . . . ?
O005 C00M C00V C00U 123.3(5) . . . . ?
O007 S001 N00E C00V 160.6(4) . . . . ?
O007 S001 N00E C011 -15.8(4) . . . . ?
O007 S001 C00S C00F -154.2(3) . . . . ?
O007 S001 C00S C014 32.2(5) . . . . ?
O008 S001 N00E C00V -70.6(4) . . . . ?
O008 S001 N00E C011 113.0(4) . . . . ?
O008 S001 C00S C00F 74.2(4) . . . . ?
O008 S001 C00S C014 -99.3(4) . . . . ?
N009 C00L C011 N00E 0.9(6) . . . . ?
N009 C00L C011 C00Q 179.4(4) . . . . ?
N009 C00L C016 C018 -179.4(4) . . . . ?
N009 C00L C016 C019 0.2(6) . . . . ?
N009 C00W C015 C019 -1.8(8) . . . . ?
O00A S002 N00D C00R 160.5(4) . . . . ?
O00A S002 N00D C012 -16.3(5) . . . . ?
O00A S002 C01B C00Y -154.4(4) . . . . ?
O00A S002 C01B C01D 32.2(5) . . . . ?
N00B C00K C00N C00T -179.2(4) . . . . ?
N00B C00K C00N C010 2.7(7) . . . . ?
N00B C00K C012 N00D 0.0(6) . . . . ?
N00B C00K C012 C00O 179.9(4) . . . . ?
N00B C01A C01C C010 -1.3(8) . . . . ?
O00C S002 N00D C00R -71.0(4) . . . . ?
O00C S002 N00D C012 112.1(4) . . . . ?
O00C S002 C01B C00Y 74.8(4) . . . . ?
O00C S002 C01B C01D -98.6(5) . . . . ?
N00D S002 C01B C00Y -39.9(4) . . . . ?
N00D S002 C01B C01D 146.7(4) . . . . ?
N00D C00R C00X O006 -55.3(5) . . . . ?
N00E S001 C00S C00F -39.2(4) . . . . ?
N00E S001 C00S C014 147.3(4) . . . . ?
C00F C00S C014 C017 -3.7(7) . . . . ?
C00F C00U C00V N00E -8.4(7) . . . . ?
C00F C00U C00V C00M 172.3(4) . . . . ?
C00H C00F C00S S001 -168.4(3) . . . . ?
C00H C00F C00S C014 5.1(7) . . . . ?
C00H C00F C00U C00V -163.6(5) . . . . ?
C00H C00G C017 C014 4.8(7) . . . . ?
C00I C00Y C01B S002 -167.7(3) . . . . ?
C00I C00Y C01B C01D 5.8(7) . . . . ?
C00I C013 C01E C01D 3.3(8) . . . . ?
C00J C00R C00X O006 123.9(5) . . . . ?
C00J C00Y C01B S002 16.3(6) . . . . ?
C00J C00Y C01B C01D -170.2(5) . . . . ?
C00K N00B C01A C01C 0.7(7) . . . . ?
C00K C00N C00T C00P 0.4(7) . . . . ?
C00K C00N C010 C01C -3.2(7) . . . . ?
C00L N009 C00W C015 0.1(7) . . . . ?
C00L C016 C018 C00Z -0.1(7) . . . . ?
C00L C016 C019 C015 -1.9(7) . . . . ?
C00N C00K C012 N00D -178.0(4) . . . . ?
C00N C00K C012 C00O 2.0(7) . . . . ?
C00N C010 C01C C01A 2.5(7) . . . . ?
C00O C00P C00T C00N 0.0(7) . . . . ?
C00P C00O C012 N00D 178.2(4) . . . . ?
C00P C00O C012 C00K -1.7(7) . . . . ?
C00Q C00Z C018 C016 -0.1(7) . . . . ?
C00R N00D C012 C00K -77.9(6) . . . . ?
C00R N00D C012 C00O 102.2(6) . . . . ?
C00R C00J C00Y C00I -163.4(5) . . . . ?
C00R C00J C00Y C01B 12.4(7) . . . . ?
C00S S001 N00E C00V 43.0(4) . . . . ?
