# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_bs_bpf_3_0m
_database_code_depnum_ccdc_archive 'CCDC 1413832'
_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H14 N O5'
_chemical_formula_weight         288.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   10.1347(4)
_cell_length_b                   10.8799(5)
_cell_length_c                   12.0819(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.789(2)
_cell_angle_gamma                90.00
_cell_volume                     1304.11(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1840
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      28.36

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             604
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12426
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_av_sigmaI/netI    0.0860
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         28.73
_reflns_number_total             3330
_reflns_number_gt                2223
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.8447P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3330
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1603
_refine_ls_wR_factor_gt          0.1347
_refine_ls_goodness_of_fit_ref   0.804
_refine_ls_restrained_S_all      0.804
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.34786(14) 0.99038(16) 0.12071(14) 0.0208(4) Uani 1 1 d . . .
C3 C 0.07338(16) 0.99893(17) 0.02478(15) 0.0168(4) Uani 1 1 d . . .
C5 C 0.26218(18) 1.04575(19) 0.17588(17) 0.0228(4) Uani 1 1 d . . .
H5 H 0.2949 1.0809 0.2463 0.027 Uiso 1 1 calc R . .
C4 C 0.12586(18) 1.05124(19) 0.12944(17) 0.0213(4) Uani 1 1 d . . .
H4 H 0.0683 1.0906 0.1689 0.026 Uiso 1 1 calc R . .
C2 C 0.16618(18) 0.94432(19) -0.03060(17) 0.0235(4) Uani 1 1 d . . .
H2 H 0.1360 0.9090 -0.1013 0.028 Uiso 1 1 calc R . .
C1 C 0.30185(19) 0.9416(2) 0.01728(17) 0.0254(5) Uani 1 1 d . . .
H1 H 0.3620 0.9059 -0.0219 0.031 Uiso 1 1 calc R . .
O4 O -0.15380(14) 0.40367(15) 0.09813(12) 0.0270(4) Uani 1 1 d . . .
O3 O -0.23696(12) 0.25506(14) 0.24594(12) 0.0265(4) Uani 1 1 d . . .
C12 C -0.00404(17) 0.22630(18) 0.35106(16) 0.0186(4) Uani 1 1 d . . .
H12 H -0.0299 0.1749 0.4043 0.022 Uiso 1 1 calc R . .
C7 C -0.10074(17) 0.27459(18) 0.26374(16) 0.0190(4) Uani 1 1 d . . .
C8 C -0.06240(17) 0.35321(19) 0.18394(17) 0.0206(4) Uani 1 1 d . . .
C9 C 0.07271(18) 0.38202(18) 0.19279(17) 0.0212(4) Uani 1 1 d . . .
H9 H 0.0986 0.4343 0.1401 0.025 Uiso 1 1 calc R . .
C10 C 0.16948(17) 0.33334(19) 0.27974(16) 0.0206(4) Uani 1 1 d . . .
H10 H 0.2597 0.3534 0.2848 0.025 Uiso 1 1 calc R . .
C11 C 0.13335(17) 0.25496(18) 0.35933(16) 0.0190(4) Uani 1 1 d . . .
C13 C 0.23281(17) 0.20219(18) 0.45192(17) 0.0206(4) Uani 1 1 d . . .
H13 H 0.1994 0.1612 0.5079 0.025 Uiso 1 1 calc R . .
C15 C 0.46064(17) 0.1467(2) 0.55711(17) 0.0238(4) Uani 1 1 d . . .
C14 C 0.36743(18) 0.2068(2) 0.46439(17) 0.0245(4) Uani 1 1 d . . .
H14 H 0.4033 0.2505 0.4113 0.029 Uiso 1 1 calc R . .
C16 C -0.28799(18) 0.1739(2) 0.31932(19) 0.0269(5) Uani 1 1 d . . .
H16A H -0.2526 0.0929 0.3133 0.040 Uiso 1 1 calc R . .
H16B H -0.3846 0.1716 0.2984 0.040 Uiso 1 1 calc R . .
H16C H -0.2613 0.2023 0.3958 0.040 Uiso 1 1 calc R . .
O5 O 0.47788(12) 0.98395(15) 0.16661(12) 0.0288(4) Uani 1 1 d . . .
O7 O 0.40594(14) 0.11077(16) 0.64175(13) 0.0316(4) Uani 1 1 d . . .
O6 O 0.57907(13) 0.13075(16) 0.55436(14) 0.0347(4) Uani 1 1 d . . .
H4A H 0.465(3) 0.074(3) 0.699(3) 0.067(10) Uiso 1 1 d . . .
H3A H -0.239(3) 0.384(3) 0.104(3) 0.061(9) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 O5 1.3230(18) . ?
N1 C5 1.341(3) . ?
N1 C1 1.350(2) . ?
C3 C4 1.390(3) . ?
C3 C2 1.394(3) . ?
C3 C3 1.486(3) 3_575 ?
C5 C4 1.382(2) . ?
C2 C1 1.379(2) . ?
O4 C8 1.357(2) . ?
O3 C7 1.370(2) . ?
O3 C16 1.422(2) . ?
C12 C7 1.388(2) . ?
C12 C11 1.410(2) . ?
C7 C8 1.402(3) . ?
C8 C9 1.387(2) . ?
C9 C10 1.387(3) . ?
C10 C11 1.389(3) . ?
C11 C13 1.462(3) . ?
C13 C14 1.343(2) . ?
C15 O6 1.220(2) . ?
C15 O7 1.318(3) . ?
C15 C14 1.464(3) . ?

