# 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_FormII_comp1
_database_code_depnum_ccdc_archive 'CCDC 1436382'
_audit_update_record             
;
2015-11-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_date             2015-02-11T15:48:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C18 H19 N O4'
_chemical_formula_weight         313.34

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/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                   12.713(16)
_cell_length_b                   8.649(11)
_cell_length_c                   15.231(19)
_cell_angle_alpha                90
_cell_angle_beta                 103.798(15)
_cell_angle_gamma                90
_cell_volume                     1626(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      298(2)
_diffrn_measurement_device_type  '95mm CCD camera on κ-goniostat'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_number            9480
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.65
_diffrn_reflns_theta_max         25.62
_diffrn_reflns_theta_full        25.62
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             3061
_reflns_number_gt                2187
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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 > 2σ(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)+(0.0510P)²+0.2827P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3061
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1168
_refine_ls_wR_factor_gt          0.1019
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_restrained_S_all      1.03
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.128
_refine_diff_density_rms         0.028

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'

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
O4 O 0.69354(10) 0.33328(15) 0.84499(8) 0.0673(4) Uani 1 1 d . . .
O3 O 0.52279(10) 0.18615(15) 0.74871(9) 0.0723(4) Uani 1 1 d . . .
O2 O 0.47582(11) 0.18496(17) 0.56801(9) 0.0812(4) Uani 1 1 d . . .
O1 O 0.94730(11) 0.67584(17) 0.51276(9) 0.0791(4) Uani 1 1 d . . .
C14 C 0.67989(13) 0.33826(19) 0.75355(10) 0.0517(4) Uani 1 1 d . . .
C1 C 0.87600(12) 0.61442(18) 0.35956(11) 0.0496(4) Uani 1 1 d . . .
C7 C 0.87808(13) 0.6064(2) 0.45590(12) 0.0558(4) Uani 1 1 d . . .
C15 C 0.75009(13) 0.40970(19) 0.70963(11) 0.0538(4) Uani 1 1 d . . .
H15 H 0.8121 0.458 0.7431 0.065 Uiso 1 1 calc R . .
C2 C 0.94551(13) 0.71658(19) 0.32708(12) 0.0567(4) Uani 1 1 d . . .
C6 C 0.80669(13) 0.5219(2) 0.29664(11) 0.0556(4) Uani 1 1 d . . .
H6 H 0.7617 0.4527 0.3169 0.067 Uiso 1 1 calc R . .
C10 C 0.72863(13) 0.40978(19) 0.61613(11) 0.0520(4) Uani 1 1 d . . .
C9 C 0.80370(14) 0.49020(19) 0.57288(11) 0.0565(4) Uani 1 1 d . . .
H9 H 0.8662 0.5281 0.6117 0.068 Uiso 1 1 calc R . .
C5 C 0.80197(15) 0.5287(2) 0.20612(12) 0.0629(5) Uani 1 1 d . . .
H5 H 0.7546 0.4654 0.1657 0.076 Uiso 1 1 calc R . .
C8 C 0.79495(14) 0.5163(2) 0.48661(11) 0.0581(4) Uani 1 1 d . . .
H8 H 0.7356 0.4776 0.4443 0.07 Uiso 1 1 calc R . .
C13 C 0.58815(13) 0.26360(19) 0.70408(11) 0.0537(4) Uani 1 1 d . . .
C11 C 0.63638(13) 0.3357(2) 0.56636(11) 0.0571(4) Uani 1 1 d . . .
H11 H 0.6214 0.3355 0.5035 0.068 Uiso 1 1 calc R . .
C3 C 0.93970(14) 0.7205(2) 0.23483(13) 0.0644(5) Uani 1 1 d . . .
H3 H 0.9856 0.7861 0.2131 0.077 Uiso 1 1 calc R . .
C12 C 0.56711(13) 0.2627(2) 0.61021(12) 0.0568(4) Uani 1 1 d . . .
C4 C 0.86867(15) 0.6309(2) 0.17573(12) 0.0643(5) Uani 1 1 d . . .