C00S S001 N00E C011 -133.5(4) . . . . ?
C00S C00F C00H C00G -1.5(7) . . . . ?
C00S C00F C00U C00V 11.4(7) . . . . ?
C00S C014 C017 C00G -1.3(7) . . . . ?
C00T C00N C010 C01C 178.8(5) . . . . ?
C00U C00F C00H C00G 173.6(4) . . . . ?
C00U C00F C00S S001 16.3(6) . . . . ?
C00U C00F C00S C014 -170.1(4) . . . . ?
C00V N00E C011 C00L -81.6(6) . . . . ?
C00V N00E C011 C00Q 99.8(5) . . . . ?
C00W N009 C00L C011 -179.0(4) . . . . ?
C00W N009 C00L C016 0.7(6) . . . . ?
C00W C015 C019 C016 2.7(7) . . . . ?
C00Y C00I C013 O004 179.6(4) . . . . ?
C00Y C00I C013 C01E -2.2(7) . . . . ?
C00Y C00J C00R N00D -9.7(7) . . . . ?
C00Y C00J C00R C00X 171.2(4) . . . . ?
C00Y C01B C01D C01E -4.8(8) . . . . ?
C00Z C00Q C011 N00E 178.5(4) . . . . ?
C00Z C00Q C011 C00L 0.0(7) . . . . ?
C010 C00N C00T C00P 178.3(5) . . . . ?
C011 N00E C00V C00M -27.7(6) . . . . ?
C011 N00E C00V C00U 153.0(5) . . . . ?
C011 C00L C016 C018 0.2(6) . . . . ?
C011 C00L C016 C019 179.8(4) . . . . ?
C011 C00Q C00Z C018 0.1(7) . . . . ?
C012 N00D C00R C00J 153.6(5) . . . . ?
C012 N00D C00R C00X -27.2(7) . . . . ?
C012 C00K C00N C00T -1.3(6) . . . . ?
C012 C00K C00N C010 -179.4(4) . . . . ?
C012 C00O C00P C00T 0.7(7) . . . . ?
C013 C00I C00Y C00J 173.7(4) . . . . ?
C013 C00I C00Y C01B -2.2(7) . . . . ?
C016 C00L C011 N00E -178.7(4) . . . . ?
C016 C00L C011 C00Q -0.2(6) . . . . ?
C017 C00G C00H C00F -3.3(7) . . . . ?
C018 C016 C019 C015 177.7(5) . . . . ?
C019 C016 C018 C00Z -179.6(4) . . . . ?
C01A N00B C00K C00N -1.5(7) . . . . ?
C01A N00B C00K C012 -179.3(4) . . . . ?
C01B S002 N00D C00R 43.5(4) . . . . ?
C01B S002 N00D C012 -133.4(4) . . . . ?
C01B C01D C01E C013 0.1(9) . . . . ?
C01F O004 C013 C00I 180.0(4) . . . . ?
C01F O004 C013 C01E 1.9(7) . . . . ?
C01G O003 C00G C00H -179.6(4) . . . . ?
C01G O003 C00G C017 2.3(7) . . . . ?
C01H O006 C00X C00R -64.3(5) . . . . ?