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
O5 N1 C5 120.41(16) . . ?
O5 N1 C1 119.55(16) . . ?
C5 N1 C1 120.04(16) . . ?
C4 C3 C2 116.17(16) . . ?
C4 C3 C3 121.7(2) . 3_575 ?
C2 C3 C3 122.1(2) . 3_575 ?
N1 C5 C4 120.85(18) . . ?
C5 C4 C3 121.11(18) . . ?
C1 C2 C3 121.39(18) . . ?
N1 C1 C2 120.40(19) . . ?
C7 O3 C16 118.80(15) . . ?
C7 C12 C11 120.25(18) . . ?
O3 C7 C12 126.38(18) . . ?
O3 C7 C8 113.50(16) . . ?
C12 C7 C8 120.11(16) . . ?
O4 C8 C9 118.45(18) . . ?
O4 C8 C7 122.03(16) . . ?
C9 C8 C7 119.52(17) . . ?
C10 C9 C8 120.39(18) . . ?
C9 C10 C11 120.86(17) . . ?
C10 C11 C12 118.86(17) . . ?
C10 C11 C13 122.20(16) . . ?
C12 C11 C13 118.94(17) . . ?
C14 C13 C11 126.67(19) . . ?
O6 C15 O7 123.42(19) . . ?
O6 C15 C14 121.8(2) . . ?
O7 C15 C14 114.74(16) . . ?
C13 C14 C15 123.45(19) . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        28.73
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.101
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_bs_acrno_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1492213'
_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H13 N O3'
_chemical_formula_weight         231.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   11.6691(9)
_cell_length_b                   6.8681(5)
_cell_length_c                   14.3968(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.620(5)
_cell_angle_gamma                90.00
_cell_volume                     1148.28(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1293
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      22.45

_exptl_crystal_description       Block
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             506
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8593
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.15
_diffrn_reflns_theta_max         26.19
_reflns_number_total             2274
_reflns_number_gt                1213
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.3734P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2274
_refine_ls_number_parameters     170
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1009
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1665
_refine_ls_wR_factor_gt          0.1293
_refine_ls_goodness_of_fit_ref   0.790
_refine_ls_restrained_S_all      0.790
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.61051(14) 0.3617(2) 0.28193(11) 0.0448(5) Uani 1 1 d . . .
O1 O 0.49704(13) 0.3644(2) 0.27274(12) 0.0709(5) Uani 1 1 d . . .
O2 O 0.3736(2) 0.7001(3) 0.21496(14) 0.0737(6) Uani 1 1 d . . .
O3 O 0.35254(16) 1.0615(4) 0.30957(13) 0.0761(6) Uani 1 1 d . . .
C9 C 0.66827(17) 0.3620(3) 0.20357(12) 0.0413(5) Uani 1 1 d . . .
C8 C 0.79030(17) 0.3627(3) 0.21264(13) 0.0428(5) Uani 1 1 d . . .
C5 C 0.79007(18) 0.3609(3) 0.37999(12) 0.0445(5) Uani 1 1 d . . .
C6 C 0.66820(18) 0.3594(3) 0.36952(13) 0.0438(5) Uani 1 1 d . . .
C7 C 0.84947(17) 0.3623(3) 0.30126(14) 0.0459(5) Uani 1 1 d . . .
H7 H 0.9296 0.3630 0.3077 0.055 Uiso 1 1 calc R . .
C10 C 0.6053(2) 0.3633(3) 0.11451(14) 0.0558(6) Uani 1 1 d . . .
H10 H 0.5252 0.3644 0.1089 0.067 Uiso 1 1 calc R . .
C13 C 0.8465(2) 0.3636(3) 0.12850(15) 0.0572(6) Uani 1 1 d . . .
H13 H 0.9265 0.3641 0.1318 0.069 Uiso 1 1 calc R . .
C1 C 0.6049(2) 0.3554(3) 0.44905(16) 0.0638(7) Uani 1 1 d . . .
H1 H 0.5248 0.3533 0.4420 0.077 Uiso 1 1 calc R . .
C4 C 0.8457(2) 0.3605(3) 0.47292(15) 0.0636(7) Uani 1 1 d . . .
H4 H 0.9256 0.3625 0.4824 0.076 Uiso 1 1 calc R . .
C11 C 0.6634(3) 0.3629(4) 0.03742(15) 0.0680(8) Uani 1 1 d . . .
H11 H 0.6222 0.3619 -0.0212 0.082 Uiso 1 1 calc R . .
C12 C 0.7834(3) 0.3638(3) 0.04384(15) 0.0681(8) Uani 1 1 d . . .
H12 H 0.8208 0.3645 -0.0103 0.082 Uiso 1 1 calc R . .
C3 C 0.7832(3) 0.3572(4) 0.54743(16) 0.0793(9) Uani 1 1 d . . .
H3 H 0.8208 0.3565 0.6075 0.095 Uiso 1 1 calc R . .
C2 C 0.6631(3) 0.3548(4) 0.53508(17) 0.0796(9) Uani 1 1 d . . .
H2 H 0.6221 0.3527 0.5873 0.096 Uiso 1 1 calc R . .
H1B H 0.369(3) 0.953(6) 0.278(2) 0.131(15) Uiso 1 1 d . . .
H1A H 0.405(3) 1.150(4) 0.2959(19) 0.085(9) Uiso 1 1 d . . .
H2A H 0.413(3) 0.606(5) 0.2344(19) 0.091(11) Uiso 1 1 d . . .
H2B H 0.295(3) 0.650(4) 0.2071(18) 0.098(10) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 O1 1.318(2) . ?
N1 C9 1.370(2) . ?
N1 C6 1.370(2) . ?
C9 C10 1.414(3) . ?
C9 C8 1.417(3) . ?
C8 C7 1.390(3) . ?
C8 C13 1.433(3) . ?
C5 C7 1.385(3) . ?
C5 C6 1.415(3) . ?
C5 C4 1.429(3) . ?
C6 C1 1.422(3) . ?
C10 C11 1.356(3) . ?
C13 C12 1.360(3) . ?
C1 C2 1.353(4) . ?
C4 C3 1.355(3) . ?
C11 C12 1.394(4) . ?
C3 C2 1.395(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N1 C9 119.20(16) . . ?
O1 N1 C6 119.40(16) . . ?
C9 N1 C6 121.40(17) . . ?
N1 C9 C10 119.54(19) . . ?
N1 C9 C8 119.68(17) . . ?
C10 C9 C8 120.78(18) . . ?
C7 C8 C9 119.27(17) . . ?
C7 C8 C13 123.29(19) . . ?
C9 C8 C13 117.44(18) . . ?
C7 C5 C6 119.41(17) . . ?
C7 C5 C4 123.3(2) . . ?
C6 C5 C4 117.32(19) . . ?
N1 C6 C5 119.72(17) . . ?
N1 C6 C1 119.6(2) . . ?
C5 C6 C1 120.7(2) . . ?
C5 C7 C8 120.51(19) . . ?
C11 C10 C9 119.0(2) . . ?
C12 C13 C8 120.4(2) . . ?
C2 C1 C6 118.9(3) . . ?
C3 C4 C5 120.8(2) . . ?
C10 C11 C12 121.7(2) . . ?
C13 C12 C11 120.7(2) . . ?
C4 C3 C2 120.7(2) . . ?
C1 C2 C3 121.6(2) . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        26.19
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.079
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_pbcn_a
_database_code_depnum_ccdc_archive 'CCDC 1492214'
_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H12 N2 O4'
_chemical_formula_weight         224.22
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P b c n'