H4 H 0.8649 0.6384 0.1141 0.077 Uiso 1 1 calc R . .
N1 N 1.01527(13) 0.8119(2) 0.38345(12) 0.0850(5) Uani 1 1 d . . .
H1A H 1.0556 0.8742 0.362 0.102 Uiso 1 1 calc R . .
H1B H 1.0192 0.8099 0.4406 0.102 Uiso 1 1 calc R . .
C16 C 0.44338(19) 0.1948(3) 0.47238(15) 0.0941(7) Uani 1 1 d . . .
H16A H 0.4342 0.3013 0.4546 0.141 Uiso 1 1 calc R . .
H16B H 0.3761 0.1408 0.4512 0.141 Uiso 1 1 calc R . .
H16C H 0.4979 0.1489 0.4466 0.141 Uiso 1 1 calc R . .
C17 C 0.42106(16) 0.2592(3) 0.74313(15) 0.0896(7) Uani 1 1 d . . .
H17A H 0.4327 0.362 0.7673 0.134 Uiso 1 1 calc R . .
H17B H 0.3804 0.2008 0.7773 0.134 Uiso 1 1 calc R . .
H17C H 0.3815 0.264 0.6811 0.134 Uiso 1 1 calc R . .
C18 C 0.7836(2) 0.4127(3) 0.89852(14) 0.0975(8) Uani 1 1 d . . .
H18A H 0.8493 0.3681 0.8893 0.146 Uiso 1 1 calc R . .
H18B H 0.7825 0.4042 0.9611 0.146 Uiso 1 1 calc R . .
H18C H 0.7801 0.5198 0.8814 0.146 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
O4 C14 1.3625(19) . ?
O4 C18 1.415(2) . ?
O3 C13 1.3677(19) . ?
O3 C17 1.423(2) . ?
O2 C12 1.362(2) . ?
O2 C16 1.419(3) . ?
O1 C7 1.234(2) . ?
C14 C15 1.382(2) . ?
C14 C13 1.388(2) . ?
C1 C6 1.390(2) . ?
C1 C2 1.419(2) . ?
C1 C7 1.463(2) . ?
C7 C8 1.476(2) . ?
C15 C10 1.385(2) . ?
C2 N1 1.356(2) . ?
C2 C3 1.390(2) . ?
C6 C5 1.367(2) . ?
C10 C11 1.392(2) . ?
C10 C9 1.459(2) . ?
C9 C8 1.312(2) . ?
C5 C4 1.379(2) . ?
C13 C12 1.390(2) . ?
C11 C12 1.379(2) . ?
C3 C4 1.356(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
C14 O4 C18 117.51(14) . . ?
C13 O3 C17 113.83(14) . . ?
C12 O2 C16 117.47(15) . . ?
O4 C14 C15 124.70(15) . . ?
O4 C14 C13 115.21(14) . . ?
C15 C14 C13 120.09(15) . . ?
C6 C1 C2 117.57(15) . . ?
C6 C1 C7 121.40(14) . . ?
C2 C1 C7 121.03(15) . . ?
O1 C7 C1 121.34(15) . . ?
O1 C7 C8 118.65(15) . . ?
C1 C7 C8 120.00(15) . . ?
C14 C15 C10 120.42(15) . . ?
N1 C2 C3 119.63(16) . . ?
N1 C2 C1 121.67(16) . . ?
C3 C2 C1 118.69(16) . . ?
C5 C6 C1 122.63(15) . . ?
C15 C10 C11 119.59(14) . . ?
C15 C10 C9 118.35(15) . . ?
C11 C10 C9 122.05(14) . . ?
C8 C9 C10 128.76(16) . . ?
C6 C5 C4 118.90(17) . . ?
C9 C8 C7 120.82(16) . . ?
O3 C13 C14 119.31(15) . . ?
O3 C13 C12 121.16(15) . . ?
C14 C13 C12 119.45(14) . . ?
C12 C11 C10 119.98(15) . . ?
C4 C3 C2 121.58(16) . . ?
O2 C12 C11 124.62(16) . . ?