C01I O005 C00M C00V -62.8(5) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.966
_oxdiff_exptl_absorpt_empirical_full_min 0.574
####################################################################### 
# 
# 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_cmrv-nt-so2-br_mo
_database_code_depnum_ccdc_archive 'CCDC 1504464'
_audit_update_record             
;
2016-09-15 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;
_audit_creation_date             2016-08-24
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2015.10.28 svn.r3245 for OlexSys, GUI svn.r5128)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H23 Br N2 O3 P S'
_chemical_formula_sum            'C30 H23 Br N2 O3 P S'
_chemical_formula_weight         602.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         C34H31N2O3P1S1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.8352(5)
_cell_length_b                   12.6037(6)
_cell_length_c                   20.8785(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.156(6)
_cell_angle_gamma                90
_cell_volume                     2573.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7974
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.1330
_cell_measurement_theta_min      2.0080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.778
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.13632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1228
_exptl_crystal_size_max          0.234
_exptl_crystal_size_mid          0.229
_exptl_crystal_size_min          0.062
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0844
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25606
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.083
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  30.00   0.50    8.00    --  -20.00   0.00  36.00  280
  2  ω    -63.00  19.00   0.50    8.00    --  -20.00 -72.00 -36.00  164
  3  ω    -22.00   8.00   0.50    8.00    --  -20.00  72.00  36.00   60
  4  ω    -49.00 -19.00   0.50    8.00    --  -20.00  72.00 -36.00   60
  5  ω    -85.00  70.00   0.50    8.00    --  -20.00   0.00 108.00  310
  6  ω    -35.00  19.00   0.50    8.00    --  -20.00 -72.00-108.00  108
  7  ω    -28.50  16.50   0.50    8.00    --  -20.00 -72.00  36.00   90
  8  ω    -59.00 -29.00   0.50    8.00    --  -20.00  72.00 108.00   60
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0188789000
_diffrn_orient_matrix_UB_12      0.0541996000
_diffrn_orient_matrix_UB_13      -0.0030181000
_diffrn_orient_matrix_UB_21      -0.0103941000
_diffrn_orient_matrix_UB_22      -0.0057421000
_diffrn_orient_matrix_UB_23      -0.0339550000
_diffrn_orient_matrix_UB_31      -0.0693051000
_diffrn_orient_matrix_UB_32      -0.0139829000
_diffrn_orient_matrix_UB_33      0.0021014000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3752
_reflns_number_total             4522
_reflns_odcompleteness_completeness 91.55
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.22
_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         0.434
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4522
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.028
_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)+(0.0524P)²+2.6878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1053
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C26(H26), C24(H24), C11(H11), C15(H15), C17(H17), C3(H3), C14(H14),
 C29(H29), C4(H4), C7(H7), C9(H9), C8(H8), C12(H12), C13(H13), C21(H21), C5(H5),
  C18(H18), C28(H28), C19(H19), C20(H20)
;
_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 1.07007(3) 0.47321(3) 0.62494(2) 0.03141(13) Uani 1 1 d . . . . .
S1 S 0.62078(8) 0.11539(6) 0.64120(4) 0.0207(2) Uani 1 1 d . . . . .
P1 P 0.29307(8) 0.20941(7) 0.76372(4) 0.0198(2) Uani 1 1 d . . . . .
O2 O 0.6106(2) 0.04728(18) 0.58612(11) 0.0283(6) Uani 1 1 d . . . . .
O1 O 0.2729(2) 0.09866(17) 0.73999(11) 0.0252(5) Uani 1 1 d . . . . .
O3 O 0.6491(2) 0.06894(18) 0.70382(11) 0.0263(5) Uani 1 1 d . . . . .
N1 N 0.3817(3) 0.3294(2) 0.54484(13) 0.0245(6) Uani 1 1 d . . . . .
H1 H 0.4484 0.3467 0.5745 0.029 Uiso 1 1 calc R . . . .
N2 N 0.4780(3) 0.1851(2) 0.64009(12) 0.0192(6) Uani 1 1 d . . . . .
C26 C 0.8221(3) 0.3890(3) 0.66250(15) 0.0198(7) Uani 1 1 d . . . . .
H26 H 0.8147 0.4551 0.6837 0.024 Uiso 1 1 calc R . . . .
C25 C 0.7208(3) 0.3116(3) 0.66450(14) 0.0189(7) Uani 1 1 d . . . . .
C1 C 0.3209(3) 0.2329(3) 0.54507(15) 0.0221(7) Uani 1 1 d . . . . .
C10 C 0.1349(3) 0.2664(3) 0.78510(14) 0.0194(7) Uani 1 1 d . . . . .
C16 C 0.4233(3) 0.2159(3) 0.83167(15) 0.0224(7) Uani 1 1 d . . . . .
C30 C 0.7394(3) 0.2156(3) 0.63298(15) 0.0196(7) Uani 1 1 d . . . . .
C2 C 0.3650(3) 0.1581(3) 0.59386(15) 0.0212(7) Uani 1 1 d . . . . .
