# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 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_ntnmpj
_database_code_depnum_ccdc_archive 'CCDC 1500960'
_audit_update_record             
;
2016-08-25 deposited with the CCDC.
2017-11-06 downloaded from the CCDC.
;
_nottingham_internal_coll_name   NTNMPJ
_nottingham_internal_coll_number 14809
_nottingham_internal_coll_client NMP/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time 1.0000
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pcxnp7
_nottingham_internal_coll_date   18/06/2015
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVA, PL13110002'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 18/06/2015
_nottingham_internal_process_user pcxnp7
_nottingham_internal_solution_date 18/06/2015
_nottingham_internal_solution_user pcxnp7,pczcrp
_nottingham_internal_refinement_date 05/11/2016
_nottingham_internal_refinement_user pcxnp7,pczcrp
_nottingham_internal_self_archive_date 05/11/2016
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_nottingham_internal_archive_date ?
_refine_special_details          ?
_vrf_PLAT915_ntnmpj              
;
PROBLEM: Low Friedel Pair Coverage ......................         32 %     
RESPONSE: Determination of the relative populations of the different directions of the crystal are not essential.
;
_audit_creation_date             2015-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H18 N2 S3'
_chemical_formula_sum            'C30 H18 N2 S3'
_chemical_formula_weight         502.64
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H18 N2 S3'
_chemical_oxdiff_usercomment     
'#14809 NTNMPJ IN FOMBLIN FILM ON MICROMOUNT GVA-602'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   12.36487(18)
_cell_length_b                   9.88933(14)
_cell_length_c                   9.81295(15)
_cell_angle_alpha                90
_cell_angle_beta                 104.3620(15)
_cell_angle_gamma                90
_cell_volume                     1162.43(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4132
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.9130
_cell_measurement_theta_min      4.4550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.091
_exptl_absorpt_correction_T_max  0.436
_exptl_absorpt_correction_T_min  0.227
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
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            'clear black'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             520
_exptl_crystal_preparation       
"Prepared from the reaction between Lawesson's reagent and N-(10-phenyl-10H-phenothiazine)-1,8-naphthalic imide."
_exptl_crystal_recrystallization_method 
'Crystallised by vapour diffusion of pentane into a chloroform solution of the compound.'
_exptl_crystal_size_max          0.8971
_exptl_crystal_size_mid          0.5078
_exptl_crystal_size_min          0.3949
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4526
_diffrn_reflns_point_group_measured_fraction_full 0.674
_diffrn_reflns_point_group_measured_fraction_max 0.641
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.911
_diffrn_reflns_theta_min         4.471
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.2207
_diffrn_detector_type            TitanS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -38.00    2.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1851   38.0000   60.0000 40

#__ type_ start__ end____ width___ exp.time_
  2 omega -118.00  -16.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1851  -19.0000 -150.0000 102

#__ type_ start__ end____ width___ exp.time_
  3 omega  -30.00   26.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -43.1851   38.0000 -180.0000 56

#__ type_ start__ end____ width___ exp.time_
  4 omega   54.00  122.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263 -125.0000  120.0000 68

#__ type_ start__ end____ width___ exp.time_
  5 omega   64.00   89.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263  -30.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
  6 omega   53.00  119.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263  -77.0000  120.0000 66

#__ type_ start__ end____ width___ exp.time_
  7 omega   35.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263  -30.0000    0.0000 55

#__ type_ start__ end____ width___ exp.time_
  8 omega   61.00   88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263  -30.0000  -90.0000 27

#__ type_ start__ end____ width___ exp.time_
  9 omega   53.00   79.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263  -30.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 10 omega   81.00  120.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263   45.0000  -90.0000 39

#__ type_ start__ end____ width___ exp.time_
 11 omega  121.00  169.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263   45.0000  -90.0000 48

#__ type_ start__ end____ width___ exp.time_
 12 omega   36.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      103.6263  -30.0000   90.0000 55
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'GV1000, TitanS2'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      -0.0024933000
_diffrn_orient_matrix_UB_12      -0.0798625000
_diffrn_orient_matrix_UB_13      -0.1355964000
_diffrn_orient_matrix_UB_21      0.1070706000
_diffrn_orient_matrix_UB_22      -0.0753316000
_diffrn_orient_matrix_UB_23      0.0759422000
_diffrn_orient_matrix_UB_31      -0.0712222000
_diffrn_orient_matrix_UB_32      -0.1104470000
_diffrn_orient_matrix_UB_33      0.0461496000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'GV1000 (Cu) X-ray Source'
_reflns_Friedel_coverage         0.333
_reflns_Friedel_fraction_full    0.350
_reflns_Friedel_fraction_max     0.321
_reflns_number_gt                2981
_reflns_number_total             3017
_reflns_odcompleteness_completeness 99.82
_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, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_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         0.381
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.003(16)
_refine_ls_extinction_coef       0.0071(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         3017
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0356
_refine_ls_restrained_S_all      0.992
_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)+(0.0811P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.0958
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C20(H20), C21(H21), C27(H27), C24(H24), C18(H18), C6(H6), C17(H17),
 C7(H7), C3(H3), C5(H5), C31(H31), C26(H26), C25(H25), C32(H32), C4(H4),
 C34(H34), C33(H33)
;
_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
S15 S 0.74069(6) 0.62887(7) 0.39440(9) 0.0250(2) Uani 1 1 d . . . . .
S12 S 0.55515(7) 0.98977(9) 0.66082(8) 0.0259(2) Uani 1 1 d . . . . .
S29 S 0.17088(7) 0.24896(9) 0.66561(9) 0.0292(2) Uani 1 1 d . . . . .
N13 N 0.6559(2) 0.8274(3) 0.5164(3) 0.0183(5) Uani 1 1 d . . . . .
N22 N 0.3265(2) 0.4544(3) 0.5854(3) 0.0191(5) Uani 1 1 d . . . . .
C1 C 0.7158(2) 1.0634(3) 0.5281(3) 0.0192(6) Uani 1 1 d . . . . .
C19 C 0.4117(2) 0.5477(3) 0.5665(3) 0.0182(6) Uani 1 1 d . . . . .
C9 C 0.8000(2) 1.0270(3) 0.4603(3) 0.0194(6) Uani 1 1 d . . . . .
C2 C 0.7016(3) 1.1979(3) 0.5584(3) 0.0233(6) Uani 1 1 d . . . . .
H2 H 0.6438 1.2224 0.6018 0.028 Uiso 1 1 calc R . . . .
C28 C 0.1467(3) 0.4251(4) 0.6431(3) 0.0252(7) Uani 1 1 d . . . . .
C20 C 0.5120(2) 0.5557(3) 0.6686(3) 0.0196(6) Uani 1 1 d . . . . .
H20 H 0.5249 0.4992 0.7493 0.024 Uiso 1 1 calc R . . . .
C23 C 0.2267(3) 0.5095(3) 0.6099(3) 0.0212(6) Uani 1 1 d . . . . .
C8 C 0.8147(2) 0.8910(3) 0.4233(3) 0.0194(6) Uani 1 1 d . . . . .
C35 C 0.3244(2) 0.3261(3) 0.5202(3) 0.0204(6) Uani 1 1 d . . . . .
C21 C 0.5934(3) 0.6469(3) 0.6519(3) 0.0201(6) Uani 1 1 d . . . . .
H21 H 0.6620 0.6534 0.7214 0.024 Uiso 1 1 calc R . . . .
C27 C 0.0491(3) 0.4775(4) 0.6694(4) 0.0340(8) Uani 1 1 d . . . . .
H27 H -0.0047 0.4181 0.6911 0.041 Uiso 1 1 calc R . . . .
C24 C 0.2063(3) 0.6486(4) 0.6062(4) 0.0269(7) Uani 1 1 d . . . . .
H24 H 0.2597 0.7085 0.5844 0.032 Uiso 1 1 calc R . . . .
C10 C 0.8709(3) 1.1288(3) 0.4284(3) 0.0215(6) Uani 1 1 d . . . . .
C16 C 0.5737(2) 0.7279(3) 0.5339(3) 0.0188(6) Uani 1 1 d . . . . .
C18 C 0.3944(3) 0.6269(3) 0.4461(3) 0.0201(6) Uani 1 1 d . . . . .
H18 H 0.3270 0.6184 0.3748 0.024 Uiso 1 1 calc R . . . .
C6 C 0.9703(3) 0.9587(4) 0.3305(4) 0.0284(7) Uani 1 1 d . . . . .
H6 H 1.0286 0.9345 0.2878 0.034 Uiso 1 1 calc R . . . .
C17 C 0.4755(3) 0.7187(3) 0.4293(3) 0.0188(6) Uani 1 1 d . . . . .
H17 H 0.4636 0.7739 0.3477 0.023 Uiso 1 1 calc R . . . .
C7 C 0.8989(3) 0.8582(3) 0.3595(4) 0.0247(7) Uani 1 1 d . . . . .
H7 H 0.9086 0.7669 0.3350 0.030 Uiso 1 1 calc R . . . .
C3 C 0.7709(3) 1.2982(3) 0.5262(4) 0.0265(7) Uani 1 1 d . . . . .
H3 H 0.7600 1.3899 0.5483 0.032 Uiso 1 1 calc R . . . .
C5 C 0.9568(3) 1.0906(4) 0.3632(4) 0.0268(7) Uani 1 1 d . . . . .
H5 H 1.0052 1.1576 0.3421 0.032 Uiso 1 1 calc R . . . .
C31 C 0.2501(3) 0.0978(4) 0.4806(4) 0.0296(7) Uani 1 1 d . . . . .
H31 H 0.2007 0.0301 0.4978 0.036 Uiso 1 1 calc R . . . .
C26 C 0.0303(3) 0.6154(4) 0.6640(4) 0.0374(9) Uani 1 1 d . . . . .
H26 H -0.0364 0.6512 0.6810 0.045 Uiso 1 1 calc R . . . .
C25 C 0.1100(3) 0.7010(4) 0.6336(4) 0.0325(8) Uani 1 1 d . . . . .
H25 H 0.0985 0.7960 0.6315 0.039 Uiso 1 1 calc R . . . .
C11 C 0.6448(2) 0.9575(3) 0.5662(3) 0.0196(6) Uani 1 1 d . . . . .
C14 C 0.7364(2) 0.7866(3) 0.4480(3) 0.0185(6) Uani 1 1 d . . . . .
C32 C 0.3193(3) 0.0708(4) 0.3920(5) 0.0355(8) Uani 1 1 d . . . . .
H32 H 0.3171 -0.0147 0.3473 0.043 Uiso 1 1 calc R . . . .
C4 C 0.8547(3) 1.2652(3) 0.4629(4) 0.0247(7) Uani 1 1 d . . . . .
H4 H 0.9019 1.3339 0.4422 0.030 Uiso 1 1 calc R . . . .
C34 C 0.3939(3) 0.2966(4) 0.4329(4) 0.0257(7) Uani 1 1 d . . . . .
H34 H 0.4439 0.3638 0.4159 0.031 Uiso 1 1 calc R . . . .
C30 C 0.2531(3) 0.2239(3) 0.5442(4) 0.0240(7) Uani 1 1 d . . . . .
C33 C 0.3919(3) 0.1708(4) 0.3699(4) 0.0338(8) Uani 1 1 d . . . . .
H33 H 0.4406 0.1530 0.3109 0.041 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
S15 C14 1.651(3) . ?
S12 C11 1.644(3) . ?
S29 C28 1.772(4) . ?
S29 C30 1.766(4) . ?
N13 C16 1.454(4) . ?
N13 C11 1.395(4) . ?
N13 C14 1.391(4) . ?
N22 C19 1.446(4) . ?
N22 C23 1.424(4) . ?
N22 C35 1.418(4) . ?
C1 C9 1.415(4) . ?
C1 C2 1.383(5) . ?
C1 C11 1.473(4) . ?
C19 C20 1.389(4) . ?
C19 C18 1.390(4) . ?
C9 C8 1.416(5) . ?
C9 C10 1.420(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.397(5) . ?
C28 C23 1.393(5) . ?
C28 C27 1.394(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.391(4) . ?
C23 C24 1.397(5) . ?
C8 C7 1.379(5) . ?
C8 C14 1.476(4) . ?
C35 C34 1.387(5) . ?
C35 C30 1.399(4) . ?
C21 H21 0.9500 . ?
C21 C16 1.380(4) . ?
C27 H27 0.9500 . ?
C27 C26 1.383(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.385(5) . ?
C10 C5 1.420(5) . ?
C10 C4 1.416(5) . ?
C16 C17 1.385(4) . ?
C18 H18 0.9500 . ?
C18 C17 1.391(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.405(5) . ?
C6 C5 1.364(5) . ?
C17 H17 0.9500 . ?
C7 H7 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.373(5) . ?
C5 H5 0.9500 . ?
C31 H31 0.9500 . ?
C31 C32 1.389(6) . ?
C31 C30 1.391(5) . ?
C26 H26 0.9500 . ?
C26 C25 1.386(6) . ?
C25 H25 0.9500 . ?
C32 H32 0.9500 . ?
C32 C33 1.388(6) . ?
C4 H4 0.9500 . ?
C34 H34 0.9500 . ?
C34 C33 1.386(5) . ?
C33 H33 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
C30 S29 C28 99.31(16) . . ?
C11 N13 C16 116.8(3) . . ?
C14 N13 C16 117.7(3) . . ?
C14 N13 C11 125.5(3) . . ?
C23 N22 C19 117.9(2) . . ?
C35 N22 C19 116.4(2) . . ?
C35 N22 C23 119.9(2) . . ?
C9 C1 C11 119.5(3) . . ?
C2 C1 C9 119.6(3) . . ?
C2 C1 C11 120.9(3) . . ?
C20 C19 N22 119.5(3) . . ?
C20 C19 C18 120.1(3) . . ?
C18 C19 N22 120.4(3) . . ?
C1 C9 C8 121.3(3) . . ?
C1 C9 C10 119.3(3) . . ?
C8 C9 C10 119.5(3) . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 121.1(3) . . ?
C3 C2 H2 119.5 . . ?
C23 C28 S29 120.7(3) . . ?
C23 C28 C27 121.2(3) . . ?
C27 C28 S29 118.0(3) . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C21 119.7(3) . . ?
C21 C20 H20 120.2 . . ?
C28 C23 N22 120.4(3) . . ?
C28 C23 C24 117.5(3) . . ?
C24 C23 N22 122.0(3) . . ?
C9 C8 C14 119.4(3) . . ?
C7 C8 C9 119.9(3) . . ?
C7 C8 C14 120.7(3) . . ?
C34 C35 N22 121.5(3) . . ?
C34 C35 C30 117.7(3) . . ?
C30 C35 N22 120.8(3) . . ?
C20 C21 H21 120.2 . . ?
C16 C21 C20 119.6(3) . . ?
C16 C21 H21 120.2 . . ?
C28 C27 H27 119.9 . . ?
C26 C27 C28 120.3(3) . . ?
C26 C27 H27 119.9 . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.4(3) . . ?
C25 C24 H24 119.3 . . ?
C9 C10 C5 118.8(3) . . ?
C4 C10 C9 119.4(3) . . ?
C4 C10 C5 121.8(3) . . ?
C21 C16 N13 120.6(3) . . ?
C21 C16 C17 121.5(3) . . ?
C17 C16 N13 117.9(3) . . ?
C19 C18 H18 119.8 . . ?
C19 C18 C17 120.3(3) . . ?
C17 C18 H18 119.8 . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.5(3) . . ?
C16 C17 C18 118.7(3) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C8 C7 C6 120.6(3) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.7 . . ?
C10 C5 H5 119.7 . . ?
C6 C5 C10 120.7(3) . . ?
C6 C5 H5 119.7 . . ?
C32 C31 H31 120.0 . . ?
C32 C31 C30 120.1(3) . . ?
C30 C31 H31 120.0 . . ?
C27 C26 H26 120.4 . . ?
C27 C26 C25 119.3(3) . . ?
C25 C26 H26 120.4 . . ?
C24 C25 C26 120.3(4) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
N13 C11 S12 121.0(2) . . ?
N13 C11 C1 116.8(3) . . ?
C1 C11 S12 122.2(2) . . ?
N13 C14 S15 120.7(2) . . ?
N13 C14 C8 117.0(3) . . ?
C8 C14 S15 122.3(2) . . ?
C31 C32 H32 120.6 . . ?
C33 C32 C31 118.9(4) . . ?
C33 C32 H32 120.6 . . ?
C10 C4 H4 119.9 . . ?
C3 C4 C10 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C35 C34 H34 119.4 . . ?
C33 C34 C35 121.3(3) . . ?
C33 C34 H34 119.4 . . ?
C35 C30 S29 120.3(3) . . ?
C31 C30 S29 118.2(3) . . ?
C31 C30 C35 121.4(3) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.7(4) . . ?
C34 C33 H33 119.6 . . ?

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
S29 C28 C23 N22 3.7(4) . . . . ?
S29 C28 C23 C24 -174.4(3) . . . . ?
S29 C28 C27 C26 175.0(3) . . . . ?
N13 C16 C17 C18 -178.1(3) . . . . ?
N22 C19 C20 C21 -178.9(3) . . . . ?
N22 C19 C18 C17 178.7(3) . . . . ?
N22 C23 C24 C25 -178.4(3) . . . . ?
N22 C35 C34 C33 179.7(3) . . . . ?
N22 C35 C30 S29 -4.2(4) . . . . ?
N22 C35 C30 C31 179.9(3) . . . . ?
C1 C9 C8 C7 -178.8(3) . . . . ?
C1 C9 C8 C14 3.8(4) . . . . ?
C1 C9 C10 C5 178.6(3) . . . . ?
C1 C9 C10 C4 -1.1(4) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C19 N22 C23 C28 -173.4(3) . . . . ?
C19 N22 C23 C24 4.6(4) . . . . ?
C19 N22 C35 C34 -5.5(4) . . . . ?
C19 N22 C35 C30 173.3(3) . . . . ?
C19 C20 C21 C16 -0.3(5) . . . . ?
C19 C18 C17 C16 0.9(5) . . . . ?
C9 C1 C2 C3 -1.6(5) . . . . ?
C9 C1 C11 S12 172.9(2) . . . . ?
C9 C1 C11 N13 -7.9(4) . . . . ?
C9 C8 C7 C6 -0.1(5) . . . . ?
C9 C8 C14 S15 174.2(2) . . . . ?
C9 C8 C14 N13 -4.3(4) . . . . ?
C9 C10 C5 C6 0.6(5) . . . . ?
C9 C10 C4 C3 -0.2(5) . . . . ?
C2 C1 C9 C8 -177.9(3) . . . . ?
C2 C1 C9 C10 1.9(4) . . . . ?
C2 C1 C11 S12 -6.8(4) . . . . ?
C2 C1 C11 N13 172.4(3) . . . . ?
C2 C3 C4 C10 0.6(5) . . . . ?
C28 S29 C30 C35 32.5(3) . . . . ?
C28 S29 C30 C31 -151.5(3) . . . . ?
C28 C23 C24 C25 -0.4(5) . . . . ?
C28 C27 C26 C25 -0.6(6) . . . . ?
C20 C19 C18 C17 -2.6(5) . . . . ?
C20 C21 C16 N13 177.8(3) . . . . ?
C20 C21 C16 C17 -1.5(5) . . . . ?
C23 N22 C19 C20 111.6(3) . . . . ?
C23 N22 C19 C18 -69.7(4) . . . . ?
C23 N22 C35 C34 147.2(3) . . . . ?
C23 N22 C35 C30 -34.1(4) . . . . ?
C23 C28 C27 C26 -0.5(5) . . . . ?
C23 C24 C25 C26 -0.7(5) . . . . ?
C8 C9 C10 C5 -1.6(4) . . . . ?
C8 C9 C10 C4 178.7(3) . . . . ?
C35 N22 C19 C20 -95.2(3) . . . . ?
C35 N22 C19 C18 83.6(4) . . . . ?
C35 N22 C23 C28 34.3(4) . . . . ?
C35 N22 C23 C24 -147.7(3) . . . . ?
C35 C34 C33 C32 0.3(6) . . . . ?
C21 C16 C17 C18 1.2(5) . . . . ?
C27 C28 C23 N22 179.1(3) . . . . ?
C27 C28 C23 C24 1.0(5) . . . . ?
C27 C26 C25 C24 1.3(6) . . . . ?
C10 C9 C8 C7 1.4(4) . . . . ?
C10 C9 C8 C14 -176.0(3) . . . . ?
C16 N13 C11 S12 9.0(4) . . . . ?
C16 N13 C11 C1 -170.2(2) . . . . ?
C16 N13 C14 S15 -2.3(4) . . . . ?
C16 N13 C14 C8 176.3(2) . . . . ?
C18 C19 C20 C21 2.3(5) . . . . ?
C7 C8 C14 S15 -3.2(4) . . . . ?
C7 C8 C14 N13 178.3(3) . . . . ?
C7 C6 C5 C10 0.7(5) . . . . ?
C5 C10 C4 C3 -179.9(3) . . . . ?
C5 C6 C7 C8 -0.9(5) . . . . ?
C31 C32 C33 C34 -1.2(6) . . . . ?
C11 N13 C16 C21 -91.8(3) . . . . ?
C11 N13 C16 C17 87.5(3) . . . . ?
C11 N13 C14 S15 179.9(2) . . . . ?
C11 N13 C14 C8 -1.6(4) . . . . ?
C11 C1 C9 C8 2.5(4) . . . . ?
C11 C1 C9 C10 -177.7(3) . . . . ?
C11 C1 C2 C3 178.1(3) . . . . ?
C14 N13 C16 C21 90.1(4) . . . . ?
C14 N13 C16 C17 -90.6(3) . . . . ?
C14 N13 C11 S12 -173.1(2) . . . . ?
C14 N13 C11 C1 7.6(4) . . . . ?
C14 C8 C7 C6 177.2(3) . . . . ?
C32 C31 C30 S29 -175.5(3) . . . . ?
C32 C31 C30 C35 0.5(5) . . . . ?
C4 C10 C5 C6 -179.7(3) . . . . ?
C34 C35 C30 S29 174.6(2) . . . . ?
C34 C35 C30 C31 -1.3(5) . . . . ?
C30 S29 C28 C23 -32.3(3) . . . . ?
C30 S29 C28 C27 152.2(3) . . . . ?
C30 C35 C34 C33 0.9(5) . . . . ?
C30 C31 C32 C33 0.8(5) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
2 6 1 0.1776 2.0023 6.0022 0.9991 -0.6198 -0.1619 -0.7594
-2 -6 -1 0.2172 -2.0023 -6.0022 -0.9991 0.6198 0.1619 0.7594
-6 0 5 0.3241 -6.0019 -0.0012 5.0005 -0.6630 -0.2628 0.6584
5 -4 2 0.2202 5.0023 -3.9993 1.9977 0.0360 0.9886 0.1776
-6 3 -2 0.2331 -6.0030 2.9988 -1.9973 0.0463 -1.0203 0.0042
-7 -4 2 0.2785 -7.0038 -4.0028 2.0017 0.0657 -0.2964 1.0333
-5 0 6 0.3219 -5.0011 -0.0008 5.9999 -0.8010 -0.0798 0.6332
3 6 1 0.1955 3.0028 6.0025 0.9988 -0.6223 -0.0548 -0.8307
0 -5 -4 0.3002 -0.0018 -5.0017 -3.9989 0.9417 0.0729 0.3680
5 5 -1 0.1777 5.0032 5.0026 -1.0013 -0.2762 0.0828 -0.9551
-5 -5 2 0.2596 -5.0030 -5.0025 2.0010 0.1407 -0.0069 1.0012
-3 -6 -1 0.2197 -3.0028 -6.0025 -0.9988 0.6223 0.0548 0.8307
-1 -6 3 0.2888 -1.0009 -6.0015 2.9993 0.0751 0.5727 0.8725
-8 -1 1 0.2806 -8.0040 -1.0025 1.0024 -0.0359 -0.7054 0.7270
6 -3 1 0.2100 6.0028 -2.9989 0.9976 0.0893 0.9444 -0.0503
5 4 -3 0.2967 5.0026 4.0021 -3.0007 0.0748 0.0063 -0.9368

