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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_x
_database_code_depnum_ccdc_archive 'CCDC 995503'
_audit_update_record             
;
2014-04-04 deposited with the CCDC.
2017-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
(E)-3-[1-(dibenzylamino)-3-phenylindolizin-7-yl]-3-phenyl-1-(pyridin-2-yl)prop-2-en-1-one
_chemical_melting_point          138.9-140.4
_chemical_formula_moiety         'C42 H33 N3 O'
_chemical_formula_sum            'C42 H33 N3 O'
_chemical_formula_weight         595.71

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           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   10.822(3)
_cell_length_b                   12.450(3)
_cell_length_c                   13.434(4)
_cell_angle_alpha                68.323(6)
_cell_angle_beta                 84.539(7)
_cell_angle_gamma                77.041(7)
_cell_volume                     1638.9(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    297(1)
_cell_measurement_reflns_used    725
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      17.61

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             628
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.988
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   'BRUKER/Siemens SADABS v2.03'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      297(1)
_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14142
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_av_sigmaI/netI    0.1313
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.63
_diffrn_reflns_theta_max         25.06
_reflns_number_total             5784
_reflns_number_gt                2005
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.1918P)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         5784
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1985
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.2945
_refine_ls_wR_factor_gt          0.1747
_refine_ls_goodness_of_fit_ref   0.751
_refine_ls_restrained_S_all      0.751
_refine_ls_shift/su_max          0.046
_refine_ls_shift/su_mean         0.006

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 0.4151(3) 0.4243(3) 0.3916(3) 0.0568(10) Uani 1 1 d . . .
C2 C 0.2870(4) 0.4903(4) 0.5585(4) 0.0558(12) Uani 1 1 d . . .
C3 C 0.3162(4) 0.5251(4) 0.3691(4) 0.0546(12) Uani 1 1 d . . .
C4 C 0.2159(4) 0.5189(4) 0.6463(4) 0.0566(12) Uani 1 1 d . . .
N5 N 0.2057(4) 0.6730(3) 0.2074(3) 0.0640(11) Uani 1 1 d . . .
C6 C 0.2532(4) 0.5548(4) 0.4535(3) 0.0528(11) Uani 1 1 d . . .
H6 H 0.1864 0.6200 0.4386 0.063 Uiso 1 1 calc R . .
C7 C 0.2445(5) 0.3944(4) 0.9511(4) 0.0656(13) Uani 1 1 d . . .
C8 C 0.2526(4) 0.4598(4) 0.7485(4) 0.0644(13) Uani 1 1 d . . .
H8 H 0.3283 0.4043 0.7592 0.077 Uiso 1 1 calc R . .
C9 C 0.1013(4) 0.6169(4) 0.6173(3) 0.0546(12) Uani 1 1 d . . .
C10 C 0.3959(4) 0.3951(4) 0.5754(4) 0.0633(13) Uani 1 1 d . . .
H10 H 0.4258 0.3533 0.6446 0.076 Uiso 1 1 calc R . .
C11 C 0.4574(4) 0.4093(4) 0.2968(4) 0.0622(13) Uani 1 1 d . . .
O12 O 0.0859(4) 0.5415(4) 0.8426(3) 0.0970(13) Uani 1 1 d . . .
N13 N 0.3589(4) 0.3258(4) 0.9509(3) 0.0827(13) Uani 1 1 d . . .
C14 C -0.0003(5) 0.7404(4) 0.1200(5) 0.0720(14) Uani 1 1 d . . .
C15 C 0.4546(5) 0.3649(4) 0.4963(4) 0.0645(13) Uani 1 1 d . . .
H15 H 0.5241 0.3023 0.5111 0.077 Uiso 1 1 calc R . .
C16 C 0.5514(5) 0.3084(5) 0.2890(4) 0.0665(13) Uani 1 1 d . . .
C17 C 0.1866(5) 0.4731(5) 0.8445(4) 0.0684(14) Uani 1 1 d . . .
C18 C 0.1193(5) 0.6486(4) 0.1441(4) 0.0705(14) Uani 1 1 d . . .
H18A H 0.0991 0.5718 0.1834 0.085 Uiso 1 1 calc R . .
H18B H 0.1611 0.6466 0.0774 0.085 Uiso 1 1 calc R . .
C19 C 0.3015(4) 0.5722(4) 0.2590(4) 0.0587(12) Uani 1 1 d . . .
C20 C -0.0103(5) 0.5994(5) 0.5899(4) 0.0723(14) Uani 1 1 d . . .
H20 H -0.0153 0.5251 0.5919 0.087 Uiso 1 1 calc R . .
C21 C -0.0414(6) 0.8044(5) 0.0177(5) 0.0934(18) Uani 1 1 d . . .
H21 H 0.0077 0.7923 -0.0394 0.112 Uiso 1 1 calc R . .
C22 C -0.0737(6) 0.7613(5) 0.2021(5) 0.0908(17) Uani 1 1 d . . .
H22 H -0.0472 0.7192 0.2723 0.109 Uiso 1 1 calc R . .