C22 C 0.3479(3) 0.3035(3) 0.70487(15) 0.0204(7) Uani 1 1 d . . . . .
H22A H 0.2761 0.3077 0.6679 0.024 Uiso 1 1 calc R . . . .
H22B H 0.3564 0.3747 0.7250 0.024 Uiso 1 1 calc R . . . .
C24 C 0.5966(3) 0.3310(3) 0.69469(14) 0.0184(7) Uani 1 1 d . . . . .
H24 H 0.5974 0.3855 0.7262 0.022 Uiso 1 1 calc R . . . .
C11 C 0.0237(3) 0.1982(3) 0.78459(15) 0.0229(7) Uani 1 1 d . . . . .
H11 H 0.0329 0.1261 0.7724 0.027 Uiso 1 1 calc R . . . .
C15 C 0.1184(3) 0.3728(3) 0.80103(15) 0.0233(7) Uani 1 1 d . . . . .
H15 H 0.1928 0.4207 0.8003 0.028 Uiso 1 1 calc R . . . .
C23 C 0.4811(3) 0.2758(2) 0.68013(14) 0.0176(7) Uani 1 1 d . . . . .
C17 C 0.4416(3) 0.3027(3) 0.87287(16) 0.0266(8) Uani 1 1 d . . . . .
H17 H 0.3845 0.3632 0.8655 0.032 Uiso 1 1 calc R . . . .
C3 C 0.3066(3) 0.0602(3) 0.59533(16) 0.0248(7) Uani 1 1 d . . . . .
H3 H 0.3367 0.0119 0.6288 0.030 Uiso 1 1 calc R . . . .
C14 C -0.0064(3) 0.4090(3) 0.81790(16) 0.0260(8) Uani 1 1 d . . . . .
H14 H -0.0170 0.4815 0.8288 0.031 Uiso 1 1 calc R . . . .
C29 C 0.8519(3) 0.1958(3) 0.59944(17) 0.0281(8) Uani 1 1 d . . . . .
H29 H 0.8604 0.1297 0.5783 0.034 Uiso 1 1 calc R . . . .
C27 C 0.9329(3) 0.3682(3) 0.62931(16) 0.0229(7) Uani 1 1 d . . . . .
C6 C 0.2119(3) 0.2026(3) 0.49840(15) 0.0246(8) Uani 1 1 d . . . . .
C4 C 0.2019(4) 0.0303(3) 0.54759(17) 0.0303(8) Uani 1 1 d . . . . .
H4 H 0.1632 -0.0387 0.5483 0.036 Uiso 1 1 calc R . . . .
C7 C 0.1658(4) 0.2791(3) 0.45169(16) 0.0314(9) Uani 1 1 d . . . . .
H7 H 0.0911 0.2636 0.4203 0.038 Uiso 1 1 calc R . . . .
C9 C 0.3376(4) 0.3964(3) 0.49890(17) 0.0316(8) Uani 1 1 d . . . . .
H9 H 0.3820 0.4632 0.4975 0.038 Uiso 1 1 calc R . . . .
C8 C 0.2283(4) 0.3741(3) 0.45184(17) 0.0340(9) Uani 1 1 d . . . . .
H8 H 0.1987 0.4258 0.4203 0.041 Uiso 1 1 calc R . . . .
C12 C -0.1007(3) 0.2346(3) 0.80173(15) 0.0271(8) Uani 1 1 d . . . . .
H12 H -0.1759 0.1874 0.8017 0.033 Uiso 1 1 calc R . . . .
C13 C -0.1149(3) 0.3396(3) 0.81880(16) 0.0272(8) Uani 1 1 d . . . . .
H13 H -0.1996 0.3642 0.8312 0.033 Uiso 1 1 calc R . . . .
C21 C 0.5083(4) 0.1284(3) 0.84200(17) 0.0302(8) Uani 1 1 d . . . . .
H21 H 0.4969 0.0690 0.8139 0.036 Uiso 1 1 calc R . . . .
C5 C 0.1561(3) 0.0994(3) 0.50061(16) 0.0292(8) Uani 1 1 d . . . . .