_olex2_exptl_crystal_mounting_method 'In fomblin film on micromount.'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ntnmpg
_database_code_depnum_ccdc_archive 'CCDC 1500961'
_audit_update_record             
;
2016-08-25 deposited with the CCDC.
2017-11-06 downloaded from the CCDC.
;
_nottingham_internal_coll_name   NTNMPG
_nottingham_internal_coll_number 14524
_nottingham_internal_coll_client NMP/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '26.0000, 104.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pcxnp
_nottingham_internal_coll_date   10/03/2015
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 12/03/2015
_nottingham_internal_process_user pcxnp7
_nottingham_internal_solution_date 5/11/2015
_nottingham_internal_solution_user pcxnp/pczcrp/pczwl
_nottingham_internal_refinement_date 5/11/2015
_nottingham_internal_refinement_user pczcrp/pczwl
_nottingham_internal_self_archive_date 06/11/2015
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_nottingham_internal_archive_date ?
_refine_special_details          
;
One alkyl chain (C41 to C48) is disordered over two positions. The chloroform molecule is 
concomitantly disordered over the same two positions as the alkyl chain. The respective 
occupancies were refined competively, converging at a ratio of 0.37:0.63. Chemically equivalent 
bonds of the disordered atoms were restrained to be approximately equal to each other and to 
those of the ordered equivalent. Enhanced rigid bond and similarity restraints were applied 
to the thermal parameters of the disordered atoms.
;
_vrf_DIFMX01_ntnmpg              
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*1.00
RESPONSE: This is a result of residual disorder that is not included in the model.
;
_vrf_PLAT097_ntnmpg              
;
PROBLEM: Large Reported Max. (Positive) Residual Density 2.20 eA-3
RESPONSE: This is a result of residual disorder that is not included in the model.
;
_audit_creation_date             2016-03-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H33 N3 O4 S, C H Cl3'
_chemical_formula_sum            'C41 H34 Cl3 N3 O4 S'
_chemical_formula_weight         771.12
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H33 N3 O4 S1'
_chemical_oxdiff_usercomment     
'#14524 NTNMPG IN FOMBLIN FILM ON MICROMOUNT FOR NMP/NRC SN-460'
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'
S S 0.3331 0.5567 '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                   8.7193(3)
_cell_length_b                   11.6007(4)
_cell_length_c                   18.7861(9)
_cell_angle_alpha                87.754(3)
_cell_angle_beta                 87.804(3)
_cell_angle_gamma                78.925(3)
_cell_volume                     1862.48(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5449
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.1810
_cell_measurement_theta_min      4.0300
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.128
_exptl_absorpt_correction_T_max  0.922
_exptl_absorpt_correction_T_min  0.643
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            'clear blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             800
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.6111
_exptl_crystal_size_mid          0.3456
_exptl_crystal_size_min          0.0741
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13098
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.089
_diffrn_reflns_theta_min         4.610
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -112.00  -13.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -77.0000 -150.0000 99

#__ type_ start__ end____ width___ exp.time_
  2 omega  -53.00   32.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   57.0000  -30.0000 85

#__ type_ start__ end____ width___ exp.time_
  3 omega   26.00   70.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3152  -57.0000  -30.0000 44

#__ type_ start__ end____ width___ exp.time_
  4 omega   22.00   86.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3152   57.0000  120.0000 64

#__ type_ start__ end____ width___ exp.time_
  5 omega   42.00   77.00   1.0000   26.0000
omega____ theta____ kappa____ phi______ frames
    -       43.3152  -99.0000 -150.0000 35

#__ type_ start__ end____ width___ exp.time_
  6 omega   56.00   89.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -30.0000  -90.0000 33

#__ type_ start__ end____ width___ exp.time_
  7 omega   34.00   60.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -95.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   58.00  137.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -77.0000  150.0000 79

#__ type_ start__ end____ width___ exp.time_
  9 omega   73.00  121.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087 -125.0000  150.0000 48

#__ type_ start__ end____ width___ exp.time_
 10 omega   49.00  102.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -95.0000   30.0000 53

#__ type_ start__ end____ width___ exp.time_
 11 omega   35.00   98.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -45.0000    0.0000 63

#__ type_ start__ end____ width___ exp.time_
 12 omega   83.00  109.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -95.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 13 omega   35.00   86.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -45.0000  120.0000 51

#__ type_ start__ end____ width___ exp.time_
 14 omega   98.00  178.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087   30.0000  120.0000 80

#__ type_ start__ end____ width___ exp.time_
 15 omega   57.00   82.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -30.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 16 omega   31.00   91.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -30.0000 -150.0000 60

#__ type_ start__ end____ width___ exp.time_
 17 omega   67.00  171.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087   15.0000 -120.0000 104

#__ type_ start__ end____ width___ exp.time_
 18 omega   49.00   98.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -45.0000   60.0000 49

#__ type_ start__ end____ width___ exp.time_
 19 omega   37.00  104.00   1.0000  104.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8087  -95.0000  -30.0000 67
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      0.0270408000
_diffrn_orient_matrix_UB_12      -0.0553134000
_diffrn_orient_matrix_UB_13      -0.0737476000
_diffrn_orient_matrix_UB_21      0.1075856000
_diffrn_orient_matrix_UB_22      -0.1081735000
_diffrn_orient_matrix_UB_23      0.0331291000
_diffrn_orient_matrix_UB_31      -0.1419135000
_diffrn_orient_matrix_UB_32      -0.0597447000
_diffrn_orient_matrix_UB_33      0.0143360000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6114
_reflns_number_total             7319
_reflns_odcompleteness_completeness 99.70
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.203
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.409
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     551
_refine_ls_number_reflns         7319
_refine_ls_number_restraints     362
_refine_ls_R_factor_all          0.1121
_refine_ls_R_factor_gt           0.1021
_refine_ls_restrained_S_all      1.436
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3062
_refine_ls_wR_factor_ref         0.3289
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C43-C42 \\sim C42A-C43A
 with sigma of 0.02
 C44-C43 \\sim C44A-C43A
 with sigma of 0.02
 C44-C45 \\sim C45A-C44A
 with sigma of 0.02
 C46-C45 \\sim C46A-C45A
 with sigma of 0.02
 C47-C46 \\sim C46A-C47A
 with sigma of 0.02
 C47A-C48A \\sim C48-C47
 with sigma of 0.02
 C1A-Cl1A \\sim C1A-Cl2A \\sim C1A-Cl3A \\sim C1B-Cl1B \\sim C1B-Cl2B \\sim
C1B-Cl3B
 with sigma of 0.02
 Cl1A-Cl2A \\sim Cl2A-Cl3A \\sim Cl3A-Cl1A \\sim Cl1B-Cl2B \\sim Cl2B-Cl3B
\\sim Cl3B-Cl1B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C41 \\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim
C42A \\sim C43A \\sim C44A \\sim C45A \\sim C46A \\sim C47A \\sim C48A \\sim
C1A \\sim Cl1A \\sim Cl2A \\sim Cl3A \\sim C1B \\sim Cl2B \\sim Cl3B \\sim
Cl1B: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C42, C43, C44, C45, C46, C47, C48, C42A, C43A, C44A, C45A, C46A, C47A, C48A,
 C1A, Cl1A, Cl2A, Cl3A, C1B, Cl2B, Cl3B, Cl1B, C41
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C42, C43, C44, C45, C46, C47, C48} sigma for 1-2: 0.02, 1-3: 0.04
as
{C42A, C43A, C44A, C45A, C46A, C47A, C48A}
6. Others
 Sof(H41C)=Sof(H41D)=Sof(C42A)=Sof(H42C)=Sof(H42D)=Sof(C43A)=Sof(H43C)=
 Sof(H43D)=Sof(C44A)=Sof(H44C)=Sof(H44D)=Sof(C45A)=Sof(H45C)=Sof(H45D)=
 Sof(C46A)=Sof(H46C)=Sof(H46D)=Sof(C47A)=Sof(H47C)=Sof(H47D)=Sof(C48A)=
 Sof(H48D)=Sof(H48E)=Sof(H48F)=Sof(C1B)=Sof(H1B)=Sof(Cl2B)=Sof(Cl3B)=Sof(Cl1B)=
 1-FVAR(1)
 Sof(H41A)=Sof(H41B)=Sof(C42)=Sof(H42A)=Sof(H42B)=Sof(C43)=Sof(H43A)=Sof(H43B)=
 Sof(C44)=Sof(H44A)=Sof(H44B)=Sof(C45)=Sof(H45A)=Sof(H45B)=Sof(C46)=Sof(H46A)=
 Sof(H46B)=Sof(C47)=Sof(H47A)=Sof(H47B)=Sof(C48)=Sof(H48A)=Sof(H48B)=Sof(H48C)=
 Sof(C1A)=Sof(H1A)=Sof(Cl1A)=Sof(Cl2A)=Sof(Cl3A)=FVAR(1)
7.a Ternary CH refined with riding coordinates:
 C1A(H1A), C1B(H1B)
7.b Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C41(H41C,H41D), C42(H42A,H42B), C43(H43A,H43B), C44(H44A,
 H44B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B), C42A(H42C,H42D),
 C43A(H43C,H43D), C44A(H44C,H44D), C45A(H45C,H45D), C46A(H46C,H46D), C47A(H47C,
 H47D)
7.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C22(H22), C23(H23), C25(H25), C26(H26),
 C29(H29), C30(H30), C31(H31), C32(H32), C36(H36), C37(H37), C38(H38), C39(H39)
7.d Idealised Me refined as rotating group:
 C48(H48A,H48B,H48C), C48A(H48D,H48E,H48F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C1 C 0.3193(3) 0.1284(2) 0.06463(16) 0.0247(6) Uani 1 1 d . . . . .
C2 C 0.4188(3) 0.0531(3) 0.10884(17) 0.0286(6) Uani 1 1 d . . . . .
H2 H 0.5251 0.0606 0.1110 0.034 Uiso 1 1 calc R . . . .
C3 C 0.3640(3) -0.0343(3) 0.15052(17) 0.0277(6) Uani 1 1 d . . . . .
H3 H 0.4330 -0.0851 0.1811 0.033 Uiso 1 1 calc R . . . .
C4 C 0.2103(3) -0.0469(2) 0.14734(16) 0.0251(6) Uani 1 1 d . . . . .
C5 C -0.0512(3) 0.0188(2) 0.09865(16) 0.0247(6) Uani 1 1 d . . . . .
C6 C -0.1502(3) 0.0948(3) 0.05529(16) 0.0267(6) Uani 1 1 d . . . . .
H6 H -0.2557 0.0858 0.0519 0.032 Uiso 1 1 calc R . . . .
C7 C -0.0966(3) 0.1856(2) 0.01592(16) 0.0253(6) Uani 1 1 d . . . . .
H7 H -0.1663 0.2384 -0.0134 0.030 Uiso 1 1 calc R . . . .
C8 C 0.0560(3) 0.1981(2) 0.01975(15) 0.0228(6) Uani 1 1 d . . . . .
C9 C 0.1613(3) 0.1197(2) 0.06268(15) 0.0230(6) Uani 1 1 d . . . . .
C10 C 0.1063(3) 0.0309(2) 0.10356(15) 0.0231(6) Uani 1 1 d . . . . .
C14 C 0.1120(3) 0.2924(2) -0.02361(16) 0.0245(6) Uani 1 1 d . . . . .
C16 C 0.3808(3) 0.2180(2) 0.01908(16) 0.0260(6) Uani 1 1 d . . . . .
C17 C 0.1538(3) -0.1412(3) 0.18988(16) 0.0273(6) Uani 1 1 d . . . . .
C19 C -0.1077(3) -0.0782(3) 0.13847(17) 0.0283(6) Uani 1 1 d . . . . .
C21 C 0.3307(3) 0.3813(2) -0.06682(16) 0.0257(6) Uani 1 1 d . . . . .
C22 C 0.2955(3) 0.4991(3) -0.05083(16) 0.0273(6) Uani 1 1 d . . . . .
H22 H 0.2349 0.5244 -0.0092 0.033 Uiso 1 1 calc R . . . .
C23 C 0.3509(3) 0.5798(2) -0.09722(16) 0.0276(6) Uani 1 1 d . . . . .
H23 H 0.3273 0.6612 -0.0874 0.033 Uiso 1 1 calc R . . . .
C24 C 0.4406(3) 0.5420(3) -0.15772(17) 0.0292(6) Uani 1 1 d . . . . .
C25 C 0.4786(4) 0.4230(3) -0.17161(19) 0.0372(7) Uani 1 1 d . . . . .
H25 H 0.5429 0.3968 -0.2120 0.045 Uiso 1 1 calc R . . . .
C26 C 0.4220(4) 0.3427(3) -0.12616(18) 0.0345(7) Uani 1 1 d . . . . .
H26 H 0.4460 0.2613 -0.1358 0.041 Uiso 1 1 calc R . . . .
C28 C 0.4033(3) 0.6640(3) -0.26666(17) 0.0315(6) Uani 1 1 d . . . . .
C29 C 0.2936(4) 0.6001(3) -0.2894(2) 0.0401(8) Uani 1 1 d . . . . .
H29 H 0.2791 0.5306 -0.2637 0.048 Uiso 1 1 calc R . . . .
C30 C 0.2073(5) 0.6376(4) -0.3484(2) 0.0499(9) Uani 1 1 d . . . . .
H30 H 0.1329 0.5939 -0.3629 0.060 Uiso 1 1 calc R . . . .
C31 C 0.2267(5) 0.7379(4) -0.3872(2) 0.0530(10) Uani 1 1 d . . . . .
H31 H 0.1657 0.7630 -0.4277 0.064 Uiso 1 1 calc R . . . .
C32 C 0.3366(5) 0.8021(4) -0.3662(2) 0.0492(9) Uani 1 1 d . . . . .
H32 H 0.3529 0.8700 -0.3931 0.059 Uiso 1 1 calc R . . . .
C33 C 0.4217(4) 0.7655(3) -0.30564(19) 0.0372(7) Uani 1 1 d . . . . .
C35 C 0.6869(4) 0.7490(3) -0.23530(17) 0.0319(6) Uani 1 1 d . . . . .
C36 C 0.8387(4) 0.7685(3) -0.23387(18) 0.0347(7) Uani 1 1 d . . . . .
H36 H 0.8668 0.8335 -0.2599 0.042 Uiso 1 1 calc R . . . .
C37 C 0.9495(4) 0.6932(3) -0.19447(19) 0.0357(7) Uani 1 1 d . . . . .
H37 H 1.0530 0.7074 -0.1925 0.043 Uiso 1 1 calc R . . . .
C38 C 0.9077(4) 0.5975(3) -0.15805(19) 0.0358(7) Uani 1 1 d . . . . .
H38 H 0.9827 0.5464 -0.1304 0.043 Uiso 1 1 calc R . . . .
C39 C 0.7572(4) 0.5750(3) -0.16150(18) 0.0324(7) Uani 1 1 d . . . . .
H39 H 0.7313 0.5077 -0.1371 0.039 Uiso 1 1 calc R . . . .
C40 C 0.6445(3) 0.6499(3) -0.20022(16) 0.0288(6) Uani 1 1 d . . . . .
C41 C -0.0613(4) -0.2455(3) 0.22365(19) 0.0360(7) Uani 1 1 d . U . . .
H41A H 0.0282 -0.3059 0.2394 0.043 Uiso 0.709(3) 1 calc R . P A 1
H41B H -0.1253 -0.2834 0.1928 0.043 Uiso 0.709(3) 1 calc R . P A 1
H41C H 0.0174 -0.3192 0.2217 0.043 Uiso 0.291(3) 1 calc R . P A 2
H41D H -0.1581 -0.2594 0.2024 0.043 Uiso 0.291(3) 1 calc R . P A 2
N13 N 0.2717(3) 0.2960(2) -0.02071(13) 0.0240(5) Uani 1 1 d . . . . .
N18 N -0.0023(3) -0.1514(2) 0.18219(15) 0.0289(6) Uani 1 1 d . . . . .
N27 N 0.4897(3) 0.6300(2) -0.20479(14) 0.0299(6) Uani 1 1 d . . . . .
O11 O 0.5181(2) 0.2235(2) 0.01497(13) 0.0336(5) Uani 1 1 d . . . . .
O15 O 0.0264(2) 0.36270(18) -0.06047(12) 0.0308(5) Uani 1 1 d . . . . .
O16 O 0.2384(3) -0.2092(2) 0.22885(13) 0.0372(6) Uani 1 1 d . . . . .
O20 O -0.2405(2) -0.0956(2) 0.13287(14) 0.0362(6) Uani 1 1 d . . . . .
S34 S 0.54313(10) 0.85661(7) -0.27541(5) 0.0420(3) Uani 1 1 d . . . . .
C42 C -0.1575(7) -0.1991(5) 0.2871(3) 0.0374(11) Uani 0.709(3) 1 d D U P A 1
H42A H -0.2387 -0.1314 0.2722 0.045 Uiso 0.709(3) 1 calc R . P A 1
H42B H -0.0902 -0.1712 0.3213 0.045 Uiso 0.709(3) 1 calc R . P A 1
C43 C -0.2359(7) -0.2941(5) 0.3235(3) 0.0494(12) Uani 0.709(3) 1 d D U P A 1
H43A H -0.3023 -0.3215 0.2887 0.059 Uiso 0.709(3) 1 calc R . P A 1
H43B H -0.1537 -0.3619 0.3372 0.059 Uiso 0.709(3) 1 calc R . P A 1
C44 C -0.3362(8) -0.2545(6) 0.3895(3) 0.0565(13) Uani 0.709(3) 1 d D U P A 1
H44A H -0.3708 -0.3239 0.4125 0.068 Uiso 0.709(3) 1 calc R . P A 1
H44B H -0.2703 -0.2249 0.4237 0.068 Uiso 0.709(3) 1 calc R . P A 1
C45 C -0.4759(9) -0.1623(6) 0.3765(4) 0.0673(17) Uani 0.709(3) 1 d D U P A 1
H45A H -0.5482 -0.1914 0.3453 0.081 Uiso 0.709(3) 1 calc R . P A 1
H45B H -0.4451 -0.0918 0.3531 0.081 Uiso 0.709(3) 1 calc R . P A 1
C46 C -0.5576(13) -0.1311(11) 0.4521(6) 0.093(2) Uani 0.709(3) 1 d D U P A 1
H46A H -0.5952 -0.2004 0.4733 0.112 Uiso 0.709(3) 1 calc R . P A 1
H46B H -0.4810 -0.1099 0.4843 0.112 Uiso 0.709(3) 1 calc R . P A 1
C47 C -0.6984(12) -0.0260(10) 0.4437(6) 0.098(2) Uani 0.709(3) 1 d D U P A 1
H47A H -0.7562 -0.0126 0.4899 0.118 Uiso 0.709(3) 1 calc R . P A 1
H47B H -0.6590 0.0463 0.4293 0.118 Uiso 0.709(3) 1 calc R . P A 1
C48 C -0.7956(15) -0.0490(12) 0.3941(6) 0.107(3) Uani 0.709(3) 1 d D U P A 1
H48A H -0.7456 -0.0454 0.3466 0.160 Uiso 0.709(3) 1 calc GR . P A 1
H48B H -0.8931 0.0093 0.3961 0.160 Uiso 0.709(3) 1 calc GR . P A 1
H48C H -0.8186 -0.1277 0.4035 0.160 Uiso 0.709(3) 1 calc GR . P A 1
C42A C -0.098(2) -0.2087(13) 0.3075(8) 0.046(2) Uani 0.291(3) 1 d D U P A 2
H42C H -0.0028 -0.1901 0.3276 0.056 Uiso 0.291(3) 1 calc R . P A 2
H42D H -0.1808 -0.1370 0.3094 0.056 Uiso 0.291(3) 1 calc R . P A 2
C43A C -0.151(2) -0.3063(13) 0.3530(7) 0.055(2) Uani 0.291(3) 1 d D U P A 2
H43C H -0.0776 -0.3811 0.3442 0.065 Uiso 0.291(3) 1 calc R . P A 2
H43D H -0.2555 -0.3154 0.3376 0.065 Uiso 0.291(3) 1 calc R . P A 2
C44A C -0.161(2) -0.2847(15) 0.4335(7) 0.065(3) Uani 0.291(3) 1 d D U P A 2
H44C H -0.0633 -0.2605 0.4472 0.078 Uiso 0.291(3) 1 calc R . P A 2
H44D H -0.2488 -0.2192 0.4436 0.078 Uiso 0.291(3) 1 calc R . P A 2
C45A C -0.183(3) -0.3902(16) 0.4781(8) 0.073(3) Uani 0.291(3) 1 d D U P A 2
H45C H -0.0970 -0.4568 0.4668 0.087 Uiso 0.291(3) 1 calc R . P A 2
H45D H -0.2825 -0.4125 0.4661 0.087 Uiso 0.291(3) 1 calc R . P A 2
C46A C -0.185(3) -0.3673(19) 0.5584(9) 0.080(4) Uani 0.291(3) 1 d D U P A 2
H46C H -0.2643 -0.2965 0.5696 0.095 Uiso 0.291(3) 1 calc R . P A 2
H46D H -0.0816 -0.3535 0.5720 0.095 Uiso 0.291(3) 1 calc R . P A 2
C47A C -0.225(3) -0.476(2) 0.6008(10) 0.084(3) Uani 0.291(3) 1 d D U P A 2
H47C H -0.3373 -0.4716 0.5923 0.100 Uiso 0.291(3) 1 calc R . P A 2
H47D H -0.1694 -0.5434 0.5733 0.100 Uiso 0.291(3) 1 calc R . P A 2
C48A C -0.210(3) -0.513(2) 0.6664(9) 0.075(4) Uani 0.291(3) 1 d D U P A 2
H48D H -0.1869 -0.5996 0.6683 0.112 Uiso 0.291(3) 1 calc GR . P A 2
H48E H -0.3080 -0.4856 0.6934 0.112 Uiso 0.291(3) 1 calc GR . P A 2
H48F H -0.1249 -0.4837 0.6873 0.112 Uiso 0.291(3) 1 calc GR . P A 2
C1A C -0.3339(10) -0.4744(7) 0.5908(3) 0.0704(17) Uani 0.709(3) 1 d D U P A 1
H1A H -0.4477 -0.4398 0.5969 0.084 Uiso 0.709(3) 1 calc R . P A 1
Cl1A Cl -0.2269(3) -0.3617(2) 0.59382(15) 0.0875(7) Uani 0.709(3) 1 d D U P A 1
Cl2A Cl -0.3017(4) -0.54059(19) 0.50741(10) 0.0971(9) Uani 0.709(3) 1 d D U P A
1
Cl3A Cl -0.2822(3) -0.5817(2) 0.65770(10) 0.0866(8) Uani 0.709(3) 1 d D U P A 1
C1B C -0.812(2) -0.059(2) 0.4425(11) 0.130(5) Uiso 0.291(3) 1 d D U P A 2
H1B H -0.8566 -0.1234 0.4666 0.156 Uiso 0.291(3) 1 calc R . P A 2
Cl2B Cl -0.8429(16) 0.0632(12) 0.4977(7) 0.179(4) Uiso 0.291(3) 1 d D U P A 2
Cl3B Cl -0.9087(17) -0.0150(15) 0.3639(7) 0.195(5) Uiso 0.291(3) 1 d D U P A 2
Cl1B Cl -0.6096(13) -0.1086(11) 0.4250(7) 0.144(3) Uiso 0.291(3) 1 d D U P A 2


_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
C1 C2 1.383(4) . ?
C1 C9 1.402(4) . ?
C1 C16 1.486(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.402(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(4) . ?
C4 C10 1.413(4) . ?
C4 C17 1.479(4) . ?
C5 C6 1.375(4) . ?
C5 C10 1.414(4) . ?
C5 C19 1.479(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.406(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.371(4) . ?
C8 C9 1.414(4) . ?
C8 C14 1.484(3) . ?
C9 C10 1.408(4) . ?
C14 N13 1.404(3) . ?
C14 O15 1.210(4) . ?
C16 N13 1.398(4) . ?
C16 O11 1.210(4) . ?
C17 N18 1.402(4) . ?
C17 O16 1.214(4) . ?
C19 N18 1.394(4) . ?
C19 O20 1.222(4) . ?
C21 C22 1.384(4) . ?
C21 C26 1.383(4) . ?
C21 N13 1.445(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.396(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.391(4) . ?
C24 C25 1.389(4) . ?
C24 N27 1.440(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.386(4) . ?
C26 H26 0.9500 . ?
C28 C29 1.405(5) . ?
C28 C33 1.395(4) . ?
C28 N27 1.411(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.374(6) . ?
C30 H30 0.9500 . ?
C30 C31 1.382(6) . ?
C31 H31 0.9500 . ?
C31 C32 1.398(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.390(5) . ?
C33 S34 1.756(4) . ?
C35 C36 1.386(5) . ?
C35 C40 1.407(4) . ?
C35 S34 1.759(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.387(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.383(5) . ?
C38 H38 0.9500 . ?
C38 C39 1.390(5) . ?
C39 H39 0.9500 . ?
C39 C40 1.388(4) . ?
C40 N27 1.419(4) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 H41C 0.9900 . ?
C41 H41D 0.9900 . ?
C41 N18 1.477(4) . ?
C41 C42 1.487(6) . ?
C41 C42A 1.653(16) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 C43 1.532(6) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.523(8) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C44 C45 1.481(10) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.587(11) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C46 C47 1.563(15) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.351(16) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C42A H42C 0.9900 . ?
C42A H42D 0.9900 . ?
C42A C43A 1.523(14) . ?
C43A H43C 0.9900 . ?
C43A H43D 0.9900 . ?
C43A C44A 1.540(16) . ?
C44A H44C 0.9900 . ?
C44A H44D 0.9900 . ?
C44A C45A 1.494(16) . ?
C45A H45C 0.9900 . ?
C45A H45D 0.9900 . ?
C45A C46A 1.542(19) . ?
C46A H46C 0.9900 . ?
C46A H46D 0.9900 . ?
C46A C47A 1.55(2) . ?
C47A H47C 0.9900 . ?
C47A H47D 0.9900 . ?
C47A C48A 1.294(19) . ?
C48A H48D 0.9800 . ?
C48A H48E 0.9800 . ?
C48A H48F 0.9800 . ?
C1A H1A 1.0000 . ?
C1A Cl1A 1.749(8) . ?
C1A Cl2A 1.760(7) . ?
C1A Cl3A 1.743(7) . ?
C1B H1B 1.0000 . ?
C1B Cl2B 1.758(15) . ?
C1B Cl3B 1.740(15) . ?
C1B Cl1B 1.767(15) . ?