O2 C12 C13 114.92(14) . . ?
C11 C12 C13 120.46(15) . . ?
C3 C4 C5 120.59(17) . . ?
####################################################################### 
# 
# 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_comp2
_database_code_depnum_ccdc_archive 'CCDC 1436383'
_audit_update_record             
;
2015-11-11 deposited with the CCDC.
2016-02-17 downloaded from the CCDC.
;

_audit_creation_date             2015-02-11T15:43:02-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C15 H11 N O4'
_chemical_formula_weight         269.25

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_space_group_crystal_system      Triclinic
_space_group_name_H-M_alt        P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.620(3)
_cell_length_b                   13.232(3)
_cell_length_c                   13.981(3)
_cell_angle_alpha                105.7760(10)
_cell_angle_beta                 90.626(2)
_cell_angle_gamma                112.7210(10)
_cell_volume                     1891.8(7)
_cell_formula_units_Z            6
_cell_measurement_temperature    298(2)

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      298(2)
_diffrn_measurement_device_type  '95mm CCD camera on κ-goniostat'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_number            14210
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_full        26.38
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_reflns_number_total             7547
_reflns_number_gt                4457
_reflns_threshold_expression     >2σ(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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 > 2σ(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)+(0.1137P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7547
_refine_ls_number_parameters     544
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1091
_refine_ls_R_factor_gt           0.0627
_refine_ls_wR_factor_ref         0.1936
_refine_ls_wR_factor_gt          0.1675
_refine_ls_goodness_of_fit_ref   1.05
_refine_ls_restrained_S_all      1.05
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.615
_refine_diff_density_min         -0.23
_refine_diff_density_rms         0.032

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
C1A C -0.44983(18) -0.29611(16) -0.04557(14) 0.0573(5) Uani 1 1 d . . .
C12A C -0.26957(18) -0.45923(17) -0.50108(15) 0.0605(5) Uani 1 1 d . . .
H12A H -0.2184 -0.4989 -0.5025 0.073 Uiso 1 1 calc R . .
C13A C -0.30548(18) -0.44114(17) -0.58710(14) 0.0578(5) Uani 1 1 d . . .
O2A O -0.53423(17) -0.22501(15) -0.15256(11) 0.0859(5) Uani 1 1 d . . .
O1B O -0.34401(17) 0.11649(15) 0.22428(10) 0.0798(5) Uani 1 1 d . . .
H1B H -0.3819 0.1499 0.2051 0.12 Uiso 1 1 calc R . .
C11A C -0.31058(18) -0.41785(16) -0.41342(14) 0.0582(5) Uani 1 1 d . . .
H11A H -0.2869 -0.4296 -0.355 0.07 Uiso 1 1 calc R . .
O1A O -0.49051(17) -0.17695(14) 0.21520(10) 0.0795(5) Uani 1 1 d . . .
H1A H -0.5314 -0.1446 0.1985 0.119 Uiso 1 1 calc R . .
C10A C -0.38746(17) -0.35821(15) -0.41079(14) 0.0528(4) Uani 1 1 d . . .
C9A C -0.43484(18) -0.31429(16) -0.31934(15) 0.0587(5) Uani 1 1 d . . .
H9A H -0.4762 -0.2674 -0.3226 0.07 Uiso 1 1 calc R . .
C11B C -0.1337(2) -0.10690(17) -0.40108(15) 0.0616(5) Uani 1 1 d . . .
H11B H -0.1063 -0.1161 -0.3425 0.074 Uiso 1 1 calc R . .
C13C C -0.00178(18) 0.29749(17) 0.11753(14) 0.0573(5) Uani 1 1 d . . .
C15A C -0.42122(18) -0.34187(16) -0.49937(14) 0.0586(5) Uani 1 1 d . . .
H15A H -0.472 -0.3019 -0.4986 0.07 Uiso 1 1 calc R . .
O2B O -0.36958(16) 0.07215(15) -0.14148(11) 0.0803(5) Uani 1 1 d . . .
C12B C -0.09166(18) -0.14613(16) -0.48875(15) 0.0623(5) Uani 1 1 d . . .