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

_cell_length_a                   15.5890(13)
_cell_length_b                   5.2685(4)
_cell_length_c                   12.4962(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1026.32(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2354
_cell_measurement_theta_min      3.26
_cell_measurement_theta_max      28.61

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             472
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4869
_diffrn_reflns_av_R_equivalents  0.0796
_diffrn_reflns_av_sigmaI/netI    0.1618
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.26
_diffrn_reflns_theta_max         28.90
_reflns_number_total             1312
_reflns_number_gt                851
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1312
_refine_ls_number_parameters     81
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2077
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1713
_refine_ls_wR_factor_gt          0.1343
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.54063(5) 0.87118(17) 0.35998(10) 0.0161(4) Uani 1 1 d . . .
O2 O 0.71472(6) 0.8453(2) 0.31364(12) 0.0264(5) Uani 1 1 d . . .
N1 N 0.47866(6) 0.7027(2) 0.36994(12) 0.0127(4) Uani 1 1 d . . .
C1 C 0.46967(6) 0.5143(2) 0.29571(14) 0.0122(4) Uani 1 1 d . . .
C5 C 0.42474(7) 0.7164(2) 0.45528(14) 0.0150(4) Uani 1 1 d . . .
H5 H 0.4307 0.8475 0.5045 0.018 Uiso 1 1 calc R . .
C2 C 0.40811(8) 0.3271(2) 0.30964(16) 0.0165(5) Uani 1 1 d . . .
H2 H 0.4039 0.1943 0.2609 0.020 Uiso 1 1 calc R . .
C4 C 0.36097(7) 0.5362(3) 0.46929(14) 0.0173(4) Uani 1 1 d . . .
H4 H 0.3238 0.5477 0.5273 0.021 Uiso 1 1 calc R . .
C3 C 0.35268(8) 0.3383(2) 0.39658(16) 0.0179(5) Uani 1 1 d . . .
H3 H 0.3106 0.2151 0.4059 0.021 Uiso 1 1 calc R . .
H2B H 0.6593(14) 0.822(3) 0.3298(17) 0.036(6) Uiso 1 1 d . . .
H2A H 0.7318(18) 0.688(6) 0.310(2) 0.069(9) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N1 1.3180(12) . ?
N1 C5 1.3598(19) . ?
N1 C1 1.3657(19) . ?
C1 C2 1.3869(16) . ?
C1 C1 1.483(3) 3_655 ?
C5 C4 1.3858(16) . ?
C2 C3 1.389(2) . ?
C4 C3 1.389(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N1 C5 119.43(12) . . ?
O1 N1 C1 120.04(12) . . ?
C5 N1 C1 120.52(11) . . ?
N1 C1 C2 120.16(14) . . ?
N1 C1 C1 117.25(9) . 3_655 ?
C2 C1 C1 122.54(13) . 3_655 ?
N1 C5 C4 120.41(14) . . ?
C1 C2 C3 119.89(15) . . ?
C5 C4 C3 119.88(14) . . ?
C4 C3 C2 119.05(12) . . ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        28.90
_diffrn_measured_fraction_theta_full 0.968

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_bs_bpnopropofol_2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1492216'
_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-09-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H80 N2 O6'
_chemical_formula_weight         901.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   9.4702(2)
_cell_length_b                   15.5487(3)
_cell_length_c                   18.2269(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.0590(13)
_cell_angle_gamma                90.00
_cell_volume                     2624.67(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4212
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      25.53