C23 C 0.4198(6) 0.8585(5) 0.2013(5) 0.0841(16) Uani 1 1 d . . .
H23 H 0.4769 0.8376 0.1520 0.101 Uiso 1 1 calc R . .
C24 C 0.3010(5) 0.8321(4) 0.2144(4) 0.0674(13) Uani 1 1 d . . .
C25 C 0.3886(5) 0.5014(4) 0.2152(4) 0.0684(14) Uani 1 1 d . . .
H25 H 0.3992 0.5137 0.1426 0.082 Uiso 1 1 calc R . .
C26 C 0.2293(7) 0.3170(6) 1.1401(5) 0.0955(19) Uani 1 1 d . . .
H26 H 0.1851 0.3137 1.2037 0.115 Uiso 1 1 calc R . .
C27 C 0.1786(5) 0.3921(5) 1.0431(4) 0.0806(16) Uani 1 1 d . . .
H27 H 0.0994 0.4413 1.0401 0.097 Uiso 1 1 calc R . .
C28 C 0.1077(5) 0.7270(4) 0.6125(4) 0.0776(15) Uani 1 1 d . . .
H28 H 0.1824 0.7410 0.6295 0.093 Uiso 1 1 calc R . .
C29 C 0.2582(5) 0.7766(4) 0.1453(4) 0.0740(15) Uani 1 1 d . . .
H29A H 0.1944 0.8344 0.0963 0.089 Uiso 1 1 calc R . .
H29B H 0.3297 0.7538 0.1028 0.089 Uiso 1 1 calc R . .
C30 C 0.5622(5) 0.1942(5) 0.3649(4) 0.0799(16) Uani 1 1 d . . .
H30 H 0.5105 0.1808 0.4258 0.096 Uiso 1 1 calc R . .
C31 C 0.6276(5) 0.3234(5) 0.1978(5) 0.0847(16) Uani 1 1 d . . .
H31 H 0.6210 0.3979 0.1447 0.102 Uiso 1 1 calc R . .
C32 C 0.4053(6) 0.2553(6) 1.0461(5) 0.0976(19) Uani 1 1 d . . .
H32 H 0.4851 0.2073 1.0479 0.117 Uiso 1 1 calc R . .
C33 C -0.1138(5) 0.6903(6) 0.5599(5) 0.0884(17) Uani 1 1 d . . .
H33 H -0.1887 0.6771 0.5421 0.106 Uiso 1 1 calc R . .
C34 C 0.0026(6) 0.8171(5) 0.5824(5) 0.0972(19) Uani 1 1 d . . .
H34 H 0.0071 0.8916 0.5802 0.117 Uiso 1 1 calc R . .
C35 C 0.2217(6) 0.8623(5) 0.2889(5) 0.0833(16) Uani 1 1 d . . .
H35 H 0.1409 0.8455 0.2986 0.100 Uiso 1 1 calc R . .
C36 C 0.4541(6) 0.9163(6) 0.2619(6) 0.0979(19) Uani 1 1 d . . .
H36 H 0.5339 0.9352 0.2514 0.117 Uiso 1 1 calc R . .
C37 C 0.3460(7) 0.2475(5) 1.1409(5) 0.0940(19) Uani 1 1 d . . .
H37 H 0.3841 0.1960 1.2051 0.113 Uiso 1 1 calc R . .
C38 C -0.1076(6) 0.8000(5) 0.5559(5) 0.0939(19) Uani 1 1 d . . .
H38 H -0.1775 0.8620 0.5354 0.113 Uiso 1 1 calc R . .
C39 C -0.1543(8) 0.8867(6) -0.0027(7) 0.117(2) Uani 1 1 d . . .
H39 H -0.1815 0.9288 -0.0727 0.140 Uiso 1 1 calc R . .
C40 C 0.7259(7) 0.1180(8) 0.2619(8) 0.119(3) Uani 1 1 d . . .
H40 H 0.7863 0.0555 0.2539 0.143 Uiso 1 1 calc R . .
C41 C 0.6488(6) 0.1009(5) 0.3506(6) 0.099(2) Uani 1 1 d . . .
H41 H 0.6545 0.0255 0.4019 0.119 Uiso 1 1 calc R . .
C42 C 0.7132(6) 0.2289(8) 0.1849(6) 0.112(2) Uani 1 1 d . . .
H42 H 0.7630 0.2405 0.1229 0.135 Uiso 1 1 calc R . .
C43 C 0.2579(7) 0.9170(5) 0.3503(5) 0.0948(19) Uani 1 1 d . . .
H43 H 0.2026 0.9348 0.4020 0.114 Uiso 1 1 calc R . .
C44 C 0.3750(8) 0.9453(5) 0.3352(6) 0.0993(19) Uani 1 1 d . . .
H44 H 0.3994 0.9841 0.3751 0.119 Uiso 1 1 calc R . .
C45 C -0.2247(7) 0.9052(6) 0.0808(9) 0.127(3) Uani 1 1 d . . .
H45 H -0.3004 0.9609 0.0679 0.153 Uiso 1 1 calc R . .
C46 C -0.1856(7) 0.8431(6) 0.1832(7) 0.119(2) Uani 1 1 d . . .