H5 H 0.0854 0.0783 0.4686 0.035 Uiso 1 1 calc R . . . .
C18 C 0.5423(4) 0.3015(3) 0.92440(17) 0.0316(8) Uani 1 1 d . . . . .
H18 H 0.5538 0.3605 0.9528 0.038 Uiso 1 1 calc R . . . .
C28 C 0.9498(3) 0.2724(3) 0.59721(17) 0.0290(8) Uani 1 1 d . . . . .
H28 H 1.0271 0.2609 0.5745 0.035 Uiso 1 1 calc R . . . .
C19 C 0.6263(4) 0.2137(4) 0.93425(18) 0.0382(10) Uani 1 1 d . . . . .
H19 H 0.6959 0.2126 0.9695 0.046 Uiso 1 1 calc R . . . .
C20 C 0.6098(4) 0.1278(3) 0.89326(18) 0.0370(10) Uani 1 1 d . . . . .
H20 H 0.6684 0.0681 0.9002 0.044 Uiso 1 1 calc R . . . .


_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 C27 1.899(3) . ?
S1 O2 1.430(2) . ?
S1 O3 1.432(2) . ?
S1 N2 1.654(3) . ?
S1 C30 1.741(3) . ?
P1 O1 1.487(2) . ?
P1 C10 1.812(3) . ?
P1 C16 1.808(3) . ?
P1 C22 1.830(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.356(4) . ?
N1 C9 1.316(4) . ?
N2 C2 1.433(4) . ?
N2 C23 1.414(4) . ?
C26 H26 0.9500 . ?
C26 C25 1.399(4) . ?
C26 C27 1.378(4) . ?
C25 C30 1.398(4) . ?
C25 C24 1.454(4) . ?
C1 C2 1.421(5) . ?
C1 C6 1.421(5) . ?
C10 C11 1.390(4) . ?
C10 C15 1.396(5) . ?
C16 C17 1.391(5) . ?
C16 C21 1.387(5) . ?
C30 C29 1.394(4) . ?
C2 C3 1.363(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.500(4) . ?
C24 H24 0.9500 . ?
C24 C23 1.339(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(5) . ?
C15 H15 0.9500 . ?
C15 C14 1.389(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.405(5) . ?
C14 H14 0.9500 . ?
C14 C13 1.382(5) . ?
C29 H29 0.9500 . ?
C29 C28 1.368(5) . ?
C27 C28 1.400(5) . ?
C6 C7 1.411(5) . ?
C6 C5 1.414(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.352(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.346(5) . ?
C9 H9 0.9500 . ?
C9 C8 1.405(5) . ?
C8 H8 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.381(5) . ?
C13 H13 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.383(5) . ?
C5 H5 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.383(5) . ?
C28 H28 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.379(6) . ?
C20 H20 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
O2 S1 O3 118.60(15) . . ?
O2 S1 N2 108.75(14) . . ?
O2 S1 C30 110.26(15) . . ?
O3 S1 N2 108.15(13) . . ?
O3 S1 C30 108.66(15) . . ?
N2 S1 C30 100.94(14) . . ?
O1 P1 C10 111.50(14) . . ?
O1 P1 C16 111.22(15) . . ?
O1 P1 C22 115.02(14) . . ?
C10 P1 C22 103.37(14) . . ?
C16 P1 C10 110.07(14) . . ?
C16 P1 C22 105.21(15) . . ?
C1 N1 H1 121.1 . . ?
C9 N1 H1 121.1 . . ?
C9 N1 C1 117.9(3) . . ?
C2 N2 S1 118.6(2) . . ?
C23 N2 S1 117.2(2) . . ?
C23 N2 C2 123.8(3) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
C27 C26 C25 119.1(3) . . ?
C26 C25 C24 122.0(3) . . ?
C30 C25 C26 117.4(3) . . ?
C30 C25 C24 120.6(3) . . ?
N1 C1 C2 119.8(3) . . ?
N1 C1 C6 122.6(3) . . ?
C2 C1 C6 117.6(3) . . ?
C11 C10 P1 116.6(2) . . ?
C11 C10 C15 119.0(3) . . ?
C15 C10 P1 124.4(2) . . ?