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             980
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9758
_exptl_absorpt_correction_T_max  0.9849
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20781
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_sigmaI/netI    0.0424
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         26.05
_reflns_number_total             5175
_reflns_number_gt                4114
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0612P)²+0.4016P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5175
_refine_ls_number_parameters     314
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1212
_refine_ls_wR_factor_gt          0.1113
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.64685(11) 0.67923(7) 0.61426(5) 0.0214(2) Uani 1 1 d . . .
O3 O 0.50610(10) 0.53033(6) 0.61696(5) 0.0218(2) Uani 1 1 d . . .
O2 O 0.61919(11) 0.37168(7) 0.60062(5) 0.0239(2) Uani 1 1 d . . .
N1 N 0.36817(12) 0.52501(7) 0.58292(6) 0.0169(3) Uani 1 1 d . . .
C27 C 0.07724(14) 0.50580(8) 0.51718(7) 0.0159(3) Uani 1 1 d . . .
C1 C 0.78860(15) 0.69636(8) 0.64646(7) 0.0174(3) Uani 1 1 d . . .
C18 C 0.52643(15) 0.28872(9) 0.69395(7) 0.0200(3) Uani 1 1 d . . .
C29 C 0.32700(16) 0.46777(9) 0.52706(7) 0.0197(3) Uani 1 1 d . . .
H29 H 0.3964 0.4350 0.5105 0.024 Uiso 1 1 calc R . .
C2 C 0.87156(15) 0.64537(9) 0.70313(7) 0.0190(3) Uani 1 1 d . . .
C13 C 0.59950(15) 0.29530(9) 0.63477(7) 0.0189(3) Uani 1 1 d . . .
C14 C 0.65665(15) 0.22292(9) 0.60505(7) 0.0204(3) Uani 1 1 d . . .
C16 C 0.56356(16) 0.13424(9) 0.69353(8) 0.0241(3) Uani 1 1 d . . .
H16 H 0.5511 0.0802 0.7131 0.029 Uiso 1 1 calc R . .
C15 C 0.63677(16) 0.14280(9) 0.63515(8) 0.0228(3) Uani 1 1 d . . .
H15 H 0.6730 0.0941 0.6160 0.027 Uiso 1 1 calc R . .
C25 C 0.26853(16) 0.57458(9) 0.60600(7) 0.0210(3) Uani 1 1 d . . .
H25 H 0.2977 0.6149 0.6438 0.025 Uiso 1 1 calc R . .
C6 C 0.84521(16) 0.77060(9) 0.61890(7) 0.0204(3) Uani 1 1 d . . .
C28 C 0.18388(15) 0.45725(9) 0.49436(7) 0.0191(3) Uani 1 1 d . . .
H28 H 0.1576 0.4170 0.4562 0.023 Uiso 1 1 calc R . .
C17 C 0.50973(16) 0.20642(9) 0.72202(8) 0.0225(3) Uani 1 1 d . . .
H17 H 0.4609 0.2003 0.7610 0.027 Uiso 1 1 calc R . .
C7 C 0.81342(16) 0.56646(9) 0.73620(7) 0.0226(3) Uani 1 1 d . . .
H7 H 0.7095 0.5630 0.7152 0.027 Uiso 1 1 calc R . .
C26 C 0.12472(16) 0.56588(9) 0.57403(7) 0.0213(3) Uani 1 1 d . . .
H26 H 0.0576 0.6006 0.5905 0.026 Uiso 1 1 calc R . .
C3 C 1.01541(16) 0.66973(9) 0.73011(8) 0.0236(3) Uani 1 1 d . . .
H3 H 1.0730 0.6365 0.7671 0.028 Uiso 1 1 calc R . .
C10 C 0.74913(17) 0.82395(9) 0.55849(8) 0.0241(3) Uani 1 1 d . . .
H10 H 0.6522 0.8241 0.5696 0.029 Uiso 1 1 calc R . .
C5 C 0.98854(17) 0.79163(9) 0.64877(8) 0.0254(3) Uani 1 1 d . . .
H5 H 1.0279 0.8406 0.6316 0.031 Uiso 1 1 calc R . .
C19 C 0.46500(17) 0.36583(9) 0.72827(8) 0.0264(3) Uani 1 1 d . . .
H19 H 0.4940 0.4178 0.7048 0.032 Uiso 1 1 calc R . .
C22 C 0.73818(17) 0.23543(10) 0.54234(8) 0.0264(3) Uani 1 1 d . . .
H22 H 0.6824 0.2759 0.5063 0.032 Uiso 1 1 calc R . .
C4 C 1.07414(17) 0.74142(10) 0.70352(8) 0.0268(3) Uani 1 1 d . . .
H4 H 1.1702 0.7560 0.7221 0.032 Uiso 1 1 calc R . .
C8 C 0.83417(18) 0.57326(10) 0.82170(8) 0.0302(4) Uani 1 1 d . . .
H8A H 0.9354 0.5724 0.8440 0.045 Uiso 1 1 calc R . .
H8B H 0.7874 0.5256 0.8402 0.045 Uiso 1 1 calc R . .
H8C H 0.7927 0.6261 0.8345 0.045 Uiso 1 1 calc R . .
C12 C 0.73677(18) 0.78348(10) 0.48122(8) 0.0293(4) Uani 1 1 d . . .
H12A H 0.8300 0.7829 0.4683 0.044 Uiso 1 1 calc R . .
H12B H 0.6709 0.8165 0.4447 0.044 Uiso 1 1 calc R . .
H12C H 0.7017 0.7256 0.4820 0.044 Uiso 1 1 calc R . .
C24 C 0.88592(18) 0.27625(10) 0.57252(9) 0.0319(4) Uani 1 1 d . . .
H24A H 0.8736 0.3289 0.5980 0.048 Uiso 1 1 calc R . .
H24B H 0.9324 0.2881 0.5316 0.048 Uiso 1 1 calc R . .
H24C H 0.9445 0.2373 0.6069 0.048 Uiso 1 1 calc R . .
C21 C 0.5282(2) 0.37152(10) 0.81259(8) 0.0346(4) Uani 1 1 d . . .
H21A H 0.5013 0.3213 0.8371 0.052 Uiso 1 1 calc R . .
H21B H 0.4915 0.4219 0.8327 0.052 Uiso 1 1 calc R . .
H21C H 0.6316 0.3750 0.8209 0.052 Uiso 1 1 calc R . .
C9 C 0.8832(2) 0.48403(10) 0.71504(9) 0.0350(4) Uani 1 1 d . . .
H9A H 0.8662 0.4792 0.6614 0.052 Uiso 1 1 calc R . .
H9B H 0.8420 0.4353 0.7352 0.052 Uiso 1 1 calc R . .
H9C H 0.9852 0.4858 0.7352 0.052 Uiso 1 1 calc R . .