H12B H -0.0364 -0.1818 -0.4903 0.075 Uiso 1 1 calc R . .
N1C N 0.04393(16) 0.27372(15) 0.20339(13) 0.0655(5) Uani 1 1 d . . .
C10B C -0.2167(2) -0.05336(17) -0.39773(15) 0.0597(5) Uani 1 1 d . . .
O3C O 0.00533(17) 0.30027(17) 0.28285(12) 0.0961(6) Uani 1 1 d . . .
C6A C -0.3883(2) -0.36385(18) -0.03203(16) 0.0669(6) Uani 1 1 d . . .
H6A H -0.3642 -0.406 -0.0866 0.08 Uiso 1 1 calc R . .
C3A C -0.4594(2) -0.23835(18) 0.13137(15) 0.0626(5) Uani 1 1 d . . .
C7B C -0.2964(2) 0.02854(17) -0.12989(14) 0.0606(5) Uani 1 1 d . . .
C9B C -0.2635(2) -0.01015(18) -0.30584(15) 0.0643(5) Uani 1 1 d . . .
H9B H -0.3166 0.0261 -0.3115 0.077 Uiso 1 1 calc R . .
C13B C -0.1332(2) -0.13151(17) -0.57456(15) 0.0604(5) Uani 1 1 d . . .
O4C O 0.11791(16) 0.22765(15) 0.19167(12) 0.0866(5) Uani 1 1 d . . .
C1B C -0.26504(18) 0.02248(16) -0.02827(14) 0.0563(5) Uani 1 1 d . . .
C3B C -0.29258(19) 0.06921(17) 0.14635(14) 0.0605(5) Uani 1 1 d . . .
C12C C -0.0933(2) 0.34021(18) 0.12648(17) 0.0687(6) Uani 1 1 d . . .
H12C H -0.1247 0.3568 0.187 0.082 Uiso 1 1 calc R . .
C7A C -0.47531(19) -0.28256(17) -0.14504(15) 0.0606(5) Uani 1 1 d . . .
N1A N -0.26323(18) -0.48721(17) -0.68127(14) 0.0731(5) Uani 1 1 d . . .
N1B N -0.08591(18) -0.17099(16) -0.66912(14) 0.0722(5) Uani 1 1 d . . .
C2B C -0.32032(19) 0.06793(17) 0.04977(15) 0.0598(5) Uani 1 1 d . . .
H2B H -0.377 0.098 0.0368 0.072 Uiso 1 1 calc R . .
C7C C -0.2694(2) 0.39642(19) -0.24345(16) 0.0708(6) Uani 1 1 d . . .
O2C O -0.34452(19) 0.44010(16) -0.23840(12) 0.0971(6) Uani 1 1 d . . .
C4C C -0.1917(2) 0.2635(2) -0.53860(17) 0.0746(6) Uani 1 1 d . . .
H4C H -0.1757 0.2374 -0.6037 0.09 Uiso 1 1 calc R . .
O3A O -0.2069(2) -0.54765(19) -0.68059(13) 0.1069(6) Uani 1 1 d . . .
C4B C -0.2103(2) 0.02292(18) 0.16590(16) 0.0654(5) Uani 1 1 d . . .
H4B H -0.1913 0.0236 0.2309 0.078 Uiso 1 1 calc R . .
C1C C -0.2379(2) 0.34472(18) -0.34477(15) 0.0622(5) Uani 1 1 d . . .
C8A C -0.42527(19) -0.33398(17) -0.23239(15) 0.0599(5) Uani 1 1 d . . .
H8A H -0.3859 -0.3816 -0.2264 0.072 Uiso 1 1 calc R . .
O4A O -0.28617(19) -0.46368(18) -0.75534(12) 0.1019(6) Uani 1 1 d . . .
C2C C -0.3334(2) 0.25738(19) -0.41525(15) 0.0661(5) Uani 1 1 d . . .
H2C H -0.4139 0.2262 -0.3979 0.079 Uiso 1 1 calc R . .