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
C2 C1 C9 120.0(3) . . ?
C2 C1 C16 119.7(2) . . ?
C9 C1 C16 120.3(2) . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.5(2) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.3(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C10 120.0(3) . . ?
C3 C4 C17 120.2(3) . . ?
C10 C4 C17 119.9(2) . . ?
C6 C5 C10 120.1(2) . . ?
C6 C5 C19 120.1(2) . . ?
C10 C5 C19 119.7(2) . . ?
C5 C6 H6 119.7 . . ?
C5 C6 C7 120.6(2) . . ?
C7 C6 H6 119.7 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.1(2) . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C9 120.6(2) . . ?
C7 C8 C14 119.5(2) . . ?
C9 C8 C14 119.9(2) . . ?
C1 C9 C8 121.1(2) . . ?
C1 C9 C10 119.7(3) . . ?
C10 C9 C8 119.2(2) . . ?
C4 C10 C5 121.0(2) . . ?
C9 C10 C4 119.5(2) . . ?
C9 C10 C5 119.4(2) . . ?
N13 C14 C8 116.7(2) . . ?
O15 C14 C8 122.6(2) . . ?
O15 C14 N13 120.7(2) . . ?
N13 C16 C1 116.6(2) . . ?
O11 C16 C1 122.8(3) . . ?
O11 C16 N13 120.7(3) . . ?
N18 C17 C4 117.1(2) . . ?
O16 C17 C4 122.2(3) . . ?
O16 C17 N18 120.7(3) . . ?
N18 C19 C5 117.4(2) . . ?
O20 C19 C5 121.9(3) . . ?
O20 C19 N18 120.7(3) . . ?
C22 C21 N13 119.8(3) . . ?
C26 C21 C22 121.5(3) . . ?
C26 C21 N13 118.8(3) . . ?
C21 C22 H22 120.8 . . ?
C21 C22 C23 118.5(3) . . ?
C23 C22 H22 120.8 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(3) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 N27 117.8(3) . . ?
C25 C24 C23 120.1(3) . . ?
C25 C24 N27 122.1(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.6(3) . . ?
C26 C25 H25 120.2 . . ?
C21 C26 C25 119.8(3) . . ?
C21 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C29 C28 N27 121.7(3) . . ?
C33 C28 C29 118.3(3) . . ?
C33 C28 N27 120.1(3) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.4(3) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 119.4 . . ?
C29 C30 C31 121.2(4) . . ?
C31 C30 H30 119.4 . . ?
C30 C31 H31 120.2 . . ?
C30 C31 C32 119.6(4) . . ?
C32 C31 H31 120.2 . . ?
C31 C32 H32 120.4 . . ?
C33 C32 C31 119.3(4) . . ?
C33 C32 H32 120.4 . . ?
C28 C33 S34 120.4(3) . . ?
C32 C33 C28 121.4(3) . . ?
C32 C33 S34 118.1(3) . . ?
C36 C35 C40 121.0(3) . . ?
C36 C35 S34 118.9(2) . . ?
C40 C35 S34 119.9(2) . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.1(3) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 120.4 . . ?
C38 C37 C36 119.3(3) . . ?
C38 C37 H37 120.4 . . ?
C37 C38 H38 119.6 . . ?
C37 C38 C39 120.8(3) . . ?
C39 C38 H38 119.6 . . ?
C38 C39 H39 119.7 . . ?
C40 C39 C38 120.7(3) . . ?
C40 C39 H39 119.7 . . ?
C35 C40 N27 119.7(3) . . ?
C39 C40 C35 118.0(3) . . ?
C39 C40 N27 122.3(3) . . ?
H41A C41 H41B 107.9 . . ?
H41C C41 H41D 108.1 . . ?
N18 C41 H41A 109.3 . . ?
N18 C41 H41B 109.3 . . ?
N18 C41 H41C 109.5 . . ?
N18 C41 H41D 109.5 . . ?
N18 C41 C42 111.7(3) . . ?
N18 C41 C42A 110.6(5) . . ?
C42 C41 H41A 109.3 . . ?
C42 C41 H41B 109.3 . . ?
C42A C41 H41C 109.5 . . ?
C42A C41 H41D 109.5 . . ?
C14 N13 C21 117.4(2) . . ?
C16 N13 C14 125.3(2) . . ?
C16 N13 C21 117.1(2) . . ?
C17 N18 C41 118.2(3) . . ?
C19 N18 C17 124.8(2) . . ?
C19 N18 C41 117.0(2) . . ?
C28 N27 C24 117.5(2) . . ?
C28 N27 C40 120.9(2) . . ?
C40 N27 C24 118.4(2) . . ?
C33 S34 C35 99.29(15) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 C43 110.9(4) . . ?
H42A C42 H42B 108.0 . . ?
C43 C42 H42A 109.5 . . ?
C43 C42 H42B 109.5 . . ?
C42 C43 H43A 108.6 . . ?
C42 C43 H43B 108.6 . . ?
H43A C43 H43B 107.6 . . ?
C44 C43 C42 114.6(5) . . ?
C44 C43 H43A 108.6 . . ?
C44 C43 H43B 108.6 . . ?
C43 C44 H44A 108.5 . . ?
C43 C44 H44B 108.5 . . ?
H44A C44 H44B 107.5 . . ?
C45 C44 C43 115.3(5) . . ?
C45 C44 H44A 108.5 . . ?
C45 C44 H44B 108.5 . . ?
C44 C45 H45A 110.4 . . ?
C44 C45 H45B 110.4 . . ?
C44 C45 C46 106.6(7) . . ?
H45A C45 H45B 108.6 . . ?
C46 C45 H45A 110.4 . . ?
C46 C45 H45B 110.4 . . ?
C45 C46 H46A 109.7 . . ?
C45 C46 H46B 109.7 . . ?
H46A C46 H46B 108.2 . . ?
C47 C46 C45 109.8(9) . . ?
C47 C46 H46A 109.7 . . ?
C47 C46 H46B 109.7 . . ?
C46 C47 H47A 109.6 . . ?
C46 C47 H47B 109.6 . . ?
H47A C47 H47B 108.1 . . ?
C48 C47 C46 110.3(11) . . ?
C48 C47 H47A 109.6 . . ?
C48 C47 H47B 109.6 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C41 C42A H42C 109.2 . . ?
C41 C42A H42D 109.2 . . ?
H42C C42A H42D 107.9 . . ?
C43A C42A C41 112.1(11) . . ?
C43A C42A H42C 109.2 . . ?
C43A C42A H42D 109.2 . . ?
C42A C43A H43C 108.8 . . ?
C42A C43A H43D 108.8 . . ?
C42A C43A C44A 113.9(12) . . ?
H43C C43A H43D 107.7 . . ?
C44A C43A H43C 108.8 . . ?
C44A C43A H43D 108.8 . . ?
C43A C44A H44C 108.9 . . ?
C43A C44A H44D 108.9 . . ?
H44C C44A H44D 107.7 . . ?
C45A C44A C43A 113.2(13) . . ?
C45A C44A H44C 108.9 . . ?
C45A C44A H44D 108.9 . . ?
C44A C45A H45C 109.2 . . ?
C44A C45A H45D 109.2 . . ?
C44A C45A C46A 112.0(14) . . ?
H45C C45A H45D 107.9 . . ?
C46A C45A H45C 109.2 . . ?
C46A C45A H45D 109.2 . . ?
C45A C46A H46C 109.9 . . ?
C45A C46A H46D 109.9 . . ?
C45A C46A C47A 108.8(15) . . ?
H46C C46A H46D 108.3 . . ?
C47A C46A H46C 109.9 . . ?
C47A C46A H46D 109.9 . . ?
C46A C47A H47C 103.7 . . ?
C46A C47A H47D 103.7 . . ?
H47C C47A H47D 105.3 . . ?
C48A C47A C46A 134(2) . . ?
C48A C47A H47C 103.7 . . ?
C48A C47A H47D 103.7 . . ?
C47A C48A H48D 109.5 . . ?
C47A C48A H48E 109.5 . . ?
C47A C48A H48F 109.5 . . ?
H48D C48A H48E 109.5 . . ?
H48D C48A H48F 109.5 . . ?
H48E C48A H48F 109.5 . . ?
Cl1A C1A H1A 108.8 . . ?
Cl1A C1A Cl2A 109.7(4) . . ?
Cl2A C1A H1A 108.8 . . ?
Cl3A C1A H1A 108.8 . . ?
Cl3A C1A Cl1A 111.9(4) . . ?
Cl3A C1A Cl2A 108.9(4) . . ?
Cl2B C1B H1B 109.2 . . ?
Cl2B C1B Cl1B 110.8(12) . . ?
Cl3B C1B H1B 109.2 . . ?
Cl3B C1B Cl2B 107.5(12) . . ?
Cl3B C1B Cl1B 110.9(13) . . ?
Cl1B C1B H1B 109.2 . . ?

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
C1 C2 C3 C4 0.6(5) . . . . ?
C1 C9 C10 C4 1.4(4) . . . . ?
C1 C9 C10 C5 -176.8(3) . . . . ?
C1 C16 N13 C14 -3.4(4) . . . . ?
C1 C16 N13 C21 -178.2(2) . . . . ?
C2 C1 C9 C8 177.9(3) . . . . ?
C2 C1 C9 C10 -2.7(5) . . . . ?
C2 C1 C16 N13 -175.9(3) . . . . ?
C2 C1 C16 O11 5.2(5) . . . . ?
C2 C3 C4 C10 -1.9(5) . . . . ?
C2 C3 C4 C17 178.3(3) . . . . ?
C3 C4 C10 C5 179.1(3) . . . . ?
C3 C4 C10 C9 0.9(4) . . . . ?
C3 C4 C17 N18 -177.9(3) . . . . ?
C3 C4 C17 O16 0.6(5) . . . . ?
C4 C17 N18 C19 -1.1(5) . . . . ?
C4 C17 N18 C41 179.5(3) . . . . ?
C5 C6 C7 C8 0.9(5) . . . . ?
C5 C19 N18 C17 -1.5(5) . . . . ?
C5 C19 N18 C41 177.9(3) . . . . ?
C6 C5 C10 C4 -179.5(3) . . . . ?
C6 C5 C10 C9 -1.2(4) . . . . ?
C6 C5 C19 N18 -179.2(3) . . . . ?
C6 C5 C19 O20 1.9(5) . . . . ?
C6 C7 C8 C9 0.5(5) . . . . ?
C6 C7 C8 C14 178.4(3) . . . . ?
C7 C8 C9 C1 177.2(3) . . . . ?
C7 C8 C9 C10 -2.2(4) . . . . ?
C7 C8 C14 N13 -176.2(3) . . . . ?
C7 C8 C14 O15 3.1(4) . . . . ?
C8 C9 C10 C4 -179.2(3) . . . . ?
C8 C9 C10 C5 2.6(4) . . . . ?
C8 C14 N13 C16 0.4(4) . . . . ?
C8 C14 N13 C21 175.3(2) . . . . ?
C9 C1 C2 C3 1.7(5) . . . . ?
C9 C1 C16 N13 4.3(4) . . . . ?
C9 C1 C16 O11 -174.5(3) . . . . ?
C9 C8 C14 N13 1.7(4) . . . . ?
C9 C8 C14 O15 -179.0(3) . . . . ?
C10 C4 C17 N18 2.4(4) . . . . ?
C10 C4 C17 O16 -179.1(3) . . . . ?
C10 C5 C6 C7 -0.5(5) . . . . ?
C10 C5 C19 N18 2.8(4) . . . . ?
C10 C5 C19 O20 -176.1(3) . . . . ?
C14 C8 C9 C1 -0.7(4) . . . . ?
C14 C8 C9 C10 179.9(2) . . . . ?
C16 C1 C2 C3 -178.0(3) . . . . ?
C16 C1 C9 C8 -2.4(4) . . . . ?
C16 C1 C9 C10 177.0(3) . . . . ?
C17 C4 C10 C5 -1.1(4) . . . . ?
C17 C4 C10 C9 -179.4(3) . . . . ?
C19 C5 C6 C7 -178.5(3) . . . . ?
C19 C5 C10 C4 -1.5(4) . . . . ?
C19 C5 C10 C9 176.8(2) . . . . ?
C21 C22 C23 C24 -0.5(4) . . . . ?
C22 C21 C26 C25 -0.9(5) . . . . ?
C22 C21 N13 C14 73.9(4) . . . . ?
C22 C21 N13 C16 -110.9(3) . . . . ?
C22 C23 C24 C25 -1.4(5) . . . . ?
C22 C23 C24 N27 177.9(3) . . . . ?
C23 C24 C25 C26 2.2(5) . . . . ?
C23 C24 N27 C28 -99.7(3) . . . . ?
C23 C24 N27 C40 100.2(3) . . . . ?
C24 C25 C26 C21 -1.1(5) . . . . ?
C25 C24 N27 C28 79.6(4) . . . . ?
C25 C24 N27 C40 -80.6(4) . . . . ?
C26 C21 C22 C23 1.7(4) . . . . ?
C26 C21 N13 C14 -106.3(3) . . . . ?
C26 C21 N13 C16 68.9(4) . . . . ?
C28 C29 C30 C31 0.5(6) . . . . ?
C28 C33 S34 C35 33.8(3) . . . . ?
C29 C28 C33 C32 -1.2(5) . . . . ?
C29 C28 C33 S34 174.0(3) . . . . ?
C29 C28 N27 C24 -12.1(4) . . . . ?
C29 C28 N27 C40 147.5(3) . . . . ?
C29 C30 C31 C32 0.3(7) . . . . ?
C30 C31 C32 C33 -1.6(7) . . . . ?
C31 C32 C33 C28 2.1(6) . . . . ?
C31 C32 C33 S34 -173.3(3) . . . . ?
C32 C33 S34 C35 -150.8(3) . . . . ?
C33 C28 C29 C30 -0.1(5) . . . . ?
C33 C28 N27 C24 165.7(3) . . . . ?
C33 C28 N27 C40 -34.7(4) . . . . ?
C35 C36 C37 C38 1.4(5) . . . . ?
C35 C40 N27 C24 -168.1(3) . . . . ?
C35 C40 N27 C28 32.5(4) . . . . ?
C36 C35 C40 C39 2.8(5) . . . . ?
C36 C35 C40 N27 -177.7(3) . . . . ?
C36 C35 S34 C33 149.7(3) . . . . ?
C36 C37 C38 C39 1.0(5) . . . . ?
C37 C38 C39 C40 -1.6(5) . . . . ?
C38 C39 C40 C35 -0.4(5) . . . . ?
C38 C39 C40 N27 -179.8(3) . . . . ?
C39 C40 N27 C24 11.4(5) . . . . ?
C39 C40 N27 C28 -148.0(3) . . . . ?
C40 C35 C36 C37 -3.4(5) . . . . ?
C40 C35 S34 C33 -35.5(3) . . . . ?
C41 C42 C43 C44 179.6(5) . . . . ?
C41 C42A C43A C44A 170.4(14) . . . . ?
N13 C21 C22 C23 -178.5(2) . . . . ?
N13 C21 C26 C25 179.3(3) . . . . ?
N18 C41 C42 C43 172.3(4) . . . . ?
N18 C41 C42A C43A -176.9(11) . . . . ?
N27 C24 C25 C26 -177.0(3) . . . . ?
N27 C28 C29 C30 177.7(3) . . . . ?
N27 C28 C33 C32 -179.1(3) . . . . ?
N27 C28 C33 S34 -3.8(4) . . . . ?
O11 C16 N13 C14 175.5(3) . . . . ?
O11 C16 N13 C21 0.6(4) . . . . ?
O15 C14 N13 C16 -178.9(3) . . . . ?
O15 C14 N13 C21 -4.0(4) . . . . ?
O16 C17 N18 C19 -179.5(3) . . . . ?
O16 C17 N18 C41 1.0(5) . . . . ?
O20 C19 N18 C17 177.4(3) . . . . ?
O20 C19 N18 C41 -3.2(5) . . . . ?
S34 C35 C36 C37 171.3(3) . . . . ?
S34 C35 C40 C39 -171.8(2) . . . . ?
S34 C35 C40 N27 7.7(4) . . . . ?
C42 C41 N18 C17 102.0(4) . . . . ?
C42 C41 N18 C19 -77.5(4) . . . . ?
C42 C43 C44 C45 65.1(8) . . . . ?
C43 C44 C45 C46 -177.6(7) . . . . ?
C44 C45 C46 C47 174.9(9) . . . . ?
C45 C46 C47 C48 53.0(12) . . . . ?
C42A C41 N18 C17 77.3(8) . . . . ?
C42A C41 N18 C19 -102.1(8) . . . . ?
C42A C43A C44A C45A -169.0(16) . . . . ?
C43A C44A C45A C46A 177.7(18) . . . . ?
C44A C45A C46A C47A 174.4(19) . . . . ?
C45A C46A C47A C48A 163(3) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
-4 3 1 0.1364 -3.9913 2.9864 1.0245 -0.3487 -0.7185 0.4027
4 -4 -1 0.1669 3.9884 -3.9854 -1.0316 0.4044 0.8260 -0.3427
2 7 -1 0.2910 2.0209 7.0010 -0.9520 -0.2624 -0.5714 -0.7187
6 2 -2 0.2701 6.0064 2.0165 -1.9907 0.1977 0.3621 -1.0014
-1 -7 1 0.2925 -1.0211 -6.9995 0.9512 0.2894 0.6788 0.5767
-5 -4 2 0.2024 -5.0124 -4.0131 1.9757 -0.0593 -0.0397 0.9794
0 -1 -12 0.0444 0.0071 -0.9409 -12.0060 0.9377 -0.2952 -0.1169
0 1 12 0.0297 -0.0071 0.9409 12.0060 -0.9377 0.2952 0.1169

_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ntnmpc
_database_code_depnum_ccdc_archive 'CCDC 1500962'
_audit_update_record             
;
2016-08-25 deposited with the CCDC.
2017-11-06 downloaded from the CCDC.
;
_nottingham_internal_coll_name   NTNMPC
_nottingham_internal_coll_number 13971
_nottingham_internal_coll_client NP/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '1.0000, 4.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pcxnp7
_nottingham_internal_coll_date   17/11/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 17/11/2014
_nottingham_internal_process_user pcxnp7
_nottingham_internal_solution_date 17/11/2014
_nottingham_internal_solution_user pcxnp7
_nottingham_internal_refinement_date 5/11/2015
_nottingham_internal_refinement_user pcxnp7,
_nottingham_internal_self_archive_date 5/11/2015
_nottingham_internal_self_validation_date 5/11/2015
_nottingham_internal_self_validation_user pczcrp
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_nottingham_internal_archive_date ?
_refine_special_details          
;
O11 and S14 are disordered over two positions and their respective occupancies were fixed at a ratio of 0.75:0.25.
O14A and S11A are disordered over two positions and their respective occupancies were fixed at a ratio of 0.75:0.25.
;
_audit_creation_date             2015-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H26 N2 O3 S'
_chemical_formula_sum            'C24 H26 N2 O3 S'
_chemical_formula_weight         422.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H26 N2 O3 S1'
_chemical_oxdiff_usercomment     
'NTNMPC1 IN FOMBLIN FILM ON MICROMOUNT FOR NMP/NRC GVB352'
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'
N N 0.0311 0.0180 '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'
S S 0.3331 0.5567 '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                   9.1049(7)
_cell_length_b                   8.6592(7)
_cell_length_c                   13.7163(8)
_cell_angle_alpha                90
_cell_angle_beta                 100.773(7)
_cell_angle_gamma                90
_cell_volume                     1062.35(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1458
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      70.4970
_cell_measurement_theta_min      6.0520
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.582
_exptl_absorpt_correction_T_max  0.822
_exptl_absorpt_correction_T_min  0.695
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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            'clear light green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             448
_exptl_crystal_preparation       
;
'Synthesised by reaction of N,N'-(1-ethylpropyl)naphthalene-1,4,5,8-tetracarboxylic 
diimide with Lawesson's reagent in anhydrous toluene.'
;
_exptl_crystal_recrystallization_method 'Evapouration of acetonitrile.'
_exptl_crystal_size_max          0.4234
_exptl_crystal_size_mid          0.261
_exptl_crystal_size_min          0.1446
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3983
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.084
_diffrn_reflns_theta_min         4.944
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -49.00    1.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000  -60.0000 50

#__ type_ start__ end____ width___ exp.time_
  2 omega  -50.00   25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000 -120.0000 75

#__ type_ start__ end____ width___ exp.time_
  3 omega -115.00   -7.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -19.0000 -120.0000 108

#__ type_ start__ end____ width___ exp.time_
  4 omega   34.00   73.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000   90.0000 39

#__ type_ start__ end____ width___ exp.time_
  5 omega   44.00  121.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -61.0000  -30.0000 77

#__ type_ start__ end____ width___ exp.time_
  6 omega   70.00   96.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   36.00   94.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   79.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000  -90.0000 41

#__ type_ start__ end____ width___ exp.time_
  9 omega   29.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000 -150.0000 80