C20 C 0.29972(19) 0.36353(11) 0.71204(10) 0.0381(4) Uani 1 1 d . . .
H20A H 0.2633 0.3613 0.6588 0.057 Uiso 1 1 calc R . .
H20B H 0.2641 0.4143 0.7321 0.057 Uiso 1 1 calc R . .
H20C H 0.2682 0.3135 0.7350 0.057 Uiso 1 1 calc R . .
C23 C 0.7553(2) 0.15286(11) 0.49977(9) 0.0387(4) Uani 1 1 d . . .
H23A H 0.8185 0.1141 0.5322 0.058 Uiso 1 1 calc R . .
H23B H 0.7957 0.1662 0.4570 0.058 Uiso 1 1 calc R . .
H23C H 0.6626 0.1263 0.4833 0.058 Uiso 1 1 calc R . .
C11 C 0.7972(2) 0.91746(11) 0.55710(11) 0.0497(5) Uani 1 1 d . . .
H11A H 0.8101 0.9414 0.6066 0.075 Uiso 1 1 calc R . .
H11B H 0.7249 0.9497 0.5234 0.075 Uiso 1 1 calc R . .
H11C H 0.8868 0.9201 0.5404 0.075 Uiso 1 1 calc R . .
H2A H 0.5837(19) 0.4175(11) 0.6200(9) 0.037(5) Uiso 1 1 d . . .
H1A H 0.617(2) 0.6279(13) 0.6251(10) 0.043(5) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3741(16) . ?
O1 H1A 0.88(2) . ?
O3 N1 1.3263(14) . ?
O2 C13 1.3717(16) . ?
O2 H2A 0.891(18) . ?
N1 C29 1.3472(17) . ?
N1 C25 1.3518(18) . ?
C27 C28 1.3922(19) . ?
C27 C26 1.3978(18) . ?
C27 C27 1.477(3) 3_566 ?
C1 C2 1.4049(19) . ?
C1 C6 1.4089(19) . ?
C18 C17 1.3993(19) . ?
C18 C13 1.4016(19) . ?
C18 C19 1.523(2) . ?
C29 C28 1.3717(19) . ?
C29 H29 0.9300 . ?
C2 C3 1.400(2) . ?
C2 C7 1.5200(19) . ?
C13 C14 1.4055(19) . ?
C14 C15 1.3898(19) . ?
C14 C22 1.5196(19) . ?
C16 C17 1.378(2) . ?
C16 C15 1.392(2) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?
C25 C26 1.371(2) . ?
C25 H25 0.9300 . ?
C6 C5 1.392(2) . ?
C6 C10 1.520(2) . ?
C28 H28 0.9300 . ?
C17 H17 0.9300 . ?
C7 C9 1.528(2) . ?
C7 C8 1.5332(19) . ?
C7 H7 0.9800 . ?
C26 H26 0.9300 . ?
C3 C4 1.378(2) . ?
C3 H3 0.9300 . ?
C10 C11 1.525(2) . ?
C10 C12 1.525(2) . ?
C10 H10 0.9800 . ?
C5 C4 1.387(2) . ?
C5 H5 0.9300 . ?
C19 C21 1.531(2) . ?
C19 C20 1.531(2) . ?
C19 H19 0.9800 . ?
C22 C23 1.526(2) . ?
C22 C24 1.530(2) . ?
C22 H22 0.9800 . ?
C4 H4 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1A 114.2(12) . . ?
C13 O2 H2A 114.4(11) . . ?
O3 N1 C29 119.73(11) . . ?
O3 N1 C25 120.15(11) . . ?
C29 N1 C25 120.08(12) . . ?
C28 C27 C26 116.28(12) . . ?
C28 C27 C27 121.54(14) . 3_566 ?
C26 C27 C27 122.18(15) . 3_566 ?
O1 C1 C2 123.44(12) . . ?
O1 C1 C6 114.65(12) . . ?
C2 C1 C6 121.91(13) . . ?
C17 C18 C13 117.38(13) . . ?
C17 C18 C19 119.19(12) . . ?
C13 C18 C19 123.43(12) . . ?
N1 C29 C28 120.72(12) . . ?
N1 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C3 C2 C1 117.33(13) . . ?
C3 C2 C7 119.05(12) . . ?
C1 C2 C7 123.62(13) . . ?
O2 C13 C18 123.25(12) . . ?
O2 C13 C14 114.74(12) . . ?
C18 C13 C14 122.00(12) . . ?
C15 C14 C13 118.08(13) . . ?
C15 C14 C22 122.93(13) . . ?
C13 C14 C22 118.98(12) . . ?
C17 C16 C15 119.50(13) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C14 C15 C16 121.17(13) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
N1 C25 C26 120.49(12) . . ?
N1 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C5 C6 C1 117.75(13) . . ?
C5 C6 C10 122.86(13) . . ?
C1 C6 C10 119.39(13) . . ?
C29 C28 C27 121.21(12) . . ?
C29 C28 H28 119.4 . . ?
C27 C28 H28 119.4 . . ?
C16 C17 C18 121.86(13) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C2 C7 C9 111.44(12) . . ?
C2 C7 C8 111.55(12) . . ?
C9 C7 C8 110.12(12) . . ?
C2 C7 H7 107.9 . . ?
C9 C7 H7 107.9 . . ?
C8 C7 H7 107.9 . . ?
C25 C26 C27 121.20(13) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 H26 119.4 . . ?
C4 C3 C2 121.99(14) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C6 C10 C11 113.37(13) . . ?
C6 C10 C12 111.27(12) . . ?
C11 C10 C12 110.10(13) . . ?
C6 C10 H10 107.3 . . ?
C11 C10 H10 107.3 . . ?
C12 C10 H10 107.3 . . ?
C4 C5 C6 121.65(14) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C18 C19 C21 110.79(12) . . ?
C18 C19 C20 111.41(13) . . ?
C21 C19 C20 111.40(13) . . ?
C18 C19 H19 107.7 . . ?
C21 C19 H19 107.7 . . ?
C20 C19 H19 107.7 . . ?
C14 C22 C23 113.55(13) . . ?
C14 C22 C24 110.66(12) . . ?
C23 C22 C24 110.19(13) . . ?
C14 C22 H22 107.4 . . ?
C23 C22 H22 107.4 . . ?
C24 C22 H22 107.4 . . ?
C3 C4 C5 119.34(14) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.05
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.059
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_BS_RK_NC_2_0m
_database_code_depnum_ccdc_archive 'CCDC 1492217'
_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-09-29 downloaded from the CCDC.
;