C8B C -0.2393(2) -0.01647(18) -0.21563(15) 0.0644(5) Uani 1 1 d . . .
H8B H -0.1848 -0.0501 -0.2061 0.077 Uiso 1 1 calc R . .
C3C C -0.3099(2) 0.21598(19) -0.51199(15) 0.0668(5) Uani 1 1 d . . .
O4B O -0.10492(18) -0.14057(17) -0.74005(12) 0.0950(5) Uani 1 1 d . . .
C2A C -0.48623(19) -0.23435(17) 0.03642(15) 0.0608(5) Uani 1 1 d . . .
H2A H -0.5288 -0.1902 0.0273 0.073 Uiso 1 1 calc R . .
C6B C -0.1827(2) -0.02490(18) -0.00824(16) 0.0659(5) Uani 1 1 d . . .
H6B H -0.1456 -0.0567 -0.0598 0.079 Uiso 1 1 calc R . .
C5A C -0.3633(2) -0.3677(2) 0.06293(17) 0.0745(6) Uani 1 1 d . . .
H5A H -0.3222 -0.413 0.0723 0.089 Uiso 1 1 calc R . .
C14A C -0.38135(19) -0.38334(18) -0.58806(15) 0.0613(5) Uani 1 1 d . . .
H14A H -0.4051 -0.3726 -0.647 0.074 Uiso 1 1 calc R . .
C11C C -0.1374(2) 0.3579(2) 0.04152(19) 0.0755(6) Uani 1 1 d . . .
H11C H -0.1984 0.3877 0.046 0.091 Uiso 1 1 calc R . .
C14B C -0.2173(2) -0.08179(18) -0.57634(15) 0.0679(6) Uani 1 1 d . . .
H14B H -0.2457 -0.0748 -0.6357 0.082 Uiso 1 1 calc R . .
C5B C -0.1563(2) -0.02447(19) 0.08853(16) 0.0699(6) Uani 1 1 d . . .
H5B H -0.1016 -0.0565 0.1017 0.084 Uiso 1 1 calc R . .
O3B O -0.0274(2) -0.22986(18) -0.67106(14) 0.1094(7) Uani 1 1 d . . .
C15C C -0.0003(2) 0.2911(2) -0.05398(17) 0.0754(6) Uani 1 1 d . . .
H15C H 0.0317 0.2746 -0.1142 0.09 Uiso 1 1 calc R . .
C6C C -0.1194(2) 0.3907(2) -0.37039(19) 0.0792(6) Uani 1 1 d . . .
H6C H -0.0544 0.4486 -0.3228 0.095 Uiso 1 1 calc R . .
C4A C -0.3982(2) -0.30561(19) 0.14430(16) 0.0697(6) Uani 1 1 d . . .
H4A H -0.3805 -0.3089 0.2081 0.084 Uiso 1 1 calc R . .
C14C C 0.0461(2) 0.27374(19) 0.02844(16) 0.0676(5) Uani 1 1 d . . .
H14C H 0.1091 0.2463 0.024 0.081 Uiso 1 1 calc R . .
C10C C -0.0919(2) 0.33187(19) -0.04931(17) 0.0698(6) Uani 1 1 d . . .
O1C O -0.40809(16) 0.12878(17) -0.57836(12) 0.0971(6) Uani 1 1 d . . .
H1C H -0.3862 0.1162 -0.6344 0.146 Uiso 1 1 calc R . .
C15B C -0.2581(2) -0.04273(19) -0.48714(16) 0.0683(6) Uani 1 1 d . . .
H15B H -0.3146 -0.0084 -0.4865 0.082 Uiso 1 1 calc R . .
C8C C -0.2149(2) 0.3925(2) -0.14957(18) 0.0812(7) Uani 1 1 d . . .
H8C H -0.2348 0.4296 -0.0896 0.097 Uiso 1 1 calc R . .
C9C C -0.1426(2) 0.3420(2) -0.14495(18) 0.0769(6) Uani 1 1 d . . .
H9C H -0.119 0.3089 -0.2047 0.092 Uiso 1 1 calc R . .