C17 C16 P1 123.7(3) . . ?
C21 C16 P1 116.8(3) . . ?
C21 C16 C17 119.5(3) . . ?
C25 C30 S1 117.3(2) . . ?
C29 C30 S1 119.7(3) . . ?
C29 C30 C25 122.9(3) . . ?
C1 C2 N2 118.7(3) . . ?
C3 C2 N2 119.9(3) . . ?
C3 C2 C1 121.3(3) . . ?
P1 C22 H22A 108.7 . . ?
P1 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 P1 114.3(2) . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C25 C24 H24 118.5 . . ?
C23 C24 C25 123.0(3) . . ?
C23 C24 H24 118.5 . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.8 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.3(3) . . ?
C14 C15 H15 119.8 . . ?
N2 C23 C22 115.3(3) . . ?
C24 C23 N2 121.2(3) . . ?
C24 C23 C22 123.5(3) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.7 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.3(3) . . ?
C4 C3 H3 119.8 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 C15 120.0(3) . . ?
C13 C14 H14 120.0 . . ?
C30 C29 H29 120.3 . . ?
C28 C29 C30 119.3(3) . . ?
C28 C29 H29 120.3 . . ?
C26 C27 Br1 119.7(3) . . ?
C26 C27 C28 123.1(3) . . ?
C28 C27 Br1 117.2(2) . . ?
C7 C6 C1 117.0(3) . . ?
C7 C6 C5 123.6(3) . . ?
C5 C6 C1 119.4(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.5(3) . . ?
C8 C7 H7 120.2 . . ?
N1 C9 H9 118.4 . . ?
N1 C9 C8 123.3(4) . . ?
C8 C9 H9 118.4 . . ?
C7 C8 C9 119.7(3) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C14 C13 H13 119.9 . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
C16 C21 H21 120.1 . . ?
C20 C21 C16 119.8(4) . . ?
C20 C21 H21 120.1 . . ?
C6 C5 H5 119.5 . . ?
C4 C5 C6 121.1(3) . . ?
C4 C5 H5 119.5 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.4(4) . . ?
C19 C18 H18 120.3 . . ?
C29 C28 C27 118.2(3) . . ?
C29 C28 H28 120.9 . . ?
C27 C28 H28 120.9 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 H19 119.8 . . ?
C21 C20 H20 119.9 . . ?
C19 C20 C21 120.2(4) . . ?
C19 C20 H20 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C27 C28 C29 -179.7(3) . . . . ?
S1 N2 C2 C1 -115.0(3) . . . . ?
S1 N2 C2 C3 61.7(4) . . . . ?
S1 N2 C23 C22 -149.8(2) . . . . ?
S1 N2 C23 C24 29.6(4) . . . . ?
S1 C30 C29 C28 -175.3(3) . . . . ?
P1 C10 C11 C12 178.6(2) . . . . ?
P1 C10 C15 C14 -178.9(2) . . . . ?
P1 C16 C17 C18 179.2(3) . . . . ?
P1 C16 C21 C20 -179.8(3) . . . . ?
P1 C22 C23 N2 69.2(3) . . . . ?
P1 C22 C23 C24 -110.1(3) . . . . ?
O2 S1 N2 C2 9.1(3) . . . . ?
O2 S1 N2 C23 -163.8(2) . . . . ?
O2 S1 C30 C25 152.2(2) . . . . ?
O2 S1 C30 C29 -31.8(3) . . . . ?
O1 P1 C10 C11 7.7(3) . . . . ?
O1 P1 C10 C15 -171.6(3) . . . . ?
O1 P1 C16 C17 -164.3(3) . . . . ?
O1 P1 C16 C21 15.8(3) . . . . ?
O1 P1 C22 C23 -59.7(3) . . . . ?
O3 S1 N2 C2 -121.0(2) . . . . ?
O3 S1 N2 C23 66.2(2) . . . . ?
O3 S1 C30 C25 -76.2(3) . . . . ?
O3 S1 C30 C29 99.8(3) . . . . ?
N1 C1 C2 N2 -3.0(4) . . . . ?
N1 C1 C2 C3 -179.7(3) . . . . ?