_vrf_REFNR01_BS_RK_NC_2_0m       
;
PROBLEM:Ratio of reflections to parameters is < 8 for a
	centrosymmetric structure sine(theta)/lambda 0.5723
	Proportion of unique data used 1.0000
	Ratio reflections to parameters 6.6386
RESPONSE: A full set of data was collected, however the high angle data was
	dominated by noise [I/sigma(I) < 1.0] and was omitted. This arbitrary
	theta limit is inappropriate for disordered structures. A limit on 
	data/parameter ratios that properly takes into account the number of
	restraints / constraints and the redundancy of the measurements would
	be more appropriate. But cifcheck routine does not do this.
;

_vrf_THETM01_BS_RK_NC_2_0m       
;
PROBLEM:The value of sine(theta_max)/wavelength is less than 0.575
            Calculated sin(theta_max)/wavelength = 0.5723
RESPONSE: See the response above
;



_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H22 N4 O6'
_chemical_formula_weight         462.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.977(3)
_cell_length_b                   12.112(4)
_cell_length_c                   16.439(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2185.5(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    549
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      23.19

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   0.977
_exptl_transmission_factor_max   0.979
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.103
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            1902
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.794
_diffrn_reflns_theta_max         24.003
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.640
_diffrn_measured_fraction_theta_full 0.558
_diffrn_reflns_Laue_measured_fraction_max 0.640
_diffrn_reflns_Laue_measured_fraction_full 0.558
_diffrn_reflns_point_group_measured_fraction_max 0.640
_diffrn_reflns_point_group_measured_fraction_full 0.558
_reflns_number_total             1102
_reflns_number_gt                833
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.0042P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1102
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1294
_refine_ls_wR_factor_gt          0.1127
_refine_ls_goodness_of_fit_ref   0.868
_refine_ls_restrained_S_all      0.868
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0043(2) 0.94659(17) 0.29383(17) 0.0281(8) Uani 1 1 d . . . . .
C2 C -0.0637(3) 0.9072(2) 0.0826(2) 0.0189(10) Uani 1 1 d . . . . .
H2 H -0.1093 0.8588 0.0509 0.023 Uiso 1 1 calc R U . . .
N2 N 0.3796(3) 0.3303(2) 0.6821(2) 0.0271(9) Uani 1 1 d . . . . .
O4 O 0.1346(2) 0.02815(16) 0.41062(17) 0.0241(7) Uani 1 1 d . . . . .
C7 C 0.2535(3) 0.1903(2) 0.6198(2) 0.0216(10) Uani 1 1 d . . . . .
H7 H 0.2264 0.1680 0.6708 0.026 Uiso 1 1 calc R U . . .
O3 O 0.2255(2) 0.15268(18) 0.32926(17) 0.0259(7) Uani 1 1 d . . . . .
N1 N 0.0041(2) 0.9621(2) 0.2142(2) 0.0205(8) Uani 1 1 d . . . . .
C1 C -0.0614(3) 0.8927(2) 0.1654(3) 0.0215(10) Uani 1 1 d . . . . .
H1 H -0.1050 0.8349 0.1886 0.026 Uiso 1 1 calc R U . . .
C3 C 0.0003(3) 0.9927(2) 0.0444(2) 0.0186(9) Uani 1 1 d . . . . .
C5 C 0.0669(3) 1.0473(2) 0.1791(3) 0.0239(10) Uani 1 1 d . . . . .
H5 H 0.1115 1.0952 0.2117 0.029 Uiso 1 1 calc R U . . .
C4 C 0.0649(3) 1.0630(2) 0.0969(2) 0.0216(10) Uani 1 1 d . . . . .
H4 H 0.1077 1.1222 0.0750 0.026 Uiso 1 1 calc R U . . .
C6 C 0.3371(3) 0.2785(2) 0.6132(3) 0.0198(10) Uani 1 1 d . . . . .
C11 C 0.3765(3) 0.3095(2) 0.5352(2) 0.0190(10) Uani 1 1 d . . . . .
H11 H 0.4321 0.3669 0.5298 0.023 Uiso 1 1 calc R U . . .
C10 C 0.3347(3) 0.2568(2) 0.4671(2) 0.0186(9) Uani 1 1 d . . . . .
H10 H 0.3621 0.2793 0.4162 0.022 Uiso 1 1 calc R U . . .
C9 C 0.2505(3) 0.1687(2) 0.4730(2) 0.0167(9) Uani 1 1 d . . . . .
C12 C 0.2046(3) 0.1170(2) 0.3976(3) 0.0188(10) Uani 1 1 d . . . . .
C8 C 0.2118(3) 0.1370(2) 0.5508(2) 0.0212(10) Uani 1 1 d . . . . .
H8 H 0.1570 0.0789 0.5562 0.025 Uiso 1 1 calc R U . . .
H2A H 0.411(3) 0.394(3) 0.671(2) 0.058(14) Uiso 1 1 d . . . . .
H1A H 0.341(4) 0.316(4) 0.731(3) 0.085(19) Uiso 1 1 d . . . . .
H3A H 0.107(4) 0.005(3) 0.361(3) 0.068(17) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N1 1.323(4) . ?
C2 C1 1.374(5) . ?
C2 C3 1.399(4) . ?
C2 H2 0.9300 . ?
N2 C6 1.377(4) . ?
N2 H2A 0.87(4) . ?
N2 H1A 0.92(5) . ?
O4 C12 1.340(4) . ?
O4 H3A 0.92(5) . ?
C7 C8 1.383(4) . ?
C7 C6 1.412(4) . ?
C7 H7 0.9300 . ?
O3 C12 1.225(4) . ?
N1 C5 1.369(4) . ?
N1 C1 1.366(4) . ?
C1 H1 0.9300 . ?
C3 C4 1.406(4) . ?
C3 C3 1.470(7) 5_575 ?
C5 C4 1.363(4) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C6 C11 1.403(5) . ?
C11 C10 1.367(4) . ?
C11 H11 0.9300 . ?
C10 C9 1.416(4) . ?
C10 H10 0.9300 . ?
C9 C8 1.402(4) . ?
C9 C12 1.476(5) . ?
C8 H8 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C2 C3 122.0(3) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C6 N2 H2A 111(3) . . ?
C6 N2 H1A 118(3) . . ?
H2A N2 H1A 123(4) . . ?
C12 O4 H3A 107(3) . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
O1 N1 C5 121.6(3) . . ?
O1 N1 C1 119.6(3) . . ?
C5 N1 C1 118.8(3) . . ?
N1 C1 C2 120.8(3) . . ?
N1 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C2 C3 C4 115.2(3) . . ?
C2 C3 C3 122.2(4) . 5_575 ?
C4 C3 C3 122.6(4) . 5_575 ?
N1 C5 C4 121.0(3) . . ?
N1 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C4 C3 122.1(3) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
N2 C6 C11 121.7(3) . . ?
N2 C6 C7 120.0(4) . . ?
C11 C6 C7 118.2(3) . . ?
C10 C11 C6 121.4(3) . . ?
C10 C11 H11 119.3 . . ?
C6 C11 H11 119.3 . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C8 C9 C10 117.8(3) . . ?
C8 C9 C12 123.2(3) . . ?
C10 C9 C12 119.0(3) . . ?
O3 C12 O4 122.5(3) . . ?
O3 C12 C9 123.8(3) . . ?
O4 C12 C9 113.7(3) . . ?
C7 C8 C9 121.4(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?