#__ type_ start__ end____ width___ exp.time_
 10 omega   93.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000    0.0000 81
;
_diffrn_measurement_device       'κ geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      0.1452148000
_diffrn_orient_matrix_UB_12      0.0760352000
_diffrn_orient_matrix_UB_13      -0.0185095000
_diffrn_orient_matrix_UB_21      -0.0905911000
_diffrn_orient_matrix_UB_22      0.1389223000
_diffrn_orient_matrix_UB_23      -0.0489523000
_diffrn_orient_matrix_UB_31      0.0188751000
_diffrn_orient_matrix_UB_32      0.0810338000
_diffrn_orient_matrix_UB_33      0.1016745000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus x-ray tube'
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1582
_reflns_number_total             2080
_reflns_odcompleteness_completeness 99.51
_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, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2080
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0715
_refine_ls_restrained_S_all      1.044
_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)+(0.1392P)²+0.2227P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2188
_refine_ls_wR_factor_ref         0.2373
_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. Others
 Fixed Sof: O11(0.75) S11A(0.25) O14A(0.75) S14(0.25)
3.a Ternary CH refined with riding coordinates:
 C15(H15)
3.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C18(H18A,H18B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7)
3.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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
C1 C 0.6827(3) -0.0032(3) 0.95808(17) 0.0693(7) Uani 1 1 d . . . . .
C2 C 0.7625(3) -0.0978(4) 1.0288(2) 0.0838(9) Uani 1 1 d . . . . .
H2 H 0.8636 -0.1214 1.0264 0.101 Uiso 1 1 calc R . . . .
C7 C 0.3027(3) 0.1600(4) 0.89525(19) 0.0728(7) Uani 1 1 d . . . . .
H7 H 0.2448 0.2245 0.8467 0.087 Uiso 1 1 calc R . . . .
C8 C 0.4488(2) 0.1295(3) 0.88976(15) 0.0602(6) Uani 1 1 d . . . . .
C9 C 0.5325(2) 0.0316(3) 0.96180(15) 0.0559(6) Uani 1 1 d . . . . .
C10 C 0.7515(3) 0.0633(5) 0.8777(2) 0.0891(10) Uani 1 1 d . . . . .
O11 O 0.8787(5) 0.0490(7) 0.8709(4) 0.1154(18) Uani 0.75 1 d . . P A 1
S11A S 0.9049(7) -0.0428(9) 0.8685(4) 0.1201(18) Uani 0.25 1 d . . P A 2
N12 N 0.6690(2) 0.1702(3) 0.81321(16) 0.0759(7) Uani 1 1 d . . . . .
C13 C 0.5177(3) 0.1993(3) 0.81068(17) 0.0695(7) Uani 1 1 d . . . . .
O14A O 0.4472(5) 0.2950(6) 0.7456(3) 0.0778(11) Uani 0.75 1 d . . P B 2
S14 S 0.3992(5) 0.2721(6) 0.7166(3) 0.0672(10) Uani 0.25 1 d . . P B 1
C15 C 0.7435(4) 0.2558(5) 0.7394(2) 0.0942(11) Uani 1 1 d . . . . .
H15 H 0.6670 0.3320 0.7072 0.113 Uiso 1 1 calc R . . . .
C16 C 0.7718(5) 0.1537(6) 0.6563(3) 0.1187(15) Uani 1 1 d . . . . .
H16A H 0.8237 0.2151 0.6121 0.142 Uiso 1 1 calc R . . . .
H16B H 0.8402 0.0696 0.6849 0.142 Uiso 1 1 calc R . . . .
C17 C 0.6370(6) 0.0842(5) 0.5959(3) 0.1186(14) Uani 1 1 d . . . . .
H17A H 0.6663 0.0164 0.5455 0.178 Uiso 1 1 calc GR . . . .
H17B H 0.5715 0.1661 0.5631 0.178 Uiso 1 1 calc GR . . . .
H17C H 0.5838 0.0239 0.6387 0.178 Uiso 1 1 calc GR . . . .
C18 C 0.8746(5) 0.3542(7) 0.7910(3) 0.1301(18) Uani 1 1 d . . . . .
H18A H 0.9599 0.2844 0.8147 0.156 Uiso 1 1 calc R . . . .
H18B H 0.9046 0.4234 0.7407 0.156 Uiso 1 1 calc R . . . .
C19 C 0.8509(7) 0.4480(9) 0.8738(3) 0.175(3) Uani 1 1 d . . . . .
H19A H 0.7609 0.5109 0.8538 0.262 Uiso 1 1 calc GR . . . .
H19B H 0.9374 0.5157 0.8944 0.262 Uiso 1 1 calc GR . . . .
H19C H 0.8385 0.3810 0.9292 0.262 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
C1 C2 1.370(4) . ?
C1 C9 1.411(3) . ?
C1 C10 1.483(4) . ?
C2 H2 0.9500 . ?
C2 C7 1.399(4) 3_657 ?
C7 C2 1.399(4) 3_657 ?
C7 H7 0.9500 . ?
C7 C8 1.372(3) . ?
C8 C9 1.412(3) . ?
C8 C13 1.480(4) . ?
C9 C9 1.407(5) 3_657 ?
C10 O11 1.185(5) . ?
C10 S11A 1.696(8) . ?
C10 N12 1.398(4) . ?
N12 C13 1.395(4) . ?
N12 C15 1.514(4) . ?
C13 O14A 1.297(5) . ?
C13 S14 1.645(4) . ?
C15 H15 1.0000 . ?
C15 C16 1.503(6) . ?
C15 C18 1.528(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.475(7) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.444(8) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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
C2 C1 C9 119.5(2) . . ?
C2 C1 C10 121.2(2) . . ?
C9 C1 C10 119.4(2) . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C7 121.0(2) . 3_657 ?
C7 C2 H2 119.5 3_657 . ?
C2 C7 H7 119.4 3_657 . ?
C8 C7 C2 121.1(2) . 3_657 ?
C8 C7 H7 119.4 . . ?
C7 C8 C9 118.6(2) . . ?
C7 C8 C13 120.6(2) . . ?
C9 C8 C13 120.7(2) . . ?
C1 C9 C8 120.2(2) . . ?
C9 C9 C1 119.3(3) 3_657 . ?
C9 C9 C8 120.5(2) 3_657 . ?
C1 C10 S11A 108.2(3) . . ?
O11 C10 C1 124.9(3) . . ?
O11 C10 N12 115.9(3) . . ?
N12 C10 C1 118.4(2) . . ?
N12 C10 S11A 131.6(3) . . ?
C10 N12 C15 119.5(2) . . ?
C13 N12 C10 123.2(2) . . ?
C13 N12 C15 117.3(2) . . ?
C8 C13 S14 115.2(3) . . ?
N12 C13 C8 117.4(2) . . ?
N12 C13 S14 126.0(3) . . ?
O14A C13 C8 122.9(3) . . ?
O14A C13 N12 119.5(3) . . ?
N12 C15 H15 104.9 . . ?
N12 C15 C18 111.9(2) . . ?
C16 C15 N12 112.4(3) . . ?
C16 C15 H15 104.9 . . ?
C16 C15 C18 116.7(4) . . ?
C18 C15 H15 104.9 . . ?
C15 C16 H16A 108.5 . . ?
C15 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C17 C16 C15 115.1(4) . . ?
C17 C16 H16A 108.5 . . ?
C17 C16 H16B 108.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 108.0 . . ?
C15 C18 H18B 108.0 . . ?
H18A C18 H18B 107.2 . . ?
C19 C18 C15 117.3(4) . . ?
C19 C18 H18A 108.0 . . ?
C19 C18 H18B 108.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
C1 C10 N12 C13 -10.4(5) . . . . ?
C1 C10 N12 C15 171.8(3) . . . . ?
C2 C1 C9 C8 179.7(2) . . . . ?
C2 C1 C9 C9 -0.1(5) . . . 3_657 ?
C2 C1 C10 O11 -4.5(7) . . . . ?
C2 C1 C10 S11A 19.1(5) . . . . ?
C2 C1 C10 N12 -174.1(3) . . . . ?
C2 C7 C8 C9 0.9(4) 3_657 . . . ?
C2 C7 C8 C13 -178.4(3) 3_657 . . . ?
C7 C8 C9 C1 179.5(2) . . . . ?
C7 C8 C9 C9 -0.7(4) . . . 3_657 ?
C7 C8 C13 N12 176.4(2) . . . . ?
C7 C8 C13 O14A 2.3(4) . . . . ?
C7 C8 C13 S14 -16.0(4) . . . . ?
C9 C1 C2 C7 -0.1(5) . . . 3_657 ?
C9 C1 C10 O11 175.4(5) . . . . ?
C9 C1 C10 S11A -161.0(3) . . . . ?
C9 C1 C10 N12 5.8(5) . . . . ?
C9 C8 C13 N12 -2.9(4) . . . . ?
C9 C8 C13 O14A -176.9(3) . . . . ?
C9 C8 C13 S14 164.8(3) . . . . ?
C10 C1 C2 C7 179.8(3) . . . 3_657 ?
C10 C1 C9 C8 -0.2(4) . . . . ?
C10 C1 C9 C9 -180.0(3) . . . 3_657 ?
C10 N12 C13 C8 8.9(4) . . . . ?
C10 N12 C13 O14A -176.8(3) . . . . ?
C10 N12 C13 S14 -157.2(3) . . . . ?
C10 N12 C15 C16 72.3(4) . . . . ?
C10 N12 C15 C18 -61.3(5) . . . . ?
O11 C10 N12 C13 179.1(5) . . . . ?
O11 C10 N12 C15 1.3(6) . . . . ?
S11A C10 N12 C13 152.7(4) . . . . ?
S11A C10 N12 C15 -25.1(6) . . . . ?
N12 C15 C16 C17 60.3(4) . . . . ?
N12 C15 C18 C19 -46.0(6) . . . . ?
C13 C8 C9 C1 -1.2(4) . . . . ?
C13 C8 C9 C9 178.5(3) . . . 3_657 ?
C13 N12 C15 C16 -105.6(3) . . . . ?
C13 N12 C15 C18 120.8(4) . . . . ?
C15 N12 C13 C8 -173.3(3) . . . . ?
C15 N12 C13 O14A 1.0(4) . . . . ?
C15 N12 C13 S14 20.6(4) . . . . ?
C16 C15 C18 C19 -177.4(5) . . . . ?
C18 C15 C16 C17 -168.6(4) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
1 5 4 0.1423 1.0000 5.0000 4.0000 0.4514 0.4082 0.8307
2 4 -5 0.1296 2.0000 4.0000 -5.0000 0.6871 0.6193 -0.1465
-1 -5 -2 0.0673 -1.0000 -5.0000 -2.0000 -0.4884 -0.5061 -0.6274
-2 -4 6 0.1439 -2.0000 -4.0000 6.0000 -0.7056 -0.6682 0.2482
-6 0 1 0.0559 -6.0000 0.0000 1.0000 -0.8898 0.4946 -0.0116
6 0 -1 0.0886 6.0000 -0.0000 -1.0000 0.8898 -0.4946 0.0116
0 3 8 0.1821 0.0000 3.0000 8.0000 0.0800 0.0251 1.0565
-4 2 6 0.1449 -4.0000 2.0000 6.0000 -0.5398 0.3465 0.6966
0 -2 -8 0.1723 -0.0000 -2.0000 -8.0000 -0.0040 0.1138 -0.9755
-4 -2 7 0.1445 -4.0000 -2.0000 7.0000 -0.8625 -0.2581 0.4742
2 -4 4 0.1547 2.0000 -4.0000 4.0000 -0.0877 -0.9327 0.1203

_olex2_date_sample_data_collection 17/11/14
_olex2_date_sample_submission    14/11/14
_olex2_exptl_crystal_mounting_method 'In fomblin film on micromount.'
_olex2_submission_original_sample_id NTNMPC1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ntnmph
_database_code_depnum_ccdc_archive 'CCDC 1500963'
_audit_update_record             
;
2016-08-25 deposited with the CCDC.
2017-11-06 downloaded from the CCDC.
;
_vrf_PLAT029_ntnmph              
;
PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.927 Note
RESPONSE: The crystal was a thin plate that need to be run at Diamond. Unable to collect complete data set.
;

_nottingham_internal_coll_name   NTNMPH
_nottingham_internal_coll_number 14645
_nottingham_internal_coll_client NMP/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time 1.0000
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pczajb
_nottingham_internal_coll_date   19/4/2015
_nottingham_internal_coll_location DLS
_nottingham_internal_coll_instrument 'EH1, I19, DLS'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 22/4/2015
_nottingham_internal_process_user pcxnp7
_nottingham_internal_solution_date 22/4/2015
_nottingham_internal_solution_user pcxnp7
_nottingham_internal_refinement_date 5/11/2015
_nottingham_internal_refinement_user pczcrp/pcxnp7
_nottingham_internal_self_archive_date 6/11/2015
_nottingham_internal_self_validation_date 6/11/2015
_nottingham_internal_self_validation_user pczcrp
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_nottingham_internal_archive_date ?
_refine_special_details          ?
_audit_creation_date             2015-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H33 N3 O S4'
_chemical_formula_sum            'C40 H33 N3 O S4'
_chemical_formula_weight         699.93
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H33 N3 O1 S4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1180 0.1170 '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           7
_space_group_name_H-M_alt        'P 1 c 1'
_space_group_name_Hall           'P -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'

_cell_length_a                   27.4330(9)
_cell_length_b                   14.3097(4)
_cell_length_c                   8.5187(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.320(3)
_cell_angle_gamma                90
_cell_volume                     3338.45(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8401
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.5550
_cell_measurement_theta_min      2.5410
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.299
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1464
_exptl_crystal_preparation       
'Synthesised by the reaction of (a-aminophenyl)-10H-phenothiazine with N-(octyl)naphthalene-1,8-imide-3,4-anhydride in molten imidazole.'
_exptl_crystal_recrystallization_method 
'Crystallised by vapour diffusion of hexane into a chloroform solution of compound'
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.927
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11575
_diffrn_reflns_point_group_measured_fraction_full 0.809
_diffrn_reflns_point_group_measured_fraction_max 0.809
_diffrn_reflns_theta_full        24.207
_diffrn_reflns_theta_max         24.207
_diffrn_reflns_theta_min         2.565
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      150(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.927
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -72.00  116.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000   10.0000    0.0000 188