C5C C -0.0969(2) 0.3505(2) -0.4670(2) 0.0831(7) Uani 1 1 d . . .
H5C H -0.0166 0.3827 -0.4844 0.1 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.389(3) . ?
C1A C6A 1.391(3) . ?
C1A C7A 1.490(3) . ?
C12A C11A 1.371(3) . ?
C12A C13A 1.379(3) . ?
C13A C14A 1.374(3) . ?
C13A N1A 1.468(3) . ?
O2A C7A 1.227(2) . ?
O1B C3B 1.367(2) . ?
C11A C10A 1.397(3) . ?
O1A C3A 1.372(2) . ?
C10A C15A 1.391(3) . ?
C10A C9A 1.461(3) . ?
C9A C8A 1.323(3) . ?
C11B C12B 1.369(3) . ?
C11B C10B 1.395(3) . ?
C13C C12C 1.376(3) . ?
C13C C14C 1.377(3) . ?
C13C N1C 1.464(3) . ?
C15A C14A 1.376(3) . ?
O2B C7B 1.229(2) . ?
C12B C13B 1.377(3) . ?
N1C O3C 1.216(2) . ?
N1C O4C 1.221(2) . ?
C10B C15B 1.396(3) . ?
C10B C9B 1.459(3) . ?
C6A C5A 1.375(3) . ?
C3A C2A 1.380(3) . ?
C3A C4A 1.380(3) . ?
C7B C8B 1.472(3) . ?
C7B C1B 1.494(3) . ?
C9B C8B 1.321(3) . ?
C13B C14B 1.376(3) . ?
C13B N1B 1.478(3) . ?
C1B C2B 1.386(3) . ?
C1B C6B 1.393(3) . ?
C3B C4B 1.379(3) . ?
C3B C2B 1.379(3) . ?
C12C C11C 1.400(3) . ?
C7A C8A 1.470(3) . ?
N1A O4A 1.214(2) . ?
N1A O3A 1.215(2) . ?
N1B O3B 1.211(2) . ?
N1B O4B 1.215(2) . ?
C7C O2C 1.212(3) . ?
C7C C8C 1.473(3) . ?
C7C C1C 1.512(3) . ?
C4C C3C 1.375(3) . ?
C4C C5C 1.382(3) . ?
C4B C5B 1.381(3) . ?
C1C C6C 1.370(3) . ?
C1C C2C 1.380(3) . ?
C2C C3C 1.388(3) . ?
C3C O1C 1.368(3) . ?
C6B C5B 1.382(3) . ?
C5A C4A 1.376(3) . ?
C11C C10C 1.389(3) . ?
C14B C15B 1.378(3) . ?
C15C C10C 1.362(3) . ?
C15C C14C 1.378(3) . ?
C6C C5C 1.379(3) . ?
C10C C9C 1.515(3) . ?
C8C C9C 1.270(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
C2A C1A C6A 119.82(19) . . ?
C2A C1A C7A 117.30(17) . . ?
C6A C1A C7A 122.84(17) . . ?
C11A C12A C13A 118.90(18) . . ?
C14A C13A C12A 122.26(18) . . ?
C14A C13A N1A 118.91(18) . . ?
C12A C13A N1A 118.82(18) . . ?
C12A C11A C10A 120.81(18) . . ?
C15A C10A C11A 118.30(16) . . ?
C15A C10A C9A 119.13(17) . . ?
C11A C10A C9A 122.56(17) . . ?
C8A C9A C10A 127.10(18) . . ?
C12B C11B C10B 121.36(19) . . ?
C12C C13C C14C 121.44(19) . . ?
C12C C13C N1C 119.69(18) . . ?
C14C C13C N1C 118.84(17) . . ?
C14A C15A C10A 121.59(18) . . ?
C11B C12B C13B 118.41(18) . . ?
O3C N1C O4C 123.31(18) . . ?
O3C N1C C13C 118.09(17) . . ?
O4C N1C C13C 118.60(16) . . ?
C11B C10B C15B 118.04(18) . . ?