N1 C1 C6 C7 -1.5(5) . . . . ?
N1 C1 C6 C5 178.2(3) . . . . ?
N1 C9 C8 C7 -1.6(5) . . . . ?
N2 S1 C30 C25 37.3(3) . . . . ?
N2 S1 C30 C29 -146.6(3) . . . . ?
N2 C2 C3 C4 -175.6(3) . . . . ?
C26 C25 C30 S1 174.7(2) . . . . ?
C26 C25 C30 C29 -1.2(5) . . . . ?
C26 C25 C24 C23 157.5(3) . . . . ?
C26 C27 C28 C29 -0.5(5) . . . . ?
C25 C26 C27 Br1 179.0(2) . . . . ?
C25 C26 C27 C28 -0.1(5) . . . . ?
C25 C30 C29 C28 0.5(5) . . . . ?
C25 C24 C23 N2 8.3(5) . . . . ?
C25 C24 C23 C22 -172.3(3) . . . . ?
C1 N1 C9 C8 2.3(5) . . . . ?
C1 C2 C3 C4 1.0(5) . . . . ?
C1 C6 C7 C8 2.2(5) . . . . ?
C1 C6 C5 C4 2.1(5) . . . . ?
C10 P1 C16 C17 -40.3(3) . . . . ?
C10 P1 C16 C21 139.9(2) . . . . ?
C10 P1 C22 C23 178.6(2) . . . . ?
C10 C11 C12 C13 0.7(5) . . . . ?
C10 C15 C14 C13 -0.2(5) . . . . ?
C16 P1 C10 C11 -116.2(3) . . . . ?
C16 P1 C10 C15 64.5(3) . . . . ?
C16 P1 C22 C23 63.1(3) . . . . ?
C16 C17 C18 C19 0.9(5) . . . . ?
C16 C21 C20 C19 0.3(5) . . . . ?
C30 S1 N2 C2 125.0(2) . . . . ?
C30 S1 N2 C23 -47.8(2) . . . . ?
C30 C25 C24 C23 -18.8(5) . . . . ?
C30 C29 C28 C27 0.3(5) . . . . ?
C2 N2 C23 C22 37.8(4) . . . . ?
C2 N2 C23 C24 -142.8(3) . . . . ?
C2 C1 C6 C7 177.7(3) . . . . ?
C2 C1 C6 C5 -2.6(4) . . . . ?
C2 C3 C4 C5 -1.5(5) . . . . ?
C22 P1 C10 C11 131.9(3) . . . . ?
C22 P1 C10 C15 -47.4(3) . . . . ?
C22 P1 C16 C17 70.5(3) . . . . ?
C22 P1 C16 C21 -109.3(3) . . . . ?
C24 C25 C30 S1 -8.7(4) . . . . ?
C24 C25 C30 C29 175.4(3) . . . . ?
C11 C10 C15 C14 1.8(5) . . . . ?
C11 C12 C13 C14 1.0(5) . . . . ?
C15 C10 C11 C12 -2.1(5) . . . . ?
C15 C14 C13 C12 -1.3(5) . . . . ?
C23 N2 C2 C1 57.3(4) . . . . ?
C23 N2 C2 C3 -126.0(3) . . . . ?
C17 C16 C21 C20 0.4(5) . . . . ?
C17 C18 C19 C20 -0.2(5) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
C27 C26 C25 C30 0.9(5) . . . . ?
C27 C26 C25 C24 -175.5(3) . . . . ?
C6 C1 C2 N2 177.7(3) . . . . ?
C6 C1 C2 C3 1.0(4) . . . . ?
C6 C7 C8 C9 -0.7(5) . . . . ?
C7 C6 C5 C4 -178.2(3) . . . . ?
C9 N1 C1 C2 -179.9(3) . . . . ?
C9 N1 C1 C6 -0.7(5) . . . . ?
C21 C16 C17 C18 -1.0(5) . . . . ?
C5 C6 C7 C8 -177.5(3) . . . . ?
C18 C19 C20 C21 -0.4(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.683
_oxdiff_exptl_absorpt_empirical_full_min 0.596