#__ type_ start__ end____ width___ exp.time_
  2 omega   -5.00   62.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000  240.0000 67
;
_diffrn_measurement_device       'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'omega rotation'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      -0.0240284000
_diffrn_orient_matrix_UB_12      0.0130460000
_diffrn_orient_matrix_UB_13      0.0063735000
_diffrn_orient_matrix_UB_21      -0.0075599000
_diffrn_orient_matrix_UB_22      -0.0429010000
_diffrn_orient_matrix_UB_23      -0.0294529000
_diffrn_orient_matrix_UB_31      0.0006370000
_diffrn_orient_matrix_UB_32      -0.0179462000
_diffrn_orient_matrix_UB_33      0.0752724000
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_reflns_Friedel_coverage         0.742
_reflns_Friedel_fraction_full    0.690
_reflns_Friedel_fraction_max     0.690
_reflns_number_gt                9050
_reflns_number_total             9537
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.249
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 3621 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.36(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     867
_refine_ls_number_reflns         9537
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      1.031
_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)+(0.0526P)²+1.1280P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0921
_refine_ls_wR_factor_ref         0.0940
_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:
 C41A(H41a,H41b), C42A(H42a,H42b), C43A(H43a,H43b), C44A(H44a,H44b), C45A(H45a,
 H45b), C46A(H46a,H46b), C47A(H47a,H47b), C41B(H41c,H41d), C42B(H42c,H42d),
 C43B(H43c,H43d), C44B(H44c,H44d), C45B(H45c,H45d), C46B(H46c,H46d), C47B(H47c,
 H47d)
2.b Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C3A(H3A), C6A(H6A), C7A(H7A), C22A(H22A), C23A(H23A), C25A(H25A),
 C26A(H26A), C29A(H29A), C30A(H30A), C31A(H31A), C32A(H32A), C36A(H36A),
 C37A(H37A), C38A(H38A), C39A(H39A), C2B(H2B), C3B(H3B), C6B(H6B), C7B(H7B),
 C22B(H22B), C23B(H23B), C25B(H25B), C26B(H26B), C29B(H29B), C30B(H30B),
 C31B(H31B), C32B(H32B), C36B(H36B), C37B(H37B), C38B(H38B), C39B(H39B)
2.c Idealised Me refined as rotating group:
 C48A(H48a,H48b,H48c), C48B(H48d,H48e,H48f)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
C1A C 0.54577(17) 0.8888(2) 0.5837(5) 0.0195(9) Uani 1 1 d . . . . .
C2A C 0.51350(14) 0.9038(3) 0.4562(4) 0.0223(8) Uani 1 1 d . . . . .
H2A H 0.5258 0.9146 0.3558 0.027 Uiso 1 1 calc R . . . .
C3A C 0.46310(15) 0.9035(3) 0.4714(5) 0.0223(8) Uani 1 1 d . . . . .
H3A H 0.4416 0.9130 0.3815 0.027 Uiso 1 1 calc R . . . .
C4A C 0.44442(17) 0.8893(2) 0.6162(5) 0.0190(9) Uani 1 1 d . . . . .
C5A C 0.45686(18) 0.8655(2) 0.9015(5) 0.0191(9) Uani 1 1 d . . . . .
C6A C 0.48945(15) 0.8500(3) 1.0300(5) 0.0217(8) Uani 1 1 d . . . . .
H6A H 0.4771 0.8405 1.1307 0.026 Uiso 1 1 calc R . . . .
C7A C 0.53991(15) 0.8480(3) 1.0152(5) 0.0203(8) Uani 1 1 d . . . . .
H7A H 0.5612 0.8372 1.1053 0.024 Uiso 1 1 calc R . . . .
C8A C 0.55935(18) 0.8615(2) 0.8687(5) 0.0177(9) Uani 1 1 d . . . . .
C9A C 0.52778(19) 0.8761(2) 0.7359(6) 0.0174(10) Uani 1 1 d . . . . .
C10A C 0.47610(19) 0.8776(2) 0.7512(6) 0.0188(10) Uani 1 1 d . . . . .
C11A C 0.59935(17) 0.8821(2) 0.5657(5) 0.0191(9) Uani 1 1 d . . . . .
S12A S 0.62194(4) 0.88682(7) 0.39023(12) 0.0256(3) Uani 1 1 d . . . . .
N13A N 0.62906(16) 0.8695(2) 0.7018(5) 0.0187(8) Uani 1 1 d . . . . .
C14A C 0.61317(18) 0.8609(2) 0.8535(6) 0.0183(10) Uani 1 1 d . . . . .
S15A S 0.65222(4) 0.84851(7) 1.00560(12) 0.0236(2) Uani 1 1 d . . . . .
C16A C 0.39103(18) 0.8842(2) 0.6295(6) 0.0204(10) Uani 1 1 d . . . . .
O17A O 0.36185(12) 0.89007(18) 0.5143(4) 0.0229(7) Uani 1 1 d . . . . .
N18A N 0.37381(16) 0.8716(2) 0.7806(5) 0.0222(9) Uani 1 1 d . . . . .
C19A C 0.40389(19) 0.8701(2) 0.9180(6) 0.0213(10) Uani 1 1 d . . . . .
S20A S 0.38078(4) 0.87282(7) 1.09279(13) 0.0254(3) Uani 1 1 d . . . . .
C21A C 0.68118(18) 0.8615(3) 0.6815(5) 0.0199(9) Uani 1 1 d . . . . .
C22A C 0.70234(15) 0.7734(3) 0.6775(5) 0.0209(8) Uani 1 1 d . . . . .
H22A H 0.6841 0.7193 0.7014 0.025 Uiso 1 1 calc R . . . .
C23A C 0.75059(15) 0.7657(2) 0.6379(5) 0.0221(8) Uani 1 1 d . . . . .
H23A H 0.7656 0.7060 0.6360 0.026 Uiso 1 1 calc R . . . .
C24A C 0.77706(16) 0.8452(3) 0.6011(5) 0.0214(8) Uani 1 1 d . . . . .
C25A C 0.75602(15) 0.9334(3) 0.6124(5) 0.0238(9) Uani 1 1 d . . . . .
H25A H 0.7744 0.9877 0.5910 0.029 Uiso 1 1 calc R . . . .
C26A C 0.70830(15) 0.9415(2) 0.6548(5) 0.0221(8) Uani 1 1 d . . . . .
H26A H 0.6941 1.0015 0.6656 0.026 Uiso 1 1 calc R . . . .
N27A N 0.82475(12) 0.8314(2) 0.5426(4) 0.0208(7) Uani 1 1 d . . . . .
C28A C 0.82589(15) 0.8165(2) 0.3777(4) 0.0202(8) Uani 1 1 d . . . . .
C29A C 0.78544(16) 0.8325(2) 0.2750(5) 0.0247(9) Uani 1 1 d . . . . .
H29A H 0.7562 0.8560 0.3149 0.030 Uiso 1 1 calc R . . . .
C30A C 0.78715(16) 0.8145(3) 0.1143(5) 0.0267(9) Uani 1 1 d . . . . .
H30A H 0.7589 0.8241 0.0463 0.032 Uiso 1 1 calc R . . . .
C31A C 0.82981(17) 0.7828(3) 0.0540(5) 0.0289(9) Uani 1 1 d . . . . .
H31A H 0.8310 0.7711 -0.0555 0.035 Uiso 1 1 calc R . . . .
C32A C 0.87088(17) 0.7682(3) 0.1532(5) 0.0288(9) Uani 1 1 d . . . . .
H32A H 0.9004 0.7479 0.1112 0.035 Uiso 1 1 calc R . . . .
C33A C 0.86896(16) 0.7830(3) 0.3140(5) 0.0238(9) Uani 1 1 d . . . . .
S34A S 0.91921(4) 0.75103(7) 0.44155(13) 0.0291(2) Uani 1 1 d . . . . .
C35A C 0.91361(16) 0.8366(3) 0.5897(5) 0.0235(8) Uani 1 1 d . . . . .
C36A C 0.9554(2) 0.8697(3) 0.6708(6) 0.0290(11) Uani 1 1 d . . . . .
H36A H 0.9867 0.8526 0.6377 0.035 Uiso 1 1 calc R . . . .
C37A C 0.95165(17) 0.9279(3) 0.8006(5) 0.0326(10) Uani 1 1 d . . . . .
H37A H 0.9802 0.9488 0.8587 0.039 Uiso 1 1 calc R . . . .
C38A C 0.90614(17) 0.9548(3) 0.8440(6) 0.0318(10) Uani 1 1 d . . . . .
H38A H 0.9034 0.9942 0.9327 0.038 Uiso 1 1 calc R . . . .
C39A C 0.86418(16) 0.9248(3) 0.7592(5) 0.0267(9) Uani 1 1 d . . . . .
H39A H 0.8332 0.9455 0.7893 0.032 Uiso 1 1 calc R . . . .
C40A C 0.86680(17) 0.8652(2) 0.6310(6) 0.0212(10) Uani 1 1 d . . . . .
C41A C 0.32026(18) 0.8585(3) 0.7848(6) 0.0235(10) Uani 1 1 d . . . . .
H41A H 0.3133 0.8234 0.8811 0.028 Uiso 1 1 calc R . . . .
H41B H 0.3087 0.8202 0.6932 0.028 Uiso 1 1 calc R . . . .
C42A C 0.29136(15) 0.9505(3) 0.7823(5) 0.0239(9) Uani 1 1 d . . . . .
H42A H 0.2976 0.9841 0.8830 0.029 Uiso 1 1 calc R . . . .
H42B H 0.3019 0.9910 0.6963 0.029 Uiso 1 1 calc R . . . .
C43A C 0.23674(15) 0.9285(3) 0.7570(5) 0.0253(9) Uani 1 1 d . . . . .
H43A H 0.2314 0.8932 0.6576 0.030 Uiso 1 1 calc R . . . .
H43B H 0.2270 0.8876 0.8436 0.030 Uiso 1 1 calc R . . . .
C44A C 0.20389(15) 1.0143(3) 0.7502(5) 0.0250(9) Uani 1 1 d . . . . .
H44A H 0.2151 1.0578 0.6693 0.030 Uiso 1 1 calc R . . . .
H44B H 0.2069 1.0469 0.8529 0.030 Uiso 1 1 calc R . . . .
C45A C 0.15021(16) 0.9899(3) 0.7116(5) 0.0290(9) Uani 1 1 d . . . . .
H45A H 0.1474 0.9586 0.6078 0.035 Uiso 1 1 calc R . . . .
H45B H 0.1395 0.9448 0.7908 0.035 Uiso 1 1 calc R . . . .
C46A C 0.11592(16) 1.0739(3) 0.7078(5) 0.0287(9) Uani 1 1 d . . . . .
H46A H 0.1270 1.1198 0.6306 0.034 Uiso 1 1 calc R . . . .
H46B H 0.1179 1.1042 0.8125 0.034 Uiso 1 1 calc R . . . .
C47A C 0.06281(17) 1.0483(3) 0.6647(6) 0.0376(11) Uani 1 1 d . . . . .
H47A H 0.0604 1.0236 0.5560 0.045 Uiso 1 1 calc R . . . .
H47B H 0.0528 0.9979 0.7356 0.045 Uiso 1 1 calc R . . . .
C48A C 0.0276(2) 1.1297(3) 0.6756(8) 0.0440(14) Uani 1 1 d . . . . .
H48A H 0.0392 1.1826 0.6149 0.066 Uiso 1 1 calc GR . . . .
H48B H 0.0258 1.1482 0.7859 0.066 Uiso 1 1 calc GR . . . .
H48C H -0.0048 1.1108 0.6331 0.066 Uiso 1 1 calc GR . . . .
C1B C 0.45594(18) 0.6418(2) 0.4233(5) 0.0211(9) Uani 1 1 d . . . . .
C2B C 0.48907(15) 0.6534(3) 0.5503(5) 0.0237(8) Uani 1 1 d . . . . .
H2B H 0.4774 0.6639 0.6516 0.028 Uiso 1 1 calc R . . . .
C3B C 0.53972(16) 0.6501(3) 0.5328(5) 0.0254(9) Uani 1 1 d . . . . .
H3B H 0.5619 0.6576 0.6218 0.030 Uiso 1 1 calc R . . . .
C4B C 0.55708(18) 0.6358(2) 0.3852(6) 0.0233(10) Uani 1 1 d . . . . .
C5B C 0.54252(17) 0.6096(2) 0.1020(5) 0.0203(9) Uani 1 1 d . . . . .
C6B C 0.50957(14) 0.5950(3) -0.0234(5) 0.0237(8) Uani 1 1 d . . . . .
H6B H 0.5213 0.5810 -0.1235 0.028 Uiso 1 1 calc R . . . .
C7B C 0.45889(15) 0.6001(3) -0.0072(5) 0.0231(8) Uani 1 1 d . . . . .
H7B H 0.4370 0.5910 -0.0965 0.028 Uiso 1 1 calc R . . . .
C8B C 0.44065(17) 0.6183(2) 0.1374(6) 0.0201(9) Uani 1 1 d . . . . .
C9B C 0.4733(2) 0.6283(2) 0.2711(6) 0.0205(11) Uani 1 1 d . . . . .
C10B C 0.52500(19) 0.6249(2) 0.2532(6) 0.0198(10) Uani 1 1 d . . . . .
C11B C 0.40325(19) 0.6418(3) 0.4434(5) 0.0224(9) Uani 1 1 d . . . . .
S12B S 0.38067(4) 0.64332(7) 0.61972(13) 0.0276(3) Uani 1 1 d . . . . .
N13B N 0.37264(16) 0.6390(2) 0.3076(5) 0.0203(8) Uani 1 1 d . . . . .
C14B C 0.38787(19) 0.6296(2) 0.1543(6) 0.0206(10) Uani 1 1 d . . . . .
S15B S 0.34819(5) 0.63416(8) 0.00290(14) 0.0281(3) Uani 1 1 d . . . . .
C16B C 0.61090(19) 0.6320(2) 0.3689(7) 0.0258(11) Uani 1 1 d . . . . .
O17B O 0.64172(14) 0.63516(18) 0.4827(4) 0.0298(8) Uani 1 1 d . . . . .
N18B N 0.62648(17) 0.6276(2) 0.2165(5) 0.0238(9) Uani 1 1 d . . . . .
C19B C 0.59670(18) 0.6130(3) 0.0829(6) 0.0250(10) Uani 1 1 d . . . . .
S20B S 0.61850(4) 0.60245(8) -0.09131(13) 0.0284(3) Uani 1 1 d . . . . .
C21B C 0.31977(18) 0.6461(3) 0.3278(5) 0.0206(9) Uani 1 1 d . . . . .
C22B C 0.29880(15) 0.7333(3) 0.3388(4) 0.0208(8) Uani 1 1 d . . . . .
H22B H 0.3169 0.7882 0.3197 0.025 Uiso 1 1 calc R . . . .
C23B C 0.25034(15) 0.7386(2) 0.3786(5) 0.0199(8) Uani 1 1 d . . . . .
H23B H 0.2350 0.7979 0.3847 0.024 Uiso 1 1 calc R . . . .
C24B C 0.22441(16) 0.6583(3) 0.4094(5) 0.0217(8) Uani 1 1 d . . . . .
C25B C 0.24576(16) 0.5708(3) 0.3935(5) 0.0271(9) Uani 1 1 d . . . . .
H25B H 0.2278 0.5157 0.4136 0.033 Uiso 1 1 calc R . . . .
C26B C 0.29372(16) 0.5646(3) 0.3479(5) 0.0274(9) Uani 1 1 d . . . . .
H26B H 0.3082 0.5054 0.3310 0.033 Uiso 1 1 calc R . . . .
N27B N 0.17653(13) 0.6691(2) 0.4699(4) 0.0234(7) Uani 1 1 d . . . . .
C28B C 0.17569(15) 0.6841(2) 0.6344(5) 0.0223(8) Uani 1 1 d . . . . .
C29B C 0.21676(16) 0.6675(3) 0.7372(5) 0.0257(9) Uani 1 1 d . . . . .
H29B H 0.2459 0.6442 0.6967 0.031 Uiso 1 1 calc R . . . .
C30B C 0.21513(17) 0.6847(3) 0.8971(5) 0.0292(9) Uani 1 1 d . . . . .
H30B H 0.2434 0.6747 0.9646 0.035 Uiso 1 1 calc R . . . .
C31B C 0.17232(18) 0.7166(3) 0.9595(5) 0.0312(10) Uani 1 1 d . . . . .
H31B H 0.1713 0.7280 1.0691 0.037 Uiso 1 1 calc R . . . .
C32B C 0.13142(17) 0.7316(3) 0.8606(5) 0.0309(10) Uani 1 1 d . . . . .
H32B H 0.1019 0.7519 0.9030 0.037 Uiso 1 1 calc R . . . .
C33B C 0.13293(16) 0.7170(3) 0.6977(5) 0.0254(9) Uani 1 1 d . . . . .
S34B S 0.08233(4) 0.74847(7) 0.57261(14) 0.0308(3) Uani 1 1 d . . . . .
C35B C 0.08808(16) 0.6635(3) 0.4241(5) 0.0257(9) Uani 1 1 d . . . . .
C36B C 0.0466(2) 0.6300(3) 0.3431(7) 0.0321(11) Uani 1 1 d . . . . .
H36B H 0.0154 0.6471 0.3764 0.039 Uiso 1 1 calc R . . . .
C37B C 0.04989(17) 0.5718(3) 0.2139(6) 0.0349(10) Uani 1 1 d . . . . .
H37B H 0.0212 0.5496 0.1581 0.042 Uiso 1 1 calc R . . . .
C38B C 0.09586(18) 0.5466(3) 0.1675(6) 0.0347(11) Uani 1 1 d . . . . .
H38B H 0.0986 0.5089 0.0768 0.042 Uiso 1 1 calc R . . . .
C39B C 0.13768(17) 0.5760(3) 0.2522(6) 0.0302(9) Uani 1 1 d . . . . .
H39B H 0.1688 0.5556 0.2222 0.036 Uiso 1 1 calc R . . . .
C40B C 0.13449(18) 0.6355(2) 0.3819(6) 0.0235(10) Uani 1 1 d . . . . .
C41B C 0.68032(18) 0.6394(3) 0.2066(7) 0.0299(11) Uani 1 1 d . . . . .
H41C H 0.6923 0.6841 0.2888 0.036 Uiso 1 1 calc R . . . .
H41D H 0.6867 0.6669 0.1032 0.036 Uiso 1 1 calc R . . . .
C42B C 0.70928(15) 0.5485(3) 0.2268(5) 0.0262(9) Uani 1 1 d . . . . .
H42C H 0.6996 0.5151 0.3219 0.031 Uiso 1 1 calc R . . . .
H42D H 0.7023 0.5075 0.1347 0.031 Uiso 1 1 calc R . . . .
C43B C 0.76376(15) 0.5712(3) 0.2426(5) 0.0262(9) Uani 1 1 d . . . . .
H43C H 0.7702 0.6115 0.3360 0.031 Uiso 1 1 calc R . . . .
H43D H 0.7725 0.6073 0.1491 0.031 Uiso 1 1 calc R . . . .
C44B C 0.79683(15) 0.4850(3) 0.2584(5) 0.0247(9) Uani 1 1 d . . . . .
H44C H 0.7860 0.4452 0.3448 0.030 Uiso 1 1 calc R . . . .
H44D H 0.7935 0.4483 0.1599 0.030 Uiso 1 1 calc R . . . .
C45B C 0.85057(16) 0.5108(3) 0.2918(5) 0.0260(9) Uani 1 1 d . . . . .
H45C H 0.8610 0.5517 0.2061 0.031 Uiso 1 1 calc R . . . .
H45D H 0.8538 0.5471 0.3908 0.031 Uiso 1 1 calc R . . . .
C46B C 0.88477(17) 0.4269(3) 0.3060(6) 0.0303(10) Uani 1 1 d . . . . .
H46C H 0.8743 0.3857 0.3912 0.036 Uiso 1 1 calc R . . . .
H46D H 0.8820 0.3909 0.2067 0.036 Uiso 1 1 calc R . . . .
C47B C 0.93766(17) 0.4538(3) 0.3405(6) 0.0351(10) Uani 1 1 d . . . . .
H47C H 0.9408 0.4848 0.4444 0.042 Uiso 1 1 calc R . . . .
H47D H 0.9470 0.4998 0.2608 0.042 Uiso 1 1 calc R . . . .
C48B C 0.9732(2) 0.3719(3) 0.3407(8) 0.0437(14) Uani 1 1 d . . . . .
H48D H 0.9710 0.3417 0.2373 0.066 Uiso 1 1 calc GR . . . .
H48E H 0.9648 0.3267 0.4212 0.066 Uiso 1 1 calc GR . . . .
H48F H 1.0065 0.3947 0.3636 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
C1A C2A 1.378(6) . ?
C1A C9A 1.425(7) . ?
C1A C11A 1.490(6) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.396(6) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.378(6) . ?
C4A C10A 1.411(6) . ?
C4A C16A 1.477(7) . ?
C5A C6A 1.391(6) . ?
C5A C10A 1.424(7) . ?
C5A C19A 1.469(7) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.398(6) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.399(6) . ?
C8A C9A 1.400(6) . ?
C8A C14A 1.490(7) . ?
C9A C10A 1.431(6) . ?
C11A S12A 1.653(5) . ?
C11A N13A 1.390(6) . ?
N13A C14A 1.393(6) . ?
N13A C21A 1.455(6) . ?
C14A S15A 1.642(5) . ?
C16A O17A 1.233(6) . ?
C16A N18A 1.408(7) . ?
N18A C19A 1.393(7) . ?
N18A C41A 1.483(7) . ?
C19A S20A 1.653(5) . ?
C21A C22A 1.389(5) . ?
C21A C26A 1.391(6) . ?
C22A H22A 0.9500 . ?
C22A C23A 1.389(6) . ?
C23A H23A 0.9500 . ?
C23A C24A 1.395(6) . ?
C24A C25A 1.393(6) . ?
C24A N27A 1.440(6) . ?
C25A H25A 0.9500 . ?
C25A C26A 1.383(6) . ?
C26A H26A 0.9500 . ?
N27A C28A 1.422(5) . ?
N27A C40A 1.426(6) . ?
C28A C29A 1.392(6) . ?
C28A C33A 1.413(6) . ?
C29A H29A 0.9500 . ?
C29A C30A 1.396(6) . ?
C30A H30A 0.9500 . ?
C30A C31A 1.382(6) . ?
C31A H31A 0.9500 . ?
C31A C32A 1.385(6) . ?
C32A H32A 0.9500 . ?
C32A C33A 1.390(6) . ?
C33A S34A 1.765(5) . ?
S34A C35A 1.772(4) . ?
C35A C36A 1.387(7) . ?
C35A C40A 1.411(6) . ?
C36A H36A 0.9500 . ?
C36A C37A 1.394(7) . ?
C37A H37A 0.9500 . ?
C37A C38A 1.377(7) . ?
C38A H38A 0.9500 . ?
C38A C39A 1.390(6) . ?
C39A H39A 0.9500 . ?
C39A C40A 1.391(6) . ?
C41A H41A 0.9900 . ?
C41A H41B 0.9900 . ?
C41A C42A 1.536(5) . ?
C42A H42A 0.9900 . ?
C42A H42B 0.9900 . ?
C42A C43A 1.534(6) . ?
C43A H43A 0.9900 . ?
C43A H43B 0.9900 . ?
C43A C44A 1.522(5) . ?
C44A H44A 0.9900 . ?
C44A H44B 0.9900 . ?
C44A C45A 1.531(6) . ?
C45A H45A 0.9900 . ?
C45A H45B 0.9900 . ?
C45A C46A 1.526(6) . ?
C46A H46A 0.9900 . ?
C46A H46B 0.9900 . ?
C46A C47A 1.526(6) . ?
C47A H47A 0.9900 . ?
C47A H47B 0.9900 . ?
C47A C48A 1.518(7) . ?
C48A H48A 0.9800 . ?
C48A H48B 0.9800 . ?
C48A H48C 0.9800 . ?
C1B C2B 1.383(6) . ?
C1B C9B 1.420(7) . ?
C1B C11B 1.465(7) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.407(6) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.386(7) . ?
C4B C10B 1.396(7) . ?
C4B C16B 1.492(7) . ?
C5B C6B 1.375(6) . ?
C5B C10B 1.418(7) . ?
C5B C19B 1.506(6) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.407(6) . ?
C7B H7B 0.9500 . ?
C7B C8B 1.381(6) . ?
C8B C9B 1.415(7) . ?
C8B C14B 1.472(7) . ?
C9B C10B 1.435(6) . ?
C11B S12B 1.658(5) . ?
C11B N13B 1.391(7) . ?
N13B C14B 1.401(7) . ?
N13B C21B 1.474(6) . ?
C14B S15B 1.640(5) . ?
C16B O17B 1.249(6) . ?
C16B N18B 1.392(7) . ?
N18B C19B 1.378(7) . ?
N18B C41B 1.494(7) . ?
C19B S20B 1.638(5) . ?
C21B C22B 1.379(6) . ?
C21B C26B 1.384(6) . ?
C22B H22B 0.9500 . ?
C22B C23B 1.393(6) . ?
C23B H23B 0.9500 . ?
C23B C24B 1.384(5) . ?
C24B C25B 1.392(6) . ?
C24B N27B 1.447(5) . ?
C25B H25B 0.9500 . ?
C25B C26B 1.396(6) . ?
C26B H26B 0.9500 . ?
N27B C28B 1.419(5) . ?
N27B C40B 1.422(6) . ?
C28B C29B 1.406(6) . ?
C28B C33B 1.401(6) . ?
C29B H29B 0.9500 . ?
C29B C30B 1.388(6) . ?
C30B H30B 0.9500 . ?
C30B C31B 1.394(7) . ?
C31B H31B 0.9500 . ?
C31B C32B 1.380(7) . ?
C32B H32B 0.9500 . ?
C32B C33B 1.407(6) . ?
C33B S34B 1.759(4) . ?
S34B C35B 1.768(4) . ?
C35B C36B 1.381(7) . ?
C35B C40B 1.401(7) . ?
C36B H36B 0.9500 . ?
C36B C37B 1.387(7) . ?
C37B H37B 0.9500 . ?
C37B C38B 1.391(7) . ?
C38B H38B 0.9500 . ?
C38B C39B 1.384(7) . ?
C39B H39B 0.9500 . ?
C39B C40B 1.402(6) . ?
C41B H41C 0.9900 . ?
C41B H41D 0.9900 . ?
C41B C42B 1.528(6) . ?
C42B H42C 0.9900 . ?
C42B H42D 0.9900 . ?
C42B C43B 1.528(6) . ?
C43B H43C 0.9900 . ?
C43B H43D 0.9900 . ?
C43B C44B 1.532(5) . ?
C44B H44C 0.9900 . ?
C44B H44D 0.9900 . ?
C44B C45B 1.530(6) . ?
C45B H45C 0.9900 . ?
C45B H45D 0.9900 . ?
C45B C46B 1.524(6) . ?
C46B H46C 0.9900 . ?
C46B H46D 0.9900 . ?
C46B C47B 1.513(6) . ?
C47B H47C 0.9900 . ?
C47B H47D 0.9900 . ?
C47B C48B 1.524(6) . ?
C48B H48D 0.9800 . ?
C48B H48E 0.9800 . ?
C48B H48F 0.9800 . ?