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
O1 N1 C1 C2 179.6(3) . . . . ?
C5 N1 C1 C2 0.6(4) . . . . ?
C3 C2 C1 N1 0.1(5) . . . . ?
C1 C2 C3 C4 -1.1(4) . . . . ?
C1 C2 C3 C3 178.9(3) . . . 5_575 ?
O1 N1 C5 C4 -179.3(3) . . . . ?
C1 N1 C5 C4 -0.3(4) . . . . ?
N1 C5 C4 C3 -0.8(5) . . . . ?
C2 C3 C4 C5 1.4(5) . . . . ?
C3 C3 C4 C5 -178.6(3) 5_575 . . . ?
C8 C7 C6 N2 -179.2(3) . . . . ?
C8 C7 C6 C11 -0.3(5) . . . . ?
N2 C6 C11 C10 179.4(3) . . . . ?
C7 C6 C11 C10 0.6(5) . . . . ?
C6 C11 C10 C9 -0.3(5) . . . . ?
C11 C10 C9 C8 -0.2(4) . . . . ?
C11 C10 C9 C12 177.8(3) . . . . ?
C8 C9 C12 O3 170.4(3) . . . . ?
C10 C9 C12 O3 -7.6(5) . . . . ?
C8 C9 C12 O4 -7.9(4) . . . . ?
C10 C9 C12 O4 174.1(3) . . . . ?
C6 C7 C8 C9 -0.2(5) . . . . ?
C10 C9 C8 C7 0.5(4) . . . . ?
C12 C9 C8 C7 -177.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H1A O3 0.92(5) 2.09(5) 2.958(5) 156(4) 7_566
N2 H2A O1 0.87(4) 2.26(4) 3.055(4) 152(4) 2_566
C5 H5 O3 0.93 2.40 3.280(5) 156.7 1_565
C1 H1 O3 0.93 2.59 3.421(4) 149.1 3
C5 H5 O3 0.93 2.40 3.280(5) 156.7 1_565
C1 H1 O3 0.93 2.59 3.421(4) 149.1 3
C1 H1 O3 0.93 2.59 3.421(4) 149.1 3
C5 H5 O3 0.93 2.40 3.280(5) 156.7 1_565
C1 H1 O3 0.93 2.59 3.421(4) 149.1 3
C5 H5 O3 0.93 2.40 3.280(5) 156.7 1_565

_refine_diff_density_max         0.162
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.046

_shelxl_version_number           2014-3


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Metahnol'
####################################################################### 
# 
# 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_bs_bp_suth_3_0m
_database_code_depnum_ccdc_archive 'CCDC 1492218'
_audit_update_record             
;
2016-09-26 deposited with the CCDC.
2016-09-29 downloaded from the CCDC.
;

_vrf_RINTA01_bs_bp_suth_3_0m     
;
PROBLEM:The value of Rint is greater than 0.18
	Rint given 0.188
RESPONSE: Rint value is based on a very limited reflection data redundancy.
	The crystal is weakly diffracting as indiacted by the high values of
	_diffrn_reflns_av_sigmaI/netI. Large propotion of essentially unobserved
	reflections with high s.u.'s are being used in the refinement.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H17 N5 O4 S2'
_chemical_formula_weight         443.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   10.5317(11)
_cell_length_b                   8.5508(8)
_cell_length_c                   21.750(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.055(7)
_cell_angle_gamma                90.00
_cell_volume                     1958.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2562
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      28.660