C11B C10B C9B 123.10(18) . . ?
C15B C10B C9B 118.86(18) . . ?
C5A C6A C1A 119.27(18) . . ?
O1A C3A C2A 122.62(18) . . ?
O1A C3A C4A 117.70(18) . . ?
C2A C3A C4A 119.68(18) . . ?
O2B C7B C8B 120.05(18) . . ?
O2B C7B C1B 119.61(17) . . ?
C8B C7B C1B 120.35(18) . . ?
C8B C9B C10B 127.6(2) . . ?
C14B C13B C12B 122.84(18) . . ?
C14B C13B N1B 118.34(19) . . ?
C12B C13B N1B 118.82(18) . . ?
C2B C1B C6B 118.90(18) . . ?
C2B C1B C7B 117.64(17) . . ?
C6B C1B C7B 123.46(17) . . ?
O1B C3B C4B 118.65(18) . . ?
O1B C3B C2B 121.53(18) . . ?
C4B C3B C2B 119.82(17) . . ?
C13C C12C C11C 117.8(2) . . ?
O2A C7A C8A 120.45(18) . . ?
O2A C7A C1A 119.58(17) . . ?
C8A C7A C1A 119.93(17) . . ?
O4A N1A O3A 123.44(18) . . ?
O4A N1A C13A 118.94(19) . . ?
O3A N1A C13A 117.62(19) . . ?
O3B N1B O4B 123.34(18) . . ?
O3B N1B C13B 118.16(19) . . ?
O4B N1B C13B 118.48(18) . . ?
C3B C2B C1B 121.04(19) . . ?
O2C C7C C8C 118.1(2) . . ?
O2C C7C C1C 119.59(19) . . ?
C8C C7C C1C 122.3(2) . . ?
C3C C4C C5C 119.0(2) . . ?
C3B C4B C5B 119.72(19) . . ?
C6C C1C C2C 119.9(2) . . ?
C6C C1C C7C 120.9(2) . . ?
C2C C1C C7C 118.91(19) . . ?
C9A C8A C7A 121.73(18) . . ?
C1C C2C C3C 120.2(2) . . ?
C9B C8B C7B 121.56(19) . . ?
O1C C3C C4C 122.36(19) . . ?
O1C C3C C2C 117.56(19) . . ?
C4C C3C C2C 120.1(2) . . ?
C3A C2A C1A 120.20(19) . . ?
C5B C6B C1B 119.76(18) . . ?
C6A C5A C4A 120.91(19) . . ?
C13A C14A C15A 118.14(18) . . ?
C10C C11C C12C 121.3(2) . . ?
C13B C14B C15B 117.68(19) . . ?
C4B C5B C6B 120.7(2) . . ?
C10C C15C C14C 121.6(2) . . ?
C1C C6C C5C 119.7(2) . . ?
C5A C4A C3A 120.1(2) . . ?
C13C C14C C15C 119.24(19) . . ?
C15C C10C C11C 118.6(2) . . ?
C15C C10C C9C 118.0(2) . . ?
C11C C10C C9C 123.3(2) . . ?
C14B C15B C10B 121.64(19) . . ?
C9C C8C C7C 124.4(2) . . ?
C8C C9C C10C 124.9(2) . . ?
C6C C5C C4C 121.1(2) . . ?

_vrf_PLAT230_comp2               
;
PROBLEM: Hirshfeld Test Diff for    C7C    --  C8C     ..       14.0 su    
RESPONSE: This error message appears because of a slight static disorder involving the carbon atoms in query of the structure 2. In spite of this, we used the classical harmonic model based upon a development of ADPs with just one site instead of the split position model. It is important to comment that trial refinements were used with the split-atom approach. However, since the extra disordered sites are very close together, high correlation and unstable refinements were observed applying the classical split-atom approach to the structural model. From a statistical point of view, the one-site model was better than the split-atom one. The former model also converges easier, which is probably due to lower correlations between the refined ADP and occupancy parameters.
;
# end Validation Reply Form

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# network email or other means. They are not part of the CIF data set
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# END of CIF