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
C2A C1A C9A 119.8(4) . . ?
C2A C1A C11A 121.4(4) . . ?
C9A C1A C11A 118.8(4) . . ?
C1A C2A H2A 119.3 . . ?
C1A C2A C3A 121.4(4) . . ?
C3A C2A H2A 119.3 . . ?
C2A C3A H3A 119.8 . . ?
C4A C3A C2A 120.4(4) . . ?
C4A C3A H3A 119.8 . . ?
C3A C4A C10A 120.2(4) . . ?
C3A C4A C16A 119.8(4) . . ?
C10A C4A C16A 119.9(4) . . ?
C6A C5A C10A 118.2(4) . . ?
C6A C5A C19A 121.8(4) . . ?
C10A C5A C19A 120.0(4) . . ?
C5A C6A H6A 119.1 . . ?
C5A C6A C7A 121.8(4) . . ?
C7A C6A H6A 119.1 . . ?
C6A C7A H7A 119.7 . . ?
C6A C7A C8A 120.6(4) . . ?
C8A C7A H7A 119.7 . . ?
C7A C8A C9A 119.5(4) . . ?
C7A C8A C14A 120.5(4) . . ?
C9A C8A C14A 120.1(4) . . ?
C1A C9A C10A 118.5(4) . . ?
C8A C9A C1A 121.6(4) . . ?
C8A C9A C10A 119.9(4) . . ?
C4A C10A C5A 120.3(4) . . ?
C4A C10A C9A 119.6(4) . . ?
C5A C10A C9A 120.1(4) . . ?
C1A C11A S12A 121.0(4) . . ?
N13A C11A C1A 117.2(4) . . ?
N13A C11A S12A 121.8(4) . . ?
C11A N13A C14A 125.8(4) . . ?
C11A N13A C21A 116.3(4) . . ?
C14A N13A C21A 117.8(4) . . ?
C8A C14A S15A 122.5(3) . . ?
N13A C14A C8A 116.4(4) . . ?
N13A C14A S15A 121.1(4) . . ?
O17A C16A C4A 122.5(4) . . ?
O17A C16A N18A 120.0(4) . . ?
N18A C16A C4A 117.6(4) . . ?
C16A N18A C41A 115.0(4) . . ?
C19A N18A C16A 123.8(4) . . ?
C19A N18A C41A 121.2(4) . . ?
C5A C19A S20A 121.3(4) . . ?
N18A C19A C5A 117.5(4) . . ?
N18A C19A S20A 121.2(4) . . ?
C22A C21A N13A 119.3(4) . . ?
C22A C21A C26A 121.0(4) . . ?
C26A C21A N13A 119.6(3) . . ?
C21A C22A H22A 120.6 . . ?
C21A C22A C23A 118.9(4) . . ?
C23A C22A H22A 120.6 . . ?
C22A C23A H23A 119.8 . . ?
C22A C23A C24A 120.4(3) . . ?
C24A C23A H23A 119.8 . . ?
C23A C24A N27A 117.5(3) . . ?
C25A C24A C23A 120.0(4) . . ?
C25A C24A N27A 122.4(4) . . ?
C24A C25A H25A 120.1 . . ?
C26A C25A C24A 119.8(4) . . ?
C26A C25A H25A 120.1 . . ?
C21A C26A H26A 120.1 . . ?
C25A C26A C21A 119.8(4) . . ?
C25A C26A H26A 120.1 . . ?
C28A N27A C24A 115.8(3) . . ?
C28A N27A C40A 120.6(3) . . ?
C40A N27A C24A 119.6(3) . . ?
C29A C28A N27A 122.2(3) . . ?
C29A C28A C33A 117.9(4) . . ?
C33A C28A N27A 119.8(4) . . ?
C28A C29A H29A 119.5 . . ?
C28A C29A C30A 121.0(4) . . ?
C30A C29A H29A 119.5 . . ?
C29A C30A H30A 119.9 . . ?
C31A C30A C29A 120.2(4) . . ?
C31A C30A H30A 119.9 . . ?
C30A C31A H31A 120.0 . . ?
C30A C31A C32A 119.9(4) . . ?
C32A C31A H31A 120.0 . . ?
C31A C32A H32A 119.9 . . ?
C31A C32A C33A 120.2(4) . . ?
C33A C32A H32A 119.9 . . ?
C28A C33A S34A 119.5(3) . . ?
C32A C33A C28A 120.7(4) . . ?
C32A C33A S34A 119.6(3) . . ?
C33A S34A C35A 99.37(19) . . ?
C36A C35A S34A 119.1(3) . . ?
C36A C35A C40A 121.0(4) . . ?
C40A C35A S34A 119.7(3) . . ?
C35A C36A H36A 120.0 . . ?
C35A C36A C37A 120.1(5) . . ?
C37A C36A H36A 120.0 . . ?
C36A C37A H37A 120.3 . . ?
C38A C37A C36A 119.3(4) . . ?
C38A C37A H37A 120.3 . . ?
C37A C38A H38A 119.6 . . ?
C37A C38A C39A 120.7(4) . . ?
C39A C38A H38A 119.6 . . ?
C38A C39A H39A 119.4 . . ?
C38A C39A C40A 121.2(4) . . ?
C40A C39A H39A 119.4 . . ?
C35A C40A N27A 119.3(4) . . ?
C39A C40A N27A 123.1(4) . . ?
C39A C40A C35A 117.5(4) . . ?
N18A C41A H41A 108.8 . . ?
N18A C41A H41B 108.8 . . ?
N18A C41A C42A 113.8(3) . . ?
H41A C41A H41B 107.7 . . ?
C42A C41A H41A 108.8 . . ?
C42A C41A H41B 108.8 . . ?
C41A C42A H42A 109.9 . . ?
C41A C42A H42B 109.9 . . ?
H42A C42A H42B 108.3 . . ?
C43A C42A C41A 109.0(3) . . ?
C43A C42A H42A 109.9 . . ?
C43A C42A H42B 109.9 . . ?
C42A C43A H43A 108.7 . . ?
C42A C43A H43B 108.7 . . ?
H43A C43A H43B 107.6 . . ?
C44A C43A C42A 114.3(3) . . ?
C44A C43A H43A 108.7 . . ?
C44A C43A H43B 108.7 . . ?
C43A C44A H44A 109.1 . . ?
C43A C44A H44B 109.1 . . ?
C43A C44A C45A 112.6(3) . . ?
H44A C44A H44B 107.8 . . ?
C45A C44A H44A 109.1 . . ?
C45A C44A H44B 109.1 . . ?
C44A C45A H45A 108.7 . . ?
C44A C45A H45B 108.7 . . ?
H45A C45A H45B 107.6 . . ?
C46A C45A C44A 114.1(3) . . ?
C46A C45A H45A 108.7 . . ?
C46A C45A H45B 108.7 . . ?
C45A C46A H46A 108.9 . . ?
C45A C46A H46B 108.9 . . ?
C45A C46A C47A 113.3(4) . . ?
H46A C46A H46B 107.7 . . ?
C47A C46A H46A 108.9 . . ?
C47A C46A H46B 108.9 . . ?
C46A C47A H47A 108.8 . . ?
C46A C47A H47B 108.8 . . ?
H47A C47A H47B 107.7 . . ?
C48A C47A C46A 113.8(4) . . ?
C48A C47A H47A 108.8 . . ?
C48A C47A H47B 108.8 . . ?
C47A C48A H48A 109.5 . . ?
C47A C48A H48B 109.5 . . ?
C47A C48A H48C 109.5 . . ?
H48A C48A H48B 109.5 . . ?
H48A C48A H48C 109.5 . . ?
H48B C48A H48C 109.5 . . ?
C2B C1B C9B 119.4(4) . . ?
C2B C1B C11B 121.1(4) . . ?
C9B C1B C11B 119.5(4) . . ?
C1B C2B H2B 119.3 . . ?
C1B C2B C3B 121.4(4) . . ?
C3B C2B H2B 119.3 . . ?
C2B C3B H3B 120.2 . . ?
C4B C3B C2B 119.6(4) . . ?
C4B C3B H3B 120.2 . . ?
C3B C4B C10B 120.9(4) . . ?
C3B C4B C16B 118.9(5) . . ?
C10B C4B C16B 120.2(5) . . ?
C6B C5B C10B 119.2(4) . . ?
C6B C5B C19B 122.0(4) . . ?
C10B C5B C19B 118.8(4) . . ?
C5B C6B H6B 119.2 . . ?
C5B C6B C7B 121.6(4) . . ?
C7B C6B H6B 119.2 . . ?
C6B C7B H7B 119.7 . . ?
C8B C7B C6B 120.6(4) . . ?
C8B C7B H7B 119.7 . . ?
C7B C8B C9B 119.4(4) . . ?
C7B C8B C14B 121.1(4) . . ?
C9B C8B C14B 119.4(4) . . ?
C1B C9B C10B 119.2(4) . . ?
C8B C9B C1B 121.1(5) . . ?
C8B C9B C10B 119.7(4) . . ?
C4B C10B C5B 121.2(4) . . ?
C4B C10B C9B 119.4(4) . . ?
C5B C10B C9B 119.4(4) . . ?
C1B C11B S12B 122.0(4) . . ?
N13B C11B C1B 117.0(4) . . ?
N13B C11B S12B 121.0(4) . . ?
C11B N13B C14B 125.5(4) . . ?
C11B N13B C21B 116.8(4) . . ?
C14B N13B C21B 117.7(4) . . ?
C8B C14B S15B 122.7(4) . . ?
N13B C14B C8B 116.7(4) . . ?
N13B C14B S15B 120.6(4) . . ?
O17B C16B C4B 123.8(5) . . ?
O17B C16B N18B 119.6(5) . . ?
N18B C16B C4B 116.6(5) . . ?
C16B N18B C41B 113.9(4) . . ?
C19B N18B C16B 125.3(4) . . ?
C19B N18B C41B 120.8(5) . . ?
C5B C19B S20B 120.6(4) . . ?
N18B C19B C5B 117.2(4) . . ?
N18B C19B S20B 122.1(4) . . ?
C22B C21B N13B 119.2(4) . . ?
C22B C21B C26B 122.3(4) . . ?
C26B C21B N13B 118.3(4) . . ?
C21B C22B H22B 120.8 . . ?
C21B C22B C23B 118.3(4) . . ?
C23B C22B H22B 120.8 . . ?
C22B C23B H23B 119.7 . . ?
C24B C23B C22B 120.5(3) . . ?
C24B C23B H23B 119.7 . . ?
C23B C24B C25B 120.3(4) . . ?
C23B C24B N27B 117.8(3) . . ?
C25B C24B N27B 121.8(4) . . ?
C24B C25B H25B 120.2 . . ?
C24B C25B C26B 119.5(4) . . ?
C26B C25B H25B 120.2 . . ?
C21B C26B C25B 118.8(4) . . ?
C21B C26B H26B 120.6 . . ?
C25B C26B H26B 120.6 . . ?
C28B N27B C24B 115.8(3) . . ?
C28B N27B C40B 120.8(3) . . ?
C40B N27B C24B 120.1(3) . . ?
C29B C28B N27B 122.1(4) . . ?
C33B C28B N27B 119.5(4) . . ?
C33B C28B C29B 118.4(4) . . ?
C28B C29B H29B 119.6 . . ?
C30B C29B C28B 120.7(4) . . ?
C30B C29B H29B 119.6 . . ?
C29B C30B H30B 119.7 . . ?
C29B C30B C31B 120.5(4) . . ?
C31B C30B H30B 119.7 . . ?
C30B C31B H31B 120.3 . . ?
C32B C31B C30B 119.4(4) . . ?
C32B C31B H31B 120.3 . . ?
C31B C32B H32B 119.7 . . ?
C31B C32B C33B 120.7(4) . . ?
C33B C32B H32B 119.7 . . ?
C28B C33B C32B 120.2(4) . . ?
C28B C33B S34B 120.1(3) . . ?
C32B C33B S34B 119.5(3) . . ?
C33B S34B C35B 99.06(19) . . ?
C36B C35B S34B 119.4(4) . . ?
C36B C35B C40B 120.4(4) . . ?
C40B C35B S34B 120.0(3) . . ?
C35B C36B H36B 119.5 . . ?
C35B C36B C37B 121.0(5) . . ?
C37B C36B H36B 119.5 . . ?
C36B C37B H37B 120.6 . . ?
C36B C37B C38B 118.8(4) . . ?
C38B C37B H37B 120.6 . . ?
C37B C38B H38B 119.6 . . ?
C39B C38B C37B 120.7(4) . . ?
C39B C38B H38B 119.6 . . ?
C38B C39B H39B 119.8 . . ?
C38B C39B C40B 120.5(4) . . ?
C40B C39B H39B 119.8 . . ?
C35B C40B N27B 119.3(4) . . ?
C35B C40B C39B 118.4(4) . . ?
C39B C40B N27B 122.4(4) . . ?
N18B C41B H41C 108.7 . . ?
N18B C41B H41D 108.7 . . ?
N18B C41B C42B 114.0(3) . . ?
H41C C41B H41D 107.6 . . ?
C42B C41B H41C 108.7 . . ?
C42B C41B H41D 108.7 . . ?
C41B C42B H42C 109.8 . . ?
C41B C42B H42D 109.8 . . ?
H42C C42B H42D 108.3 . . ?
C43B C42B C41B 109.2(3) . . ?
C43B C42B H42C 109.8 . . ?
C43B C42B H42D 109.8 . . ?
C42B C43B H43C 108.7 . . ?
C42B C43B H43D 108.7 . . ?
C42B C43B C44B 114.1(3) . . ?
H43C C43B H43D 107.6 . . ?
C44B C43B H43C 108.7 . . ?
C44B C43B H43D 108.7 . . ?
C43B C44B H44C 109.1 . . ?
C43B C44B H44D 109.1 . . ?
H44C C44B H44D 107.9 . . ?
C45B C44B C43B 112.4(3) . . ?
C45B C44B H44C 109.1 . . ?
C45B C44B H44D 109.1 . . ?
C44B C45B H45C 108.7 . . ?
C44B C45B H45D 108.7 . . ?
H45C C45B H45D 107.6 . . ?
C46B C45B C44B 114.0(3) . . ?
C46B C45B H45C 108.7 . . ?
C46B C45B H45D 108.7 . . ?
C45B C46B H46C 108.9 . . ?
C45B C46B H46D 108.9 . . ?
H46C C46B H46D 107.7 . . ?
C47B C46B C45B 113.2(3) . . ?
C47B C46B H46C 108.9 . . ?
C47B C46B H46D 108.9 . . ?
C46B C47B H47C 108.7 . . ?
C46B C47B H47D 108.7 . . ?
C46B C47B C48B 114.2(4) . . ?
H47C C47B H47D 107.6 . . ?
C48B C47B H47C 108.7 . . ?
C48B C47B H47D 108.7 . . ?
C47B C48B H48D 109.5 . . ?
C47B C48B H48E 109.5 . . ?
C47B C48B H48F 109.5 . . ?
H48D C48B H48E 109.5 . . ?
H48D C48B H48F 109.5 . . ?
H48E C48B H48F 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
C1A C2A C3A C4A 1.0(5) . . . . ?
C1A C9A C10A C4A 1.4(4) . . . . ?
C1A C9A C10A C5A -179.7(3) . . . . ?
C1A C11A N13A C14A 1.2(5) . . . . ?
C1A C11A N13A C21A 179.0(3) . . . . ?
C2A C1A C9A C8A -179.4(3) . . . . ?
C2A C1A C9A C10A 1.1(5) . . . . ?
C2A C1A C11A S12A -3.2(5) . . . . ?
C2A C1A C11A N13A 178.3(3) . . . . ?
C2A C3A C4A C10A 1.7(5) . . . . ?
C2A C3A C4A C16A -176.8(3) . . . . ?
C3A C4A C10A C5A 178.3(3) . . . . ?
C3A C4A C10A C9A -2.9(5) . . . . ?
C3A C4A C16A O17A 1.6(5) . . . . ?
C3A C4A C16A N18A -178.7(3) . . . . ?
C4A C16A N18A C19A 4.6(5) . . . . ?
C4A C16A N18A C41A -174.8(3) . . . . ?
C5A C6A C7A C8A -0.1(5) . . . . ?
C6A C5A C10A C4A 177.1(3) . . . . ?
C6A C5A C10A C9A -1.7(5) . . . . ?
C6A C5A C19A N18A -170.4(3) . . . . ?
C6A C5A C19A S20A 9.2(5) . . . . ?
C6A C7A C8A C9A -0.8(5) . . . . ?
C6A C7A C8A C14A 179.0(3) . . . . ?
C7A C8A C9A C1A -179.0(3) . . . . ?
C7A C8A C9A C10A 0.4(5) . . . . ?
C7A C8A C14A N13A 176.3(3) . . . . ?
C7A C8A C14A S15A -2.4(5) . . . . ?
C8A C9A C10A C4A -178.0(3) . . . . ?
C8A C9A C10A C5A 0.9(5) . . . . ?
C9A C1A C2A C3A -2.4(5) . . . . ?
C9A C1A C11A S12A 174.5(3) . . . . ?
C9A C1A C11A N13A -4.0(5) . . . . ?
C9A C8A C14A N13A -3.9(5) . . . . ?
C9A C8A C14A S15A 177.4(3) . . . . ?
C10A C4A C16A O17A -176.9(3) . . . . ?
C10A C4A C16A N18A 2.7(5) . . . . ?
C10A C5A C6A C7A 1.3(5) . . . . ?
C10A C5A C19A N18A 10.0(5) . . . . ?
C10A C5A C19A S20A -170.4(3) . . . . ?
C11A C1A C2A C3A 175.3(3) . . . . ?
C11A C1A C9A C8A 2.8(5) . . . . ?
C11A C1A C9A C10A -176.6(3) . . . . ?
C11A N13A C14A C8A 2.7(5) . . . . ?
C11A N13A C14A S15A -178.6(3) . . . . ?
C11A N13A C21A C22A -97.8(4) . . . . ?
C11A N13A C21A C26A 77.5(5) . . . . ?
S12A C11A N13A C14A -177.3(3) . . . . ?
S12A C11A N13A C21A 0.5(4) . . . . ?
N13A C21A C22A C23A 171.8(4) . . . . ?
N13A C21A C26A C25A -170.4(4) . . . . ?
C14A C8A C9A C1A 1.2(5) . . . . ?
C14A C8A C9A C10A -179.4(3) . . . . ?
C14A N13A C21A C22A 80.2(5) . . . . ?
C14A N13A C21A C26A -104.5(4) . . . . ?
C16A C4A C10A C5A -3.2(5) . . . . ?
C16A C4A C10A C9A 175.7(3) . . . . ?
C16A N18A C19A C5A -10.8(5) . . . . ?
C16A N18A C19A S20A 169.6(3) . . . . ?
C16A N18A C41A C42A -83.5(4) . . . . ?
O17A C16A N18A C19A -175.8(3) . . . . ?
O17A C16A N18A C41A 4.8(5) . . . . ?
N18A C41A C42A C43A 169.9(4) . . . . ?
C19A C5A C6A C7A -178.4(3) . . . . ?
C19A C5A C10A C4A -3.2(5) . . . . ?
C19A C5A C10A C9A 178.0(3) . . . . ?
C19A N18A C41A C42A 97.0(4) . . . . ?
C21A N13A C14A C8A -175.1(3) . . . . ?
C21A N13A C14A S15A 3.6(4) . . . . ?
C21A C22A C23A C24A -0.8(6) . . . . ?
C22A C21A C26A C25A 4.7(7) . . . . ?
C22A C23A C24A C25A 3.6(6) . . . . ?
C22A C23A C24A N27A -172.6(4) . . . . ?
C23A C24A C25A C26A -2.3(6) . . . . ?
C23A C24A N27A C28A 85.8(4) . . . . ?
C23A C24A N27A C40A -116.7(4) . . . . ?
C24A C25A C26A C21A -1.8(6) . . . . ?
C24A N27A C28A C29A 12.3(5) . . . . ?
C24A N27A C28A C33A -166.6(3) . . . . ?
C24A N27A C40A C35A 168.1(3) . . . . ?
C24A N27A C40A C39A -11.0(6) . . . . ?
C25A C24A N27A C28A -90.3(4) . . . . ?
C25A C24A N27A C40A 67.3(5) . . . . ?
C26A C21A C22A C23A -3.4(6) . . . . ?
N27A C24A C25A C26A 173.7(4) . . . . ?
N27A C28A C29A C30A -178.0(3) . . . . ?
N27A C28A C33A C32A -179.9(3) . . . . ?
N27A C28A C33A S34A 5.1(5) . . . . ?
C28A N27A C40A C35A -35.5(5) . . . . ?
C28A N27A C40A C39A 145.4(4) . . . . ?
C28A C29A C30A C31A -1.9(6) . . . . ?
C28A C33A S34A C35A -35.7(3) . . . . ?
C29A C28A C33A C32A 1.1(5) . . . . ?
C29A C28A C33A S34A -173.9(3) . . . . ?
C29A C30A C31A C32A 0.5(6) . . . . ?
C30A C31A C32A C33A 1.7(6) . . . . ?
C31A C32A C33A C28A -2.5(6) . . . . ?
C31A C32A C33A S34A 172.6(3) . . . . ?
C32A C33A S34A C35A 149.2(3) . . . . ?
C33A C28A C29A C30A 1.0(5) . . . . ?
C33A S34A C35A C36A -148.2(3) . . . . ?
C33A S34A C35A C40A 36.2(4) . . . . ?
S34A C35A C36A C37A -171.9(3) . . . . ?
S34A C35A C40A N27A -6.0(5) . . . . ?
S34A C35A C40A C39A 173.2(3) . . . . ?
C35A C36A C37A C38A -2.3(7) . . . . ?
C36A C35A C40A N27A 178.6(4) . . . . ?
C36A C35A C40A C39A -2.3(6) . . . . ?
C36A C37A C38A C39A -0.3(7) . . . . ?
C37A C38A C39A C40A 1.6(7) . . . . ?
C38A C39A C40A N27A 178.8(4) . . . . ?
C38A C39A C40A C35A -0.4(6) . . . . ?
C40A N27A C28A C29A -145.0(3) . . . . ?
C40A N27A C28A C33A 36.1(5) . . . . ?
C40A C35A C36A C37A 3.6(6) . . . . ?
C41A N18A C19A C5A 168.6(3) . . . . ?
C41A N18A C19A S20A -11.0(4) . . . . ?
C41A C42A C43A C44A -179.3(4) . . . . ?
C42A C43A C44A C45A 175.3(4) . . . . ?
C43A C44A C45A C46A 178.5(4) . . . . ?
C44A C45A C46A C47A 178.4(4) . . . . ?
C45A C46A C47A C48A 174.6(5) . . . . ?
C1B C2B C3B C4B 0.7(6) . . . . ?
C1B C9B C10B C4B -0.6(5) . . . . ?
C1B C9B C10B C5B 178.7(3) . . . . ?
C1B C11B N13B C14B 4.7(5) . . . . ?
C1B C11B N13B C21B -175.6(3) . . . . ?
C2B C1B C9B C8B -178.5(3) . . . . ?
C2B C1B C9B C10B 1.5(5) . . . . ?
C2B C1B C11B S12B -7.3(5) . . . . ?
C2B C1B C11B N13B 173.8(3) . . . . ?
C2B C3B C4B C10B 0.2(5) . . . . ?
C2B C3B C4B C16B -179.8(3) . . . . ?
C3B C4B C10B C5B -179.6(3) . . . . ?
C3B C4B C10B C9B -0.2(5) . . . . ?
C3B C4B C16B O17B 4.7(5) . . . . ?
C3B C4B C16B N18B -173.3(3) . . . . ?
C4B C16B N18B C19B -9.9(5) . . . . ?
C4B C16B N18B C41B 170.8(3) . . . . ?
C5B C6B C7B C8B -1.3(5) . . . . ?
C6B C5B C10B C4B 177.0(3) . . . . ?
C6B C5B C10B C9B -2.4(5) . . . . ?
C6B C5B C19B N18B -179.7(3) . . . . ?
C6B C5B C19B S20B 2.0(5) . . . . ?
C6B C7B C8B C9B -2.4(5) . . . . ?
C6B C7B C8B C14B 176.2(3) . . . . ?
C7B C8B C9B C1B -176.4(3) . . . . ?
C7B C8B C9B C10B 3.7(5) . . . . ?
C7B C8B C14B N13B 174.1(3) . . . . ?
C7B C8B C14B S15B -7.6(5) . . . . ?
C8B C9B C10B C4B 179.3(3) . . . . ?
C8B C9B C10B C5B -1.3(4) . . . . ?
C9B C1B C2B C3B -1.5(5) . . . . ?
C9B C1B C11B S12B 171.9(3) . . . . ?
C9B C1B C11B N13B -7.0(5) . . . . ?
C9B C8B C14B N13B -7.3(5) . . . . ?
C9B C8B C14B S15B 171.0(3) . . . . ?
C10B C4B C16B O17B -175.2(3) . . . . ?
C10B C4B C16B N18B 6.7(5) . . . . ?
C10B C5B C6B C7B 3.7(5) . . . . ?
C10B C5B C19B N18B 2.3(5) . . . . ?
C10B C5B C19B S20B -176.0(3) . . . . ?
C11B C1B C2B C3B 177.6(3) . . . . ?
C11B C1B C9B C8B 2.3(5) . . . . ?
C11B C1B C9B C10B -177.7(3) . . . . ?
C11B N13B C14B C8B 2.4(5) . . . . ?
C11B N13B C14B S15B -175.9(3) . . . . ?
C11B N13B C21B C22B 84.9(5) . . . . ?
C11B N13B C21B C26B -89.9(5) . . . . ?
S12B C11B N13B C14B -174.3(3) . . . . ?
S12B C11B N13B C21B 5.5(5) . . . . ?
N13B C21B C22B C23B -171.6(4) . . . . ?
N13B C21B C26B C25B 169.3(4) . . . . ?
C14B C8B C9B C1B 5.0(5) . . . . ?
C14B C8B C9B C10B -175.0(3) . . . . ?
C14B N13B C21B C22B -95.3(4) . . . . ?
C14B N13B C21B C26B 89.9(5) . . . . ?
C16B C4B C10B C5B 0.4(5) . . . . ?
C16B C4B C10B C9B 179.8(3) . . . . ?
C16B N18B C19B C5B 5.5(5) . . . . ?
C16B N18B C19B S20B -176.2(3) . . . . ?
C16B N18B C41B C42B 86.9(5) . . . . ?
O17B C16B N18B C19B 172.0(3) . . . . ?
O17B C16B N18B C41B -7.4(5) . . . . ?
N18B C41B C42B C43B -170.5(4) . . . . ?
C19B C5B C6B C7B -174.3(3) . . . . ?
C19B C5B C10B C4B -4.9(5) . . . . ?
C19B C5B C10B C9B 175.7(3) . . . . ?
C19B N18B C41B C42B -92.5(5) . . . . ?
C21B N13B C14B C8B -177.3(3) . . . . ?
C21B N13B C14B S15B 4.3(4) . . . . ?
C21B C22B C23B C24B 1.3(6) . . . . ?
C22B C21B C26B C25B -5.4(7) . . . . ?
C22B C23B C24B C25B -3.1(6) . . . . ?
C22B C23B C24B N27B 172.1(4) . . . . ?
C23B C24B C25B C26B 0.6(7) . . . . ?
C23B C24B N27B C28B -82.6(5) . . . . ?
C23B C24B N27B C40B 117.8(4) . . . . ?
C24B C25B C26B C21B 3.5(7) . . . . ?
C24B N27B C28B C29B -14.6(5) . . . . ?
C24B N27B C28B C33B 164.9(3) . . . . ?
C24B N27B C40B C35B -166.5(4) . . . . ?
C24B N27B C40B C39B 12.6(6) . . . . ?
C25B C24B N27B C28B 92.5(5) . . . . ?
C25B C24B N27B C40B -67.1(5) . . . . ?
C26B C21B C22B C23B 3.0(6) . . . . ?
N27B C24B C25B C26B -174.3(4) . . . . ?
N27B C28B C29B C30B 178.5(3) . . . . ?
N27B C28B C33B C32B 179.6(3) . . . . ?
N27B C28B C33B S34B -5.0(5) . . . . ?
C28B N27B C40B C35B 35.0(5) . . . . ?
C28B N27B C40B C39B -145.9(4) . . . . ?
C28B C29B C30B C31B 1.6(6) . . . . ?
C28B C33B S34B C35B 35.3(4) . . . . ?
C29B C28B C33B C32B -0.9(5) . . . . ?
C29B C28B C33B S34B 174.5(3) . . . . ?
C29B C30B C31B C32B -0.4(6) . . . . ?
C30B C31B C32B C33B -1.5(6) . . . . ?
C31B C32B C33B C28B 2.2(6) . . . . ?
C31B C32B C33B S34B -173.3(3) . . . . ?
C32B C33B S34B C35B -149.3(3) . . . . ?
C33B C28B C29B C30B -0.9(5) . . . . ?
C33B S34B C35B C36B 148.7(4) . . . . ?
C33B S34B C35B C40B -35.8(4) . . . . ?
S34B C35B C36B C37B 172.3(3) . . . . ?
S34B C35B C40B N27B 6.2(5) . . . . ?
S34B C35B C40B C39B -173.0(3) . . . . ?
C35B C36B C37B C38B 0.6(7) . . . . ?
C36B C35B C40B N27B -178.4(4) . . . . ?
C36B C35B C40B C39B 2.5(6) . . . . ?
C36B C37B C38B C39B 2.5(7) . . . . ?
C37B C38B C39B C40B -3.2(7) . . . . ?
C38B C39B C40B N27B -178.5(4) . . . . ?
C38B C39B C40B C35B 0.7(6) . . . . ?
C40B N27B C28B C29B 144.8(4) . . . . ?
C40B N27B C28B C33B -35.7(5) . . . . ?
C40B C35B C36B C37B -3.1(7) . . . . ?
C41B N18B C19B C5B -175.2(3) . . . . ?
C41B N18B C19B S20B 3.1(5) . . . . ?
C41B C42B C43B C44B -178.2(4) . . . . ?
C42B C43B C44B C45B -173.8(4) . . . . ?
C43B C44B C45B C46B -179.2(4) . . . . ?
C44B C45B C46B C47B -179.5(4) . . . . ?
C45B C46B C47B C48B -174.8(4) . . . . ?

_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ntnmpb
_database_code_depnum_ccdc_archive 'CCDC 1500965'
_audit_update_record             
;
2016-08-25 deposited with the CCDC.
2017-11-06 downloaded from the CCDC.
;
_nottingham_internal_coll_name   NTNMPB
_nottingham_internal_coll_number 13957
_nottingham_internal_coll_client NMP/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '1.0000, 4.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pcxnp7
_nottingham_internal_coll_date   09/09/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVA, PL13110002'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 10/09/2014
_nottingham_internal_process_user pcxnp7
_nottingham_internal_solution_date 10/09/2014
_nottingham_internal_solution_user pcxnp7
_nottingham_internal_refinement_date 5/11/2015
_nottingham_internal_refinement_user 'pcxnp7, pczcrp'
_nottingham_internal_self_validation_date 5/11/2015
_nottingham_internal_self_validation_user pczcrp
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_nottingham_internal_archive_date ?
_refine_special_details          ?
_audit_creation_date             2015-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H26 N2 O2 S2'
_chemical_formula_sum            'C24 H26 N2 O2 S2'
_chemical_formula_weight         438.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H26 N2 O2 S2'
_chemical_oxdiff_usercomment     
'NTNMPB IN FOMBLIN FILM ON MICROMOUNT FOR NMP/NRC'
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'
N N 0.0311 0.0180 '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'
S S 0.3331 0.5567 '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                   8.7955(3)
_cell_length_b                   9.4770(4)
_cell_length_c                   12.8838(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.537(3)
_cell_angle_gamma                90
_cell_volume                     1072.87(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1985
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.0780
_cell_measurement_theta_min      5.7680
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.436
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_correction_T_min  0.652
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
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            'clear brownish green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             464
_exptl_crystal_preparation       
'Slow evapouration of a chloroform/hexane solution.'
_exptl_crystal_recrystallization_method 
'Slow evapouration of a chloroform/hexane solution.'
_exptl_crystal_size_max          0.3187
_exptl_crystal_size_mid          0.248
_exptl_crystal_size_min          0.0492
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4286
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.375
_diffrn_reflns_theta_min         5.033
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3271
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   22.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       42.5073   37.0000   90.0000 76

#__ type_ start__ end____ width___ exp.time_
  2 omega   53.00  111.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       42.5073   57.0000  150.0000 58

#__ type_ start__ end____ width___ exp.time_
  3 omega   49.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       42.5073   37.0000  120.0000 60

#__ type_ start__ end____ width___ exp.time_
  4 omega   45.00   90.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000  120.0000 45

#__ type_ start__ end____ width___ exp.time_
  5 omega   91.00  118.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -61.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
  6 omega   47.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000   90.0000 62

#__ type_ start__ end____ width___ exp.time_
  7 omega   58.00   88.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
  8 omega   84.00  171.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   30.0000  -60.0000 87

#__ type_ start__ end____ width___ exp.time_
  9 omega   83.00  108.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   45.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
 10 omega  127.00  165.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   45.0000  150.0000 38

#__ type_ start__ end____ width___ exp.time_
 11 omega   43.00   78.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -61.0000  120.0000 35

#__ type_ start__ end____ width___ exp.time_
 12 omega   31.00   84.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000   30.0000 53