_exptl_crystal_description       block
_exptl_crystal_colour            gold
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920.0
_exptl_absorpt_coefficient_mu    0.311
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_process_details   SADABS
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17956
_diffrn_reflns_av_R_equivalents  0.1877
_diffrn_reflns_av_sigmaI/netI    0.1997
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         28.66
_reflns_number_total             4993
_reflns_number_gt                2589
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1243P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0074(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4993
_refine_ls_number_parameters     284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1539
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1908
_refine_ls_wR_factor_gt          0.1443
_refine_ls_goodness_of_fit_ref   0.750
_refine_ls_restrained_S_all      0.750
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O -0.30415(19) 0.9413(2) 0.60206(10) 0.0503(6) Uani 1 1 d . . .
S2 S 0.67172(9) 0.40599(9) 0.71283(4) 0.0622(3) Uani 1 1 d . . .
N2 N 0.8479(2) 0.5875(2) 0.64996(11) 0.0413(6) Uani 1 1 d . . .
S1 S 0.96350(8) 0.47145(7) 0.66490(3) 0.0411(2) Uani 1 1 d . . .
C5 C 0.9885(3) 0.5532(3) 0.78537(12) 0.0382(6) Uani 1 1 d . . .
H5 H 0.9097 0.5059 0.7898 0.046 Uiso 1 1 calc R . .
N3 N 0.6410(2) 0.6700(3) 0.66139(12) 0.0453(6) Uani 1 1 d . . .
C14 C -0.1690(3) 0.8107(3) 0.53644(12) 0.0411(7) Uani 1 1 d . . .
H14 H -0.2388 0.7664 0.5163 0.049 Uiso 1 1 calc R . .
C10 C -0.0871(3) 0.9798(3) 0.61182(13) 0.0430(7) Uani 1 1 d . . .
H10 H -0.1005 1.0522 0.6429 0.052 Uiso 1 1 calc R . .
N1 N 1.2241(3) 0.7604(3) 0.88061(12) 0.0495(7) Uani 1 1 d . . .
C3 C 1.1643(3) 0.6242(3) 0.72207(13) 0.0429(7) Uani 1 1 d . . .
H3 H 1.2028 0.6257 0.6839 0.052 Uiso 1 1 calc R . .
O1 O 0.9192(2) 0.3187(2) 0.68374(11) 0.0578(6) Uani 1 1 d . . .
O6 O 1.0474(2) 0.4755(2) 0.61308(9) 0.0541(6) Uani 1 1 d . . .
N4 N -0.1873(2) 0.9116(2) 0.58328(10) 0.0378(5) Uani 1 1 d . . .
C12 C 0.0583(3) 0.8354(3) 0.54771(11) 0.0326(6) Uani 1 1 d . . .
N5 N 0.4366(2) 0.7173(3) 0.49630(11) 0.0446(6) Uani 1 1 d . . .
O4 O 0.5519(2) 0.6807(3) 0.48107(11) 0.0647(7) Uani 1 1 d . . .
C7 C 0.7337(3) 0.5638(3) 0.67170(12) 0.0394(6) Uani 1 1 d . . .
C1 C 1.1664(3) 0.6930(3) 0.82987(12) 0.0375(6) Uani 1 1 d . . .
C13 C -0.0489(3) 0.7728(3) 0.51819(12) 0.0394(6) Uani 1 1 d . . .
H13 H -0.0387 0.7039 0.4855 0.047 Uiso 1 1 calc R . .
C15 C 0.1891(3) 0.7944(3) 0.53020(12) 0.0345(6) Uani 1 1 d . . .
C19 C 0.2139(3) 0.6711(4) 0.48971(15) 0.0517(8) Uani 1 1 d . . .
H19 H 0.1468 0.6129 0.4733 0.062 Uiso 1 1 calc R . .
C18 C 0.3363(3) 0.6351(4) 0.47398(16) 0.0593(9) Uani 1 1 d . . .
H18 H 0.3505 0.5521 0.4473 0.071 Uiso 1 1 calc R . .
C11 C 0.0352(3) 0.9431(3) 0.59526(13) 0.0433(7) Uani 1 1 d . . .
H11 H 0.1034 0.9901 0.6158 0.052 Uiso 1 1 calc R . .
C16 C 0.2947(3) 0.8755(4) 0.55198(15) 0.0507(8) Uani 1 1 d . . .
H16 H 0.2834 0.9592 0.5787 0.061 Uiso 1 1 calc R . .
C17 C 0.4155(3) 0.8355(4) 0.53521(15) 0.0529(8) Uani 1 1 d . . .
H17 H 0.4841 0.8917 0.5512 0.063 Uiso 1 1 calc R . .
C9 C 0.5238(4) 0.4950(4) 0.71448(18) 0.0643(10) Uani 1 1 d . . .
H9 H 0.4533 0.4525 0.7334 0.077 Uiso 1 1 calc R . .
C4 C 1.0455(3) 0.5546(3) 0.72796(12) 0.0362(6) Uani 1 1 d . . .
C6 C 1.0474(3) 0.6208(3) 0.83528(12) 0.0386(6) Uani 1 1 d . . .
H6 H 1.0082 0.6188 0.8732 0.046 Uiso 1 1 calc R . .
C2 C 1.2252(3) 0.6909(3) 0.77228(14) 0.0446(7) Uani 1 1 d . . .
H2 H 1.3055 0.7347 0.7681 0.054 Uiso 1 1 calc R . .
C8 C 0.5241(3) 0.6309(4) 0.68545(16) 0.0568(9) Uani 1 1 d . . .
H8 H 0.4526 0.6943 0.6815 0.068 Uiso 1 1 calc R . .
H1A H 1.166(4) 0.785(4) 0.9083(18) 0.076(12) Uiso 1 1 d . . .
H2A H 1.298(4) 0.825(4) 0.8735(16) 0.068(11) Uiso 1 1 d . . .
H3A H 0.656(3) 0.763(3) 0.6394(14) 0.053(9) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 N4 1.328(3) . ?
S2 C9 1.734(4) . ?
S2 C7 1.752(3) . ?
N2 C7 1.316(3) . ?
N2 S1 1.600(2) . ?
S1 O6 1.445(2) . ?
S1 O1 1.449(2) . ?
S1 C4 1.757(3) . ?
C5 C6 1.368(4) . ?
C5 C4 1.395(3) . ?
C5 H5 0.9300 . ?
N3 C7 1.350(4) . ?
N3 C8 1.388(4) . ?
N3 H3A 0.94(3) . ?
C14 N4 1.351(3) . ?
C14 C13 1.372(4) . ?
C14 H14 0.9300 . ?
C10 N4 1.347(4) . ?
C10 C11 1.380(4) . ?
C10 H10 0.9300 . ?
N1 C1 1.376(4) . ?
N1 H1A 0.89(4) . ?
N1 H2A 0.97(4) . ?
C3 C2 1.380(4) . ?
C3 C4 1.394(4) . ?
C3 H3 0.9300 . ?
C12 C13 1.395(4) . ?
C12 C11 1.409(3) . ?
C12 C15 1.478(3) . ?
N5 O4 1.302(3) . ?
N5 C17 1.340(4) . ?
N5 C18 1.351(4) . ?
C1 C6 1.404(4) . ?
C1 C2 1.408(3) . ?
C13 H13 0.9300 . ?
C15 C16 1.386(4) . ?
C15 C19 1.402(4) . ?
C19 C18 1.375(4) . ?
C19 H19 0.9300 . ?
C18 H18 0.9300 . ?
C11 H11 0.9300 . ?
C16 C17 1.373(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C9 C8 1.323(5) . ?
C9 H9 0.9300 . ?
C6 H6 0.9300 . ?
C2 H2 0.9300 . ?
C8 H8 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 S2 C7 90.93(16) . . ?
C7 N2 S1 121.90(19) . . ?
O6 S1 O1 116.54(12) . . ?
O6 S1 N2 107.49(13) . . ?
O1 S1 N2 111.65(14) . . ?
O6 S1 C4 107.50(14) . . ?
O1 S1 C4 107.45(13) . . ?
N2 S1 C4 105.59(12) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 N3 C8 114.8(3) . . ?
C7 N3 H3A 121(2) . . ?
C8 N3 H3A 124(2) . . ?
N4 C14 C13 121.0(3) . . ?
N4 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
N4 C10 C11 120.6(2) . . ?
N4 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C1 N1 H1A 110(3) . . ?
C1 N1 H2A 117(2) . . ?
H1A N1 H2A 122(3) . . ?
C2 C3 C4 120.6(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
O3 N4 C10 119.9(2) . . ?
O3 N4 C14 120.0(3) . . ?
C10 N4 C14 120.1(2) . . ?
C13 C12 C11 116.0(3) . . ?
C13 C12 C15 122.7(2) . . ?
C11 C12 C15 121.2(3) . . ?
O4 N5 C17 120.6(3) . . ?
O4 N5 C18 120.6(2) . . ?
C17 N5 C18 118.8(3) . . ?
N2 C7 N3 120.0(2) . . ?
N2 C7 S2 130.9(2) . . ?
N3 C7 S2 109.1(2) . . ?
N1 C1 C6 119.9(2) . . ?
N1 C1 C2 121.6(3) . . ?
C6 C1 C2 118.5(3) . . ?
C14 C13 C12 121.2(2) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C16 C15 C19 115.7(3) . . ?
C16 C15 C12 122.6(2) . . ?
C19 C15 C12 121.7(3) . . ?
C18 C19 C15 120.7(3) . . ?
C18 C19 H19 119.6 . . ?
C15 C19 H19 119.6 . . ?
N5 C18 C19 121.6(3) . . ?
N5 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C10 C11 C12 121.0(3) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C17 C16 C15 121.7(3) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
N5 C17 C16 121.4(3) . . ?
N5 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C8 C9 S2 111.5(3) . . ?
C8 C9 H9 124.3 . . ?
S2 C9 H9 124.3 . . ?
C3 C4 C5 119.2(3) . . ?
C3 C4 S1 122.0(2) . . ?
C5 C4 S1 118.8(2) . . ?
C5 C6 C1 120.8(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C9 C8 N3 113.7(3) . . ?
C9 C8 H8 123.2 . . ?
N3 C8 H8 123.2 . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        28.66
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.064
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