#__ type_ start__ end____ width___ exp.time_
 13 omega   31.00   69.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000 -180.0000 38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      0.1736926000
_diffrn_orient_matrix_UB_12      -0.0026810000
_diffrn_orient_matrix_UB_13      0.0213536000
_diffrn_orient_matrix_UB_21      -0.0225546000
_diffrn_orient_matrix_UB_22      -0.0660977000
_diffrn_orient_matrix_UB_23      0.1074437000
_diffrn_orient_matrix_UB_31      0.0072214000
_diffrn_orient_matrix_UB_32      -0.1483598000
_diffrn_orient_matrix_UB_33      -0.0484913000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_target            Cu
_diffrn_source_type              'GV1000 (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1884
_reflns_number_total             2105
_reflns_odcompleteness_completeness 99.76
_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, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2105
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0398
_refine_ls_restrained_S_all      1.035
_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)+(0.0489P)²+0.4626P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0998
_refine_ls_wR_factor_ref         0.1066
_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 Ternary CH refined with riding coordinates:
 C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16a,H16b), C18(H18a,H18b)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3)
2.d Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C19(H19a,H19b,H19c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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
C1 C 1.19716(17) 0.95534(17) 0.04533(12) 0.0198(3) Uani 1 1 d . . . . .
C2 C 1.27783(17) 1.05557(18) -0.00734(13) 0.0223(3) Uani 1 1 d . . . . .
H2 H 1.3854 1.0596 0.0023 0.027 Uiso 1 1 calc R . . . .
C3 C 1.20327(19) 1.15089(17) -0.07450(13) 0.0223(3) Uani 1 1 d . . . . .
H3 H 1.2611 1.2180 -0.1108 0.027 Uiso 1 1 calc R . . . .
C8 C 0.95404(18) 0.85054(16) 0.08927(12) 0.0202(3) Uani 1 1 d . . . . .
C9 C 1.03779(17) 0.95074(16) 0.03356(12) 0.0186(3) Uani 1 1 d . . . . .
C10 C 1.27916(18) 0.85027(17) 0.11074(13) 0.0210(3) Uani 1 1 d . . . . .
O11 O 1.41779(13) 0.84588(13) 0.11712(10) 0.0277(3) Uani 1 1 d . . . . .
N12 N 1.19215(15) 0.75317(14) 0.16613(11) 0.0217(3) Uani 1 1 d . . . . .
C13 C 1.03379(18) 0.75183(17) 0.16192(13) 0.0228(3) Uani 1 1 d . . . . .
S14 S 0.93437(5) 0.64562(5) 0.23467(4) 0.03695(17) Uani 1 1 d . . . . .
C15 C 1.27922(19) 0.64767(17) 0.23277(13) 0.0243(4) Uani 1 1 d . . . . .
H15 H 1.2015 0.5936 0.2709 0.029 Uiso 1 1 calc R . . . .
C16 C 1.3607(2) 0.5402(2) 0.16705(16) 0.0340(4) Uani 1 1 d . . . . .
H16A H 1.4297 0.5910 0.1213 0.041 Uiso 1 1 calc R . . . .
H16B H 1.4241 0.4788 0.2137 0.041 Uiso 1 1 calc R . . . .
C17 C 1.2541(3) 0.4478(2) 0.10030(18) 0.0443(5) Uani 1 1 d . . . . .
H17A H 1.1894 0.5076 0.0547 0.066 Uiso 1 1 calc GR . . . .
H17B H 1.1901 0.3919 0.1452 0.066 Uiso 1 1 calc GR . . . .
H17C H 1.3140 0.3845 0.0580 0.066 Uiso 1 1 calc GR . . . .
C18 C 1.38425(19) 0.7160(2) 0.31579(14) 0.0280(4) Uani 1 1 d . . . . .
H18A H 1.4211 0.6424 0.3653 0.034 Uiso 1 1 calc R . . . .
H18B H 1.4739 0.7556 0.2821 0.034 Uiso 1 1 calc R . . . .
C19 C 1.3088(2) 0.8324(2) 0.37577(15) 0.0354(4) Uani 1 1 d . . . . .
H19A H 1.2879 0.9131 0.3297 0.053 Uiso 1 1 calc GR . . . .
H19B H 1.3766 0.8619 0.4342 0.053 Uiso 1 1 calc GR . . . .
H19C H 1.2130 0.7974 0.4022 0.053 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
C1 C2 1.382(2) . ?
C1 C9 1.404(2) . ?
C1 C10 1.472(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.394(2) . ?
C3 H3 0.9500 . ?
C3 C8 1.388(2) 3_775 ?
C8 C3 1.388(2) 3_775 ?
C8 C9 1.416(2) . ?
C8 C13 1.478(2) . ?
C9 C9 1.418(3) 3_775 ?
C10 O11 1.219(2) . ?
C10 N12 1.411(2) . ?
N12 C13 1.392(2) . ?
N12 C15 1.505(2) . ?
C13 S14 1.6519(16) . ?
C15 H15 1.0000 . ?
C15 C16 1.524(2) . ?
C15 C18 1.526(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.521(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.516(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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
C2 C1 C9 120.02(15) . . ?
C2 C1 C10 119.79(14) . . ?
C9 C1 C10 120.15(14) . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C3 120.83(15) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 119.4 . . ?
C8 C3 C2 121.14(15) 3_775 . ?
C8 C3 H3 119.4 3_775 . ?
C3 C8 C9 118.33(15) 3_775 . ?
C3 C8 C13 121.52(14) 3_775 . ?
C9 C8 C13 120.15(14) . . ?
C1 C9 C8 120.35(15) . . ?
C1 C9 C9 118.97(18) . 3_775 ?
C8 C9 C9 120.67(17) . 3_775 ?
O11 C10 C1 121.65(15) . . ?
O11 C10 N12 120.46(15) . . ?
N12 C10 C1 117.88(14) . . ?
C10 N12 C15 116.62(13) . . ?
C13 N12 C10 123.42(14) . . ?
C13 N12 C15 119.96(13) . . ?
C8 C13 S14 119.77(12) . . ?
N12 C13 C8 117.71(14) . . ?
N12 C13 S14 122.52(13) . . ?
N12 C15 H15 106.2 . . ?
N12 C15 C16 111.54(14) . . ?
N12 C15 C18 113.25(14) . . ?
C16 C15 H15 106.2 . . ?
C16 C15 C18 112.85(14) . . ?
C18 C15 H15 106.2 . . ?
C15 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 C15 113.93(17) . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 108.8 . . ?
C15 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 C15 113.63(14) . . ?
C19 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
C1 C2 C3 C8 1.0(3) . . . 3_775 ?
C1 C10 N12 C13 0.0(2) . . . . ?
C1 C10 N12 C15 -179.66(14) . . . . ?
C2 C1 C9 C8 -178.43(14) . . . . ?
C2 C1 C9 C9 0.6(3) . . . 3_775 ?
C2 C1 C10 O11 -2.6(2) . . . . ?
C2 C1 C10 N12 177.71(14) . . . . ?
C3 C8 C9 C1 -179.45(15) 3_775 . . . ?
C3 C8 C9 C9 1.6(3) 3_775 . . 3_775 ?
C3 C8 C13 N12 175.21(15) 3_775 . . . ?
C3 C8 C13 S14 -5.0(2) 3_775 . . . ?
C9 C1 C2 C3 -1.6(2) . . . . ?
C9 C1 C10 O11 175.18(15) . . . . ?
C9 C1 C10 N12 -4.5(2) . . . . ?
C9 C8 C13 N12 -5.5(2) . . . . ?
C9 C8 C13 S14 174.27(12) . . . . ?
C10 C1 C2 C3 176.21(15) . . . . ?
C10 C1 C9 C8 3.8(2) . . . . ?
C10 C1 C9 C9 -177.20(17) . . . 3_775 ?
C10 N12 C13 C8 4.8(2) . . . . ?
C10 N12 C13 S14 -174.94(12) . . . . ?
C10 N12 C15 C16 -69.71(18) . . . . ?
C10 N12 C15 C18 58.89(19) . . . . ?
O11 C10 N12 C13 -179.65(16) . . . . ?
O11 C10 N12 C15 0.6(2) . . . . ?
N12 C15 C16 C17 -63.8(2) . . . . ?
N12 C15 C18 C19 47.0(2) . . . . ?
C13 C8 C9 C1 1.2(2) . . . . ?
C13 C8 C9 C9 -177.76(17) . . . 3_775 ?
C13 N12 C15 C16 110.58(17) . . . . ?
C13 N12 C15 C18 -120.82(16) . . . . ?
C15 N12 C13 C8 -175.49(14) . . . . ?
C15 N12 C13 S14 4.8(2) . . . . ?
C16 C15 C18 C19 174.96(15) . . . . ?
C18 C15 C16 C17 167.34(16) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
0 5 -4 0.1114 0.0099 4.9921 -4.0047 -0.0972 -0.7605 -0.5464
0 -5 -5 0.0862 -0.0065 -4.9942 -4.9901 -0.0943 -0.2059 0.9829
-1 -1 8 0.0839 -1.0039 -0.9970 7.9954 -0.0010 0.9476 -0.2470
-6 0 -1 0.0246 -5.9949 -0.0019 -1.0080 -1.0628 0.0270 0.0059
6 0 1 0.0246 5.9949 0.0019 1.0080 1.0628 -0.0270 -0.0059
-1 -4 6 0.1149 -1.0082 -3.9933 6.0007 -0.0363 0.9314 0.2942
0 5 4 0.1845 0.0069 4.9940 3.9906 0.0730 0.0985 -0.9344

_olex2_date_sample_data_collection 10/09/14
_olex2_date_sample_submission    05/09/14
_olex2_exptl_crystal_mounting_method 'In folmbiln film on micromount.'
_olex2_submission_original_sample_id NTNMPB
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ntnmpd
_database_code_depnum_ccdc_archive 'CCDC 1500964'
_audit_update_record             
;
2016-08-25 deposited with the CCDC.
2017-11-06 downloaded from the CCDC.
;
_nottingham_internal_coll_name   NTNMPD
_nottingham_internal_coll_number 13974
_nottingham_internal_coll_client NMP/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '2.0000, 8.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pcxnp7
_nottingham_internal_coll_date   15/09/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVA, PL13110002'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 15/09/2014
_nottingham_internal_process_user pcxnp7
_nottingham_internal_solution_date 15/09/2014
_nottingham_internal_solution_user pcxnp7
_nottingham_internal_refinement_date 5/11/2015
_nottingham_internal_refinement_user pcxnp7,
_nottingham_internal_self_archive_date 5/11/2015
_nottingham_internal_self_validation_date 5/11/2015
_nottingham_internal_self_validation_user pczwl
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_nottingham_internal_archive_date ?
_refine_special_details          ?
_vrf_PLAT112_ntnmpd              
;
PROBLEM: ADDSYM Detects Additional (Pseudo) Symm. Elem...          Z Check 
RESPONSE: The reflection data was examined for higher symmetry, however none was 
found, and this represents the internal symmetry of the molecule.
;
_audit_creation_date             2015-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H26 N2 O4'
_chemical_formula_sum            'C24 H26 N2 O4'
_chemical_formula_weight         406.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H26 N2 O4'
_chemical_oxdiff_usercomment     
'NTNMPDB IN FOMBLIN FILM ON MICROMOUNT FOR NMP/NRC'
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'
N N 0.0311 0.0180 '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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.4100(3)
_cell_length_b                   8.3348(2)
_cell_length_c                   18.3351(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.022(2)
_cell_angle_gamma                90
_cell_volume                     2011.50(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3554
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.8280
_cell_measurement_theta_min      4.9110
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_correction_T_min  0.881
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
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            'clear pinkish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             864
_exptl_crystal_preparation       
'Synthesised from naphthalene-1,4,5,8-tetracarboxylic dianhydride and 3-aminopentane in DMF.'
_exptl_crystal_recrystallization_method 
'Evapouration of a chloroform solution of compound.'
_exptl_crystal_size_max          0.2461
_exptl_crystal_size_mid          0.2271
_exptl_crystal_size_min          0.1064
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7787
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.399
_diffrn_reflns_theta_min         3.762
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   20.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   37.0000  -30.0000 68

#__ type_ start__ end____ width___ exp.time_
  2 omega -110.00  -10.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -77.0000    0.0000 100

#__ type_ start__ end____ width___ exp.time_
  3 omega -100.00  -59.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000 -148.0000  -11.0000 41

#__ type_ start__ end____ width___ exp.time_
  4 omega   38.00   97.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000 -120.0000 59

#__ type_ start__ end____ width___ exp.time_
  5 omega   48.00   94.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000 -180.0000 46

#__ type_ start__ end____ width___ exp.time_
  6 omega   32.00  174.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000    0.0000 -180.0000 142

#__ type_ start__ end____ width___ exp.time_
  7 omega   31.00   91.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000   30.0000 60

#__ type_ start__ end____ width___ exp.time_
  8 omega   62.00   87.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000  120.0000 25

#__ type_ start__ end____ width___ exp.time_
  9 omega   34.00   59.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000   90.0000 25

#__ type_ start__ end____ width___ exp.time_
 10 omega   35.00   92.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000  -30.0000 57
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      -0.0477330000
_diffrn_orient_matrix_UB_12      -0.0088001000
_diffrn_orient_matrix_UB_13      -0.0832337000
_diffrn_orient_matrix_UB_21      0.0876292000
_diffrn_orient_matrix_UB_22      0.1022264000
_diffrn_orient_matrix_UB_23      -0.0183307000
_diffrn_orient_matrix_UB_31      0.0611104000
_diffrn_orient_matrix_UB_32      -0.1538980000
_diffrn_orient_matrix_UB_33      -0.0074745000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3321
_reflns_number_total             3963
_reflns_odcompleteness_completeness 99.84
_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, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.260
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         3963
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.032
_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)+(0.0608P)²+0.3190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1062
_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 Ternary CH refined with riding coordinates:
 C21(H21), C26(H26)
2.b Secondary CH2 refined with riding coordinates:
 C22(H22a,H22b), C24(H24a,H24b), C27(H27a,H27b), C29(H29a,H29b)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7)
2.d Idealised Me refined as rotating group:
 C23(H23a,H23b,H23c), C25(H25a,H25b,H25c), C28(H28a,H28b,H28c), C30(H30a,H30b,
 H30c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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
C1 C 0.38756(8) 0.34458(14) 0.22499(6) 0.0166(2) Uani 1 1 d . . . . .
C2 C 0.39052(8) 0.31239(14) 0.15151(6) 0.0190(2) Uani 1 1 d . . . . .
H2 H 0.3402 0.2455 0.1232 0.023 Uiso 1 1 calc R . . . .
C3 C 0.46778(8) 0.37817(15) 0.11833(6) 0.0195(2) Uani 1 1 d . . . . .
H3 H 0.4694 0.3553 0.0678 0.023 Uiso 1 1 calc R . . . .
C4 C 0.54102(8) 0.47549(14) 0.15888(6) 0.0172(2) Uani 1 1 d . . . . .
C5 C 0.61217(8) 0.61289(13) 0.27555(6) 0.0168(2) Uani 1 1 d . . . . .
C6 C 0.60899(8) 0.64581(15) 0.34895(6) 0.0194(2) Uani 1 1 d . . . . .
H6 H 0.6591 0.7133 0.3771 0.023 Uiso 1 1 calc R . . . .
C7 C 0.53192(8) 0.57984(14) 0.38224(6) 0.0201(2) Uani 1 1 d . . . . .
H7 H 0.5300 0.6035 0.4326 0.024 Uiso 1 1 calc R . . . .
C8 C 0.45930(8) 0.48111(14) 0.34182(6) 0.0176(2) Uani 1 1 d . . . . .
C9 C 0.46120(7) 0.44555(13) 0.26695(6) 0.0160(2) Uani 1 1 d . . . . .
C10 C 0.53853(7) 0.51212(13) 0.23360(6) 0.0157(2) Uani 1 1 d . . . . .
C11 C 0.30923(8) 0.26708(14) 0.26079(6) 0.0183(2) Uani 1 1 d . . . . .
O12 O 0.24501(6) 0.17904(11) 0.22595(4) 0.0243(2) Uani 1 1 d . . . . .
N13 N 0.31411(7) 0.29664(12) 0.33669(5) 0.0189(2) Uani 1 1 d . . . . .
C14 C 0.37992(8) 0.40812(15) 0.37790(6) 0.0201(2) Uani 1 1 d . . . . .
O15 O 0.37401(6) 0.44031(12) 0.44161(4) 0.0284(2) Uani 1 1 d . . . . .
C16 C 0.62285(8) 0.54396(15) 0.12364(6) 0.0194(2) Uani 1 1 d . . . . .
O17 O 0.63107(6) 0.50736(12) 0.06092(4) 0.0282(2) Uani 1 1 d . . . . .
N18 N 0.68863(7) 0.65531(12) 0.16502(5) 0.0183(2) Uani 1 1 d . . . . .
C19 C 0.69206(8) 0.68714(14) 0.24055(6) 0.0180(2) Uani 1 1 d . . . . .
O20 O 0.75649(6) 0.77466(11) 0.27565(4) 0.0239(2) Uani 1 1 d . . . . .
C21 C 0.24207(8) 0.20526(15) 0.37440(6) 0.0217(2) Uani 1 1 d . . . . .
H21 H 0.2062 0.1275 0.3368 0.026 Uiso 1 1 calc R . . . .
C22 C 0.15999(9) 0.31366(17) 0.39505(7) 0.0278(3) Uani 1 1 d . . . . .
H22A H 0.1159 0.2493 0.4214 0.033 Uiso 1 1 calc R . . . .
H22B H 0.1927 0.3980 0.4295 0.033 Uiso 1 1 calc R . . . .
C23 C 0.09483(10) 0.39265(17) 0.32786(8) 0.0317(3) Uani 1 1 d . . . . .
H23A H 0.0624 0.3098 0.2934 0.048 Uiso 1 1 calc GR . . . .
H23B H 0.1375 0.4608 0.3029 0.048 Uiso 1 1 calc GR . . . .
H23C H 0.0424 0.4584 0.3439 0.048 Uiso 1 1 calc GR . . . .
C24 C 0.29754(9) 0.10469(17) 0.43928(7) 0.0270(3) Uani 1 1 d . . . . .
H24A H 0.3319 0.1776 0.4788 0.032 Uiso 1 1 calc R . . . .
H24B H 0.2469 0.0414 0.4599 0.032 Uiso 1 1 calc R . . . .
C25 C 0.37596(10) -0.00936(19) 0.41803(8) 0.0346(3) Uani 1 1 d . . . . .
H25A H 0.3443 -0.0738 0.3751 0.052 Uiso 1 1 calc GR . . . .
H25B H 0.4018 -0.0803 0.4600 0.052 Uiso 1 1 calc GR . . . .
H25C H 0.4323 0.0527 0.4053 0.052 Uiso 1 1 calc GR . . . .
C26 C 0.76521(8) 0.74029(15) 0.12924(6) 0.0208(2) Uani 1 1 d . . . . .
H26 H 0.7959 0.8256 0.1649 0.025 Uiso 1 1 calc R . . . .
C27 C 0.71704(9) 0.82665(18) 0.05767(7) 0.0294(3) Uani 1 1 d . . . . .
H27A H 0.7691 0.8946 0.0412 0.035 Uiso 1 1 calc R . . . .
H27B H 0.6943 0.7458 0.0184 0.035 Uiso 1 1 calc R . . . .
C28 C 0.62701(11) 0.9312(2) 0.06632(10) 0.0477(4) Uani 1 1 d . . . . .
H28A H 0.6039 0.9919 0.0204 0.072 Uiso 1 1 calc GR . . . .
H28B H 0.6476 1.0059 0.1077 0.072 Uiso 1 1 calc GR . . . .
H28C H 0.5716 0.8631 0.0764 0.072 Uiso 1 1 calc GR . . . .
C29 C 0.85207(9) 0.62876(16) 0.11972(7) 0.0253(3) Uani 1 1 d . . . . .
H29A H 0.8241 0.5379 0.0874 0.030 Uiso 1 1 calc R . . . .
H29B H 0.8996 0.6880 0.0943 0.030 Uiso 1 1 calc R . . . .
C30 C 0.91051(9) 0.56309(16) 0.19289(7) 0.0275(3) Uani 1 1 d . . . . .
H30A H 0.9661 0.4948 0.1834 0.041 Uiso 1 1 calc GR . . . .
H30B H 0.8647 0.4998 0.2172 0.041 Uiso 1 1 calc GR . . . .
H30C H 0.9384 0.6524 0.2252 0.041 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
C1 C2 1.3818(15) . ?
C1 C9 1.4088(15) . ?
C1 C11 1.4883(15) . ?
C2 H2 0.9500 . ?
C2 C3 1.4089(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.3770(16) . ?
C4 C10 1.4102(15) . ?
C4 C16 1.4894(15) . ?
C5 C6 1.3820(15) . ?
C5 C10 1.4078(15) . ?
C5 C19 1.4850(15) . ?
C6 H6 0.9500 . ?
C6 C7 1.4087(15) . ?
C7 H7 0.9500 . ?
C7 C8 1.3780(16) . ?
C8 C9 1.4093(15) . ?
C8 C14 1.4867(15) . ?
C9 C10 1.4141(15) . ?
C11 O12 1.2157(14) . ?
C11 N13 1.4025(14) . ?
N13 C14 1.3993(15) . ?
N13 C21 1.4989(13) . ?
C14 O15 1.2158(14) . ?
C16 O17 1.2148(14) . ?
C16 N18 1.3997(15) . ?
N18 C19 1.4022(14) . ?
N18 C26 1.4980(13) . ?
C19 O20 1.2167(14) . ?
C21 H21 1.0000 . ?
C21 C22 1.5266(17) . ?
C21 C24 1.5273(16) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.5175(19) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.5225(19) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 1.0000 . ?
C26 C27 1.5275(16) . ?
C26 C29 1.5262(16) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.522(2) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.5205(18) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
C2 C1 C9 120.05(10) . . ?
C2 C1 C11 120.00(10) . . ?
C9 C1 C11 119.90(9) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.40(10) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.24(10) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C10 120.34(10) . . ?
C3 C4 C16 120.00(10) . . ?
C10 C4 C16 119.66(10) . . ?
C6 C5 C10 120.10(10) . . ?
C6 C5 C19 119.81(10) . . ?
C10 C5 C19 120.07(10) . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.42(10) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.10(10) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C9 120.46(10) . . ?
C7 C8 C14 119.83(10) . . ?
C9 C8 C14 119.68(10) . . ?
C1 C9 C8 121.08(10) . . ?
C1 C9 C10 119.58(10) . . ?
C8 C9 C10 119.34(10) . . ?
C4 C10 C9 119.39(10) . . ?
C5 C10 C4 121.03(10) . . ?
C5 C10 C9 119.58(10) . . ?
O12 C11 C1 121.27(10) . . ?
O12 C11 N13 121.43(10) . . ?
N13 C11 C1 117.29(9) . . ?
C11 N13 C21 117.16(9) . . ?
C14 N13 C11 123.88(9) . . ?
C14 N13 C21 118.94(9) . . ?
N13 C14 C8 117.56(9) . . ?
O15 C14 C8 121.41(10) . . ?
O15 C14 N13 121.00(10) . . ?
O17 C16 C4 121.48(10) . . ?
O17 C16 N18 121.18(10) . . ?
N18 C16 C4 117.33(9) . . ?
C16 N18 C19 123.99(9) . . ?
C16 N18 C26 119.33(9) . . ?
C19 N18 C26 116.57(9) . . ?
N18 C19 C5 117.25(9) . . ?
O20 C19 C5 121.28(10) . . ?
O20 C19 N18 121.45(10) . . ?
N13 C21 H21 106.2 . . ?
N13 C21 C22 111.87(10) . . ?
N13 C21 C24 112.16(9) . . ?
C22 C21 H21 106.2 . . ?
C22 C21 C24 113.49(10) . . ?
C24 C21 H21 106.2 . . ?
C21 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C23 C22 C21 112.71(10) . . ?
C23 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 108.8 . . ?
C21 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C25 C24 C21 113.62(10) . . ?
C25 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N18 C26 H26 106.3 . . ?
N18 C26 C27 112.72(9) . . ?
N18 C26 C29 111.36(10) . . ?
C27 C26 H26 106.3 . . ?
C29 C26 H26 106.3 . . ?
C29 C26 C27 113.29(10) . . ?
C26 C27 H27A 108.9 . . ?
C26 C27 H27B 108.9 . . ?
H27A C27 H27B 107.8 . . ?
C28 C27 C26 113.20(11) . . ?
C28 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 108.9 . . ?
C26 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C30 C29 C26 113.22(10) . . ?
C30 C29 H29A 108.9 . . ?
C30 C29 H29B 108.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
C1 C2 C3 C4 -0.11(17) . . . . ?
C1 C9 C10 C4 -0.38(15) . . . . ?
C1 C9 C10 C5 -179.94(10) . . . . ?
C1 C11 N13 C14 7.81(16) . . . . ?
C1 C11 N13 C21 -173.83(9) . . . . ?
C2 C1 C9 C8 179.52(10) . . . . ?
C2 C1 C9 C10 -0.65(16) . . . . ?
C2 C1 C11 O12 -2.39(17) . . . . ?
C2 C1 C11 N13 176.09(10) . . . . ?
C2 C3 C4 C10 -0.94(17) . . . . ?
C2 C3 C4 C16 179.66(10) . . . . ?
C3 C4 C10 C5 -179.27(10) . . . . ?
C3 C4 C10 C9 1.18(16) . . . . ?
C3 C4 C16 O17 -5.14(18) . . . . ?
C3 C4 C16 N18 173.38(10) . . . . ?
C4 C16 N18 C19 10.20(16) . . . . ?
C4 C16 N18 C26 -173.69(9) . . . . ?
C5 C6 C7 C8 0.33(17) . . . . ?
C6 C5 C10 C4 -179.28(10) . . . . ?
C6 C5 C10 C9 0.27(16) . . . . ?
C6 C5 C19 N18 -177.09(10) . . . . ?
C6 C5 C19 O20 1.40(17) . . . . ?
C6 C7 C8 C9 -0.16(17) . . . . ?
C6 C7 C8 C14 178.24(10) . . . . ?
C7 C8 C9 C1 179.89(10) . . . . ?
C7 C8 C9 C10 0.05(16) . . . . ?
C7 C8 C14 N13 -173.89(10) . . . . ?
C7 C8 C14 O15 4.04(18) . . . . ?
C8 C9 C10 C4 179.45(10) . . . . ?
C8 C9 C10 C5 -0.10(15) . . . . ?
C9 C1 C2 C3 0.91(17) . . . . ?
C9 C1 C11 O12 -179.77(10) . . . . ?
C9 C1 C11 N13 -1.29(15) . . . . ?
C9 C8 C14 N13 4.53(16) . . . . ?
C9 C8 C14 O15 -177.54(11) . . . . ?
C10 C4 C16 O17 175.45(11) . . . . ?
C10 C4 C16 N18 -6.03(15) . . . . ?
C10 C5 C6 C7 -0.38(17) . . . . ?
C10 C5 C19 N18 1.48(15) . . . . ?
C10 C5 C19 O20 179.98(10) . . . . ?
C11 C1 C2 C3 -176.48(10) . . . . ?
C11 C1 C9 C8 -3.10(16) . . . . ?
C11 C1 C9 C10 176.73(10) . . . . ?
C11 N13 C14 C8 -9.40(16) . . . . ?
C11 N13 C14 O15 172.66(11) . . . . ?
C11 N13 C21 C22 -109.89(11) . . . . ?
C11 N13 C21 C24 121.27(11) . . . . ?
O12 C11 N13 C14 -173.71(11) . . . . ?
O12 C11 N13 C21 4.65(16) . . . . ?
N13 C21 C22 C23 60.87(13) . . . . ?
N13 C21 C24 C25 -54.77(14) . . . . ?
C14 C8 C9 C1 1.48(16) . . . . ?
C14 C8 C9 C10 -178.36(10) . . . . ?
C14 N13 C21 C22 68.55(13) . . . . ?
C14 N13 C21 C24 -60.29(14) . . . . ?
C16 C4 C10 C5 0.13(16) . . . . ?
C16 C4 C10 C9 -179.42(10) . . . . ?
C16 N18 C19 C5 -7.98(16) . . . . ?
C16 N18 C19 O20 173.53(10) . . . . ?
C16 N18 C26 C27 54.96(14) . . . . ?
C16 N18 C26 C29 -73.65(12) . . . . ?
O17 C16 N18 C19 -171.27(11) . . . . ?
O17 C16 N18 C26 4.84(16) . . . . ?
N18 C26 C27 C28 49.46(16) . . . . ?
N18 C26 C29 C30 -60.66(13) . . . . ?
C19 C5 C6 C7 178.19(10) . . . . ?
C19 C5 C10 C4 2.15(16) . . . . ?
C19 C5 C10 C9 -178.30(10) . . . . ?
C19 N18 C26 C27 -128.64(11) . . . . ?
C19 N18 C26 C29 102.74(11) . . . . ?
C21 N13 C14 C8 172.26(10) . . . . ?
C21 N13 C14 O15 -5.68(17) . . . . ?
C22 C21 C24 C25 177.25(11) . . . . ?
C24 C21 C22 C23 -170.99(10) . . . . ?
C26 N18 C19 C5 175.81(9) . . . . ?
C26 N18 C19 O20 -2.68(16) . . . . ?
C27 C26 C29 C30 171.03(10) . . . . ?
C29 C26 C27 C28 177.05(12) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_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
0 1 -12 0.0639 0.0000 1.0000 -12.0000 0.9900 0.3222 -0.0642
-5 5 1 0.1349 -5.0000 5.0000 1.0000 0.1114 0.0547 -1.0825
-9 0 4 0.0774 -9.0000 -0.0000 4.0000 0.0967 -0.8620 -0.5799
5 4 -3 0.0912 5.0000 4.0000 -3.0000 -0.0242 0.9020 -0.2876
1 -5 0 0.0712 1.0000 -5.0000 -0.0000 -0.0037 -0.4235 0.8306
6 -4 -3 0.0998 6.0000 -4.0000 -3.0000 -0.0015 0.1719 1.0047
1 0 11 0.0197 1.0000 -0.0000 11.0000 -0.9633 -0.1140 -0.0211

_olex2_date_sample_data_collection 15/09/14
_olex2_date_sample_submission    11/09/14
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id NTNMPD
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ntnmpi
_database_code_depnum_ccdc_archive 'CCDC 1500966'
_audit_update_record             
;
2016-08-25 deposited with the CCDC.
2017-11-06 downloaded from the CCDC.
;
_nottingham_internal_coll_name   NTNMPI
_nottingham_internal_coll_number 14689
_nottingham_internal_coll_client NMP/NRC
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time 1.0000
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pczajb
_nottingham_internal_coll_date   19/4/2015
_nottingham_internal_coll_location DLS
_nottingham_internal_coll_instrument 'EH1, I19, DLS'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 22/4/2015
_nottingham_internal_process_user pcxnp7
_nottingham_internal_solution_date 22/4/2015
_nottingham_internal_solution_user pcxnp7
_nottingham_internal_refinement_date 5/11/2015
_nottingham_internal_refinement_user pczcrp/pcxnp7
_nottingham_internal_self_archive_date 5/11/2015
_nottingham_internal_self_validation_date pczcrp
_nottingham_internal_self_validation_user 5/11/2015
_nottingham_internal_validation_date ?
_nottingham_internal_validation_user ?
_nottingham_internal_archive_date ?
_refine_special_details          ?
_audit_creation_date             2015-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, C30 H18 N2 O2 S'
_chemical_formula_sum            'C31 H19 Cl3 N2 O2 S'
_chemical_formula_weight         589.89
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H19 N2 O2 S1 Cl3'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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 0.1420 0.1510 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1180 0.1170 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.07634(15)
_cell_length_b                   18.5416(5)
_cell_length_c                   31.2516(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5259.31(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    37464
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.6130
_cell_measurement_theta_min      1.6140
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.427
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2416
_exptl_crystal_preparation       
'Synthesised by reaction between (4-aminophenyl)-10H-phenothiazine and 1,8-naphthalic imide.'
_exptl_crystal_recrystallization_method 
'Crystals grown by vapour diffusion of pentane into a chloroform solution of the compound.'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0158
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            64180
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         31.784
_diffrn_reflns_theta_min         2.221
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      100(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 0.0350
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -60.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000    0.0000    0.0000 175

#__ type_ start__ end____ width___ exp.time_
  2 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000    0.0000 120

#__ type_ start__ end____ width___ exp.time_
  3 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000  120.0000 120

#__ type_ start__ end____ width___ exp.time_
  4 omega  -60.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000  -50.0000  240.0000 120
;
_diffrn_measurement_device       'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'omega rotation'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      0.0288399000
_diffrn_orient_matrix_UB_12      0.0050844000
_diffrn_orient_matrix_UB_13      -0.0201296000
_diffrn_orient_matrix_UB_21      -0.0530863000
_diffrn_orient_matrix_UB_22      -0.0224052000
_diffrn_orient_matrix_UB_23      -0.0083915000
_diffrn_orient_matrix_UB_31      -0.0459427000
_diffrn_orient_matrix_UB_32      0.0292816000
_diffrn_orient_matrix_UB_33      -0.0029402000
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  Synchrotron
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8555
_reflns_number_total             9248
_reflns_odcompleteness_completeness 98.16
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.50
_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, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         9248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.053
_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)+(0.0475P)²+3.4509P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1052
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C1A(H1A)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C17(H17), C18(H18), C20(H20),
 C21(H21), C24(H24), C25(H25), C26(H26), C27(H27), C31(H31), C32(H32), C33(H33),
  C34(H34)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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
C1A C 0.31732(14) 0.56595(7) 0.53310(5) 0.0265(2) Uani 1 1 d . . . . .
H1A H 0.3627 0.5224 0.5467 0.032 Uiso 1 1 calc R . . . .
Cl2A Cl 0.40177(5) 0.57998(2) 0.48299(2) 0.03471(8) Uani 1 1 d . . . . .
Cl3A Cl 0.12783(4) 0.55004(2) 0.52673(2) 0.04759(12) Uani 1 1 d . . . . .
Cl4A Cl 0.34666(5) 0.64080(2) 0.56711(2) 0.03549(9) Uani 1 1 d . . . . .
C1 C 0.18138(11) 0.35149(5) 0.69766(3) 0.01600(17) Uani 1 1 d . . . . .
C2 C 0.13948(13) 0.32608(6) 0.73737(4) 0.0202(2) Uani 1 1 d . . . . .
H2 H 0.1930 0.3399 0.7622 0.024 Uiso 1 1 calc R . . . .
C3 C 0.01709(14) 0.27952(6) 0.74104(4) 0.0249(2) Uani 1 1 d . . . . .
H3 H -0.0083 0.2600 0.7682 0.030 Uiso 1 1 calc R . . . .
C4 C -0.06539(13) 0.26227(6) 0.70579(5) 0.0249(2) Uani 1 1 d . . . . .
H4 H -0.1477 0.2311 0.7088 0.030 Uiso 1 1 calc R . . . .
C5 C -0.11574(13) 0.27691(7) 0.62765(5) 0.0252(2) Uani 1 1 d . . . . .
H5 H -0.2018 0.2480 0.6298 0.030 Uiso 1 1 calc R . . . .
C6 C -0.07641(14) 0.30497(7) 0.58881(5) 0.0266(2) Uani 1 1 d . . . . .
H6 H -0.1367 0.2965 0.5645 0.032 Uiso 1 1 calc R . . . .
C7 C 0.05341(13) 0.34660(7) 0.58461(4) 0.0226(2) Uani 1 1 d . . . . .
H7 H 0.0806 0.3655 0.5575 0.027 Uiso 1 1 calc R . . . .
C8 C 0.14065(12) 0.35972(6) 0.61996(4) 0.01694(18) Uani 1 1 d . . . . .
C9 C 0.09873(11) 0.33401(6) 0.66078(4) 0.01640(18) Uani 1 1 d . . . . .
C10 C -0.02958(12) 0.29038(6) 0.66482(4) 0.0204(2) Uani 1 1 d . . . . .
C11 C 0.31260(11) 0.39815(5) 0.69413(3) 0.01552(17) Uani 1 1 d . . . . .
O12 O 0.38309(10) 0.41917(5) 0.72480(3) 0.02096(16) Uani 1 1 d . . . . .
N13 N 0.35688(10) 0.41662(5) 0.65234(3) 0.01503(15) Uani 1 1 d . . . . .
C14 C 0.28054(12) 0.39950(6) 0.61486(3) 0.01660(18) Uani 1 1 d . . . . .
O15 O 0.33036(10) 0.41694(5) 0.57999(3) 0.02395(17) Uani 1 1 d . . . . .
C16 C 0.48808(11) 0.46017(6) 0.64832(3) 0.01548(17) Uani 1 1 d . . . . .
C17 C 0.62150(13) 0.42922(6) 0.63699(4) 0.0224(2) Uani 1 1 d . . . . .
H17 H 0.6280 0.3788 0.6319 0.027 Uiso 1 1 calc R . . . .
C18 C 0.74627(13) 0.47273(6) 0.63312(4) 0.0232(2) Uani 1 1 d . . . . .
H18 H 0.8379 0.4522 0.6249 0.028 Uiso 1 1 calc R . . . .
C19 C 0.73587(12) 0.54654(6) 0.64144(3) 0.01641(18) Uani 1 1 d . . . . .
C20 C 0.60145(12) 0.57666(6) 0.65293(4) 0.01843(19) Uani 1 1 d . . . . .
H20 H 0.5948 0.6269 0.6586 0.022 Uiso 1 1 calc R . . . .
C21 C 0.47680(12) 0.53361(6) 0.65617(4) 0.01875(19) Uani 1 1 d . . . . .
H21 H 0.3846 0.5543 0.6637 0.022 Uiso 1 1 calc R . . . .
N22 N 0.85892(10) 0.59454(5) 0.63640(3) 0.01741(17) Uani 1 1 d . . . . .
C23 C 0.97518(11) 0.59323(6) 0.66654(3) 0.01511(17) Uani 1 1 d . . . . .
C24 C 0.98968(12) 0.53733(6) 0.69658(4) 0.01882(19) Uani 1 1 d . . . . .
H24 H 0.9233 0.4978 0.6958 0.023 Uiso 1 1 calc R . . . .
C25 C 1.10016(13) 0.53916(6) 0.72750(4) 0.0206(2) Uani 1 1 d . . . . .
H25 H 1.1060 0.5017 0.7482 0.025 Uiso 1 1 calc R . . . .
C26 C 1.20188(13) 0.59510(6) 0.72845(4) 0.0210(2) Uani 1 1 d . . . . .
H26 H 1.2780 0.5958 0.7493 0.025 Uiso 1 1 calc R . . . .
C27 C 1.19062(12) 0.65020(6) 0.69831(4) 0.01792(18) Uani 1 1 d . . . . .
H27 H 1.2614 0.6879 0.6981 0.022 Uiso 1 1 calc R . . . .
C28 C 1.07643(11) 0.65044(5) 0.66848(3) 0.01476(17) Uani 1 1 d . . . . .
S29 S 1.05151(3) 0.72941(2) 0.63794(2) 0.01812(6) Uani 1 1 d . . . . .
C30 C 0.95727(11) 0.69430(6) 0.59341(3) 0.01609(17) Uani 1 1 d . . . . .
C31 C 0.96309(13) 0.73286(6) 0.55521(4) 0.0208(2) Uani 1 1 d . . . . .
H31 H 1.0267 0.7733 0.5528 0.025 Uiso 1 1 calc R . . . .
C32 C 0.87614(15) 0.71238(7) 0.52063(4) 0.0242(2) Uani 1 1 d . . . . .
H32 H 0.8777 0.7395 0.4949 0.029 Uiso 1 1 calc R . . . .
C33 C 0.78689(14) 0.65171(7) 0.52419(4) 0.0238(2) Uani 1 1 d . . . . .
H33 H 0.7274 0.6374 0.5007 0.029 Uiso 1 1 calc R . . . .
C34 C 0.78398(13) 0.61171(7) 0.56192(4) 0.0204(2) Uani 1 1 d . . . . .
H34 H 0.7244 0.5697 0.5636 0.025 Uiso 1 1 calc R . . . .
C35 C 0.86777(11) 0.63276(6) 0.59732(3) 0.01566(17) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1A H1A 1.0000 . ?
C1A Cl2A 1.7627(14) . ?
C1A Cl3A 1.7563(14) . ?
C1A Cl4A 1.7684(15) . ?
C1 C2 1.3807(15) . ?
C1 C9 1.4129(15) . ?
C1 C11 1.4762(14) . ?
C2 H2 0.9500 . ?
C2 C3 1.4115(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.370(2) . ?
C4 H4 0.9500 . ?
C4 C10 1.4201(18) . ?
C5 H5 0.9500 . ?
C5 C6 1.368(2) . ?
C5 C10 1.4224(18) . ?
C6 H6 0.9500 . ?
C6 C7 1.4147(17) . ?
C7 H7 0.9500 . ?
C7 C8 1.3807(16) . ?
C8 C9 1.4141(15) . ?
C8 C14 1.4769(15) . ?
C9 C10 1.4235(15) . ?
C11 O12 1.2164(13) . ?
C11 N13 1.4088(14) . ?
N13 C14 1.3973(14) . ?
N13 C16 1.4444(13) . ?
C14 O15 1.2234(13) . ?
C16 C17 1.3860(15) . ?
C16 C21 1.3874(14) . ?
C17 H17 0.9500 . ?
C17 C18 1.3957(16) . ?
C18 H18 0.9500 . ?
C18 C19 1.3962(15) . ?
C19 C20 1.3890(15) . ?
C19 N22 1.4367(13) . ?
C20 H20 0.9500 . ?
C20 C21 1.3883(15) . ?
C21 H21 0.9500 . ?
N22 C23 1.4146(14) . ?
N22 C35 1.4145(14) . ?
C23 C24 1.4045(15) . ?
C23 C28 1.4048(14) . ?
C24 H24 0.9500 . ?
C24 C25 1.3929(16) . ?
C25 H25 0.9500 . ?
C25 C26 1.3890(17) . ?
C26 H26 0.9500 . ?
C26 C27 1.3932(16) . ?
C27 H27 0.9500 . ?
C27 C28 1.3940(15) . ?
C28 S29 1.7624(11) . ?
S29 C30 1.7584(11) . ?
C30 C31 1.3925(15) . ?
C30 C35 1.4060(14) . ?
C31 H31 0.9500 . ?
C31 C32 1.3909(17) . ?
C32 H32 0.9500 . ?
C32 C33 1.3906(18) . ?
C33 H33 0.9500 . ?
C33 C34 1.3934(17) . ?
C34 H34 0.9500 . ?
C34 C35 1.3981(15) . ?

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
Cl2A C1A H1A 108.4 . . ?
Cl2A C1A Cl4A 110.65(7) . . ?
Cl3A C1A H1A 108.4 . . ?
Cl3A C1A Cl2A 110.48(8) . . ?
Cl3A C1A Cl4A 110.32(7) . . ?
Cl4A C1A H1A 108.4 . . ?
C2 C1 C9 120.58(10) . . ?
C2 C1 C11 119.29(10) . . ?
C9 C1 C11 120.12(9) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.90(11) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.50(11) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C10 120.95(11) . . ?
C10 C4 H4 119.5 . . ?
C6 C5 H5 119.5 . . ?
C6 C5 C10 120.95(11) . . ?
C10 C5 H5 119.5 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.48(11) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 119.97(12) . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C9 120.53(10) . . ?
C7 C8 C14 119.66(10) . . ?
C9 C8 C14 119.80(10) . . ?
C1 C9 C8 121.05(9) . . ?
C1 C9 C10 119.49(10) . . ?
C8 C9 C10 119.46(10) . . ?
C4 C10 C5 123.09(11) . . ?
C4 C10 C9 118.41(11) . . ?
C5 C10 C9 118.50(11) . . ?
O12 C11 C1 123.60(10) . . ?
O12 C11 N13 120.16(9) . . ?
N13 C11 C1 116.22(9) . . ?
C11 N13 C16 116.86(9) . . ?
C14 N13 C11 125.48(9) . . ?
C14 N13 C16 117.57(9) . . ?
N13 C14 C8 116.70(9) . . ?
O15 C14 C8 123.08(10) . . ?
O15 C14 N13 120.22(10) . . ?
C17 C16 N13 120.73(9) . . ?
C17 C16 C21 121.07(10) . . ?
C21 C16 N13 118.20(9) . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.45(10) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.71(10) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 N22 122.29(10) . . ?
C20 C19 C18 120.11(10) . . ?
C20 C19 N22 117.52(9) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.23(10) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 C20 119.42(10) . . ?
C16 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C23 N22 C19 119.76(9) . . ?
C35 N22 C19 116.69(9) . . ?
C35 N22 C23 122.76(9) . . ?
C24 C23 N22 121.84(9) . . ?
C24 C23 C28 117.84(10) . . ?
C28 C23 N22 120.25(9) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.88(10) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.77(10) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 118.97(10) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.60(10) . . ?
C28 C27 H27 119.7 . . ?
C23 C28 S29 121.33(8) . . ?
C27 C28 C23 120.85(10) . . ?
C27 C28 S29 117.41(8) . . ?
C30 S29 C28 100.58(5) . . ?
C31 C30 S29 118.03(8) . . ?
C31 C30 C35 120.87(10) . . ?
C35 C30 S29 120.84(8) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.29(11) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 120.4 . . ?
C33 C32 C31 119.29(11) . . ?
C33 C32 H32 120.4 . . ?
C32 C33 H33 119.7 . . ?
C32 C33 C34 120.62(11) . . ?
C34 C33 H33 119.7 . . ?
C33 C34 H34 119.6 . . ?
C33 C34 C35 120.71(11) . . ?
C35 C34 H34 119.6 . . ?
C30 C35 N22 120.97(9) . . ?
C34 C35 N22 120.83(10) . . ?
C34 C35 C30 118.17(10) . . ?

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
C1 C2 C3 C4 -3.44(18) . . . . ?
C1 C9 C10 C4 -3.64(15) . . . . ?
C1 C9 C10 C5 176.45(10) . . . . ?
C1 C11 N13 C14 5.58(15) . . . . ?
C1 C11 N13 C16 -177.91(9) . . . . ?
C2 C1 C9 C8 -179.99(10) . . . . ?
C2 C1 C9 C10 0.62(16) . . . . ?
C2 C1 C11 O12 -4.10(16) . . . . ?
C2 C1 C11 N13 174.33(10) . . . . ?
C2 C3 C4 C10 0.32(18) . . . . ?
C3 C4 C10 C5 -176.89(11) . . . . ?
C3 C4 C10 C9 3.20(17) . . . . ?
C5 C6 C7 C8 -0.63(19) . . . . ?
C6 C5 C10 C4 -179.75(12) . . . . ?
C6 C5 C10 C9 0.16(17) . . . . ?
C6 C7 C8 C9 -2.23(17) . . . . ?
C6 C7 C8 C14 176.35(11) . . . . ?
C7 C8 C9 C1 -175.38(10) . . . . ?
C7 C8 C9 C10 4.02(16) . . . . ?
C7 C8 C14 N13 174.39(10) . . . . ?
C7 C8 C14 O15 -6.04(17) . . . . ?
C8 C9 C10 C4 176.95(10) . . . . ?
C8 C9 C10 C5 -2.96(16) . . . . ?
C9 C1 C2 C3 2.94(16) . . . . ?
C9 C1 C11 O12 175.02(10) . . . . ?
C9 C1 C11 N13 -6.55(14) . . . . ?
C9 C8 C14 N13 -7.01(15) . . . . ?
C9 C8 C14 O15 172.56(11) . . . . ?
C10 C5 C6 C7 1.66(19) . . . . ?
C11 C1 C2 C3 -177.94(10) . . . . ?
C11 C1 C9 C8 0.90(15) . . . . ?
C11 C1 C9 C10 -178.49(9) . . . . ?
C11 N13 C14 C8 1.05(15) . . . . ?
C11 N13 C14 O15 -178.53(10) . . . . ?
C11 N13 C16 C17 101.62(12) . . . . ?
C11 N13 C16 C21 -78.26(13) . . . . ?
O12 C11 N13 C14 -175.94(10) . . . . ?
O12 C11 N13 C16 0.57(15) . . . . ?
N13 C16 C17 C18 179.66(11) . . . . ?
N13 C16 C21 C20 179.39(10) . . . . ?
C14 C8 C9 C1 6.04(15) . . . . ?
C14 C8 C9 C10 -174.56(10) . . . . ?
C14 N13 C16 C17 -81.58(14) . . . . ?
C14 N13 C16 C21 98.54(12) . . . . ?
C16 N13 C14 C8 -175.44(9) . . . . ?
C16 N13 C14 O15 4.98(15) . . . . ?
C16 C17 C18 C19 1.1(2) . . . . ?
C17 C16 C21 C20 -0.49(18) . . . . ?
C17 C18 C19 C20 -0.89(19) . . . . ?
C17 C18 C19 N22 -177.52(11) . . . . ?
C18 C19 C20 C21 -0.07(18) . . . . ?
C18 C19 N22 C23 -73.50(14) . . . . ?
C18 C19 N22 C35 96.59(13) . . . . ?
C19 C20 C21 C16 0.75(17) . . . . ?
C19 N22 C23 C24 12.76(15) . . . . ?
C19 N22 C23 C28 -164.17(10) . . . . ?
C19 N22 C35 C30 162.40(10) . . . . ?
C19 N22 C35 C34 -15.50(15) . . . . ?
C20 C19 N22 C23 109.79(12) . . . . ?
C20 C19 N22 C35 -80.13(13) . . . . ?
C21 C16 C17 C18 -0.46(19) . . . . ?
N22 C19 C20 C21 176.72(10) . . . . ?
N22 C23 C24 C25 -176.39(10) . . . . ?
N22 C23 C28 C27 179.33(10) . . . . ?
N22 C23 C28 S29 6.89(14) . . . . ?
C23 N22 C35 C30 -27.84(15) . . . . ?
C23 N22 C35 C34 154.26(11) . . . . ?
C23 C24 C25 C26 -2.24(17) . . . . ?
C23 C28 S29 C30 -29.97(9) . . . . ?
C24 C23 C28 C27 2.28(15) . . . . ?
C24 C23 C28 S29 -170.17(8) . . . . ?
C24 C25 C26 C27 0.94(17) . . . . ?
C25 C26 C27 C28 1.96(17) . . . . ?
C26 C27 C28 C23 -3.61(16) . . . . ?
C26 C27 C28 S29 169.12(9) . . . . ?
C27 C28 S29 C30 157.33(8) . . . . ?
C28 C23 C24 C25 0.62(16) . . . . ?
C28 S29 C30 C31 -157.17(9) . . . . ?
C28 S29 C30 C35 28.56(10) . . . . ?
S29 C30 C31 C32 -172.05(9) . . . . ?
S29 C30 C35 N22 -4.34(14) . . . . ?
S29 C30 C35 C34 173.61(8) . . . . ?
C30 C31 C32 C33 -1.99(18) . . . . ?
C31 C30 C35 N22 -178.44(10) . . . . ?
C31 C30 C35 C34 -0.49(16) . . . . ?
C31 C32 C33 C34 0.08(19) . . . . ?
C32 C33 C34 C35 1.64(19) . . . . ?
C33 C34 C35 N22 176.53(11) . . . . ?
C33 C34 C35 C30 -1.42(17) . . . . ?
C35 N22 C23 C24 -156.70(10) . . . . ?
C35 N22 C23 C28 26.37(15) . . . . ?
C35 C30 C31 C32 2.21(17) . . . . ?

_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