H46 H -0.2344 0.8560 0.2401 0.142 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C15 1.383(5) . ?
N1 C11 1.376(5) . ?
N1 C3 1.411(5) . ?
C2 C6 1.378(6) . ?
C2 C10 1.439(6) . ?
C2 C4 1.457(6) . ?
C3 C19 1.385(6) . ?
C3 C6 1.392(6) . ?
C4 C8 1.346(6) . ?
C4 C9 1.497(6) . ?
N5 C19 1.428(5) . ?
N5 C29 1.458(6) . ?
N5 C18 1.470(6) . ?
C7 N13 1.337(6) . ?
C7 C27 1.360(7) . ?
C7 C17 1.504(6) . ?
C8 C17 1.459(7) . ?
C9 C28 1.365(6) . ?
C9 C20 1.379(6) . ?
C10 C15 1.316(6) . ?
C11 C25 1.383(6) . ?
C11 C16 1.458(6) . ?
O12 C17 1.220(5) . ?
N13 C32 1.325(6) . ?
C14 C22 1.366(7) . ?
C14 C21 1.368(7) . ?
C14 C18 1.493(7) . ?
C16 C30 1.397(7) . ?
C16 C31 1.388(7) . ?
C19 C25 1.385(6) . ?
C20 C33 1.371(7) . ?
C21 C39 1.383(8) . ?
C22 C46 1.372(8) . ?
C23 C24 1.376(7) . ?
C23 C36 1.389(8) . ?
C24 C35 1.359(7) . ?
C24 C29 1.502(7) . ?
C26 C37 1.360(8) . ?
C26 C27 1.371(7) . ?
C28 C34 1.377(7) . ?
C30 C41 1.380(7) . ?
C31 C42 1.380(8) . ?
C32 C37 1.351(8) . ?
C33 C38 1.364(8) . ?
C34 C38 1.358(7) . ?
C35 C43 1.376(8) . ?
C36 C44 1.341(8) . ?
C39 C45 1.358(10) . ?
C40 C42 1.372(10) . ?
C40 C41 1.365(9) . ?
C43 C44 1.368(8) . ?
C45 C46 1.359(10) . ?

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
C15 N1 C11 132.8(4) . . ?
C15 N1 C3 118.5(4) . . ?
C11 N1 C3 108.6(4) . . ?
C6 C2 C10 116.2(4) . . ?
C6 C2 C4 121.1(4) . . ?
C10 C2 C4 122.7(4) . . ?
C19 C3 C6 133.6(4) . . ?
C19 C3 N1 107.0(4) . . ?
C6 C3 N1 119.3(4) . . ?
C8 C4 C2 121.2(4) . . ?
C8 C4 C9 121.9(4) . . ?
C2 C4 C9 117.0(4) . . ?
C19 N5 C29 112.5(4) . . ?
C19 N5 C18 112.9(4) . . ?
C29 N5 C18 112.1(4) . . ?
C3 C6 C2 121.8(4) . . ?
N13 C7 C27 122.5(5) . . ?
N13 C7 C17 117.7(5) . . ?
C27 C7 C17 119.8(5) . . ?
C4 C8 C17 127.2(4) . . ?
C28 C9 C20 118.8(5) . . ?
C28 C9 C4 120.2(4) . . ?
C20 C9 C4 120.9(4) . . ?
C15 C10 C2 122.3(4) . . ?
C25 C11 N1 107.4(4) . . ?
C25 C11 C16 128.2(4) . . ?
N1 C11 C16 124.3(4) . . ?
C7 N13 C32 116.0(5) . . ?
C22 C14 C21 117.9(6) . . ?
C22 C14 C18 119.8(5) . . ?
C21 C14 C18 122.3(6) . . ?
C10 C15 N1 121.5(4) . . ?
C30 C16 C31 117.5(5) . . ?
C30 C16 C11 123.4(5) . . ?
C31 C16 C11 118.9(5) . . ?
O12 C17 C8 123.4(4) . . ?
O12 C17 C7 118.9(5) . . ?
C8 C17 C7 117.7(4) . . ?
N5 C18 C14 111.3(4) . . ?
C25 C19 C3 107.8(4) . . ?
C25 C19 N5 129.4(4) . . ?
C3 C19 N5 122.7(4) . . ?
C9 C20 C33 120.8(5) . . ?
C14 C21 C39 121.4(7) . . ?
C14 C22 C46 121.5(7) . . ?
C24 C23 C36 119.8(6) . . ?
C35 C24 C23 118.0(5) . . ?
C35 C24 C29 120.9(5) . . ?
C23 C24 C29 121.0(5) . . ?
C19 C25 C11 109.2(4) . . ?
C37 C26 C27 118.2(6) . . ?
C7 C27 C26 119.8(5) . . ?
C9 C28 C34 119.5(5) . . ?
N5 C29 C24 112.7(4) . . ?
C16 C30 C41 120.8(6) . . ?
C16 C31 C42 120.7(6) . . ?
N13 C32 C37 125.2(6) . . ?
C38 C33 C20 120.2(6) . . ?
C38 C34 C28 121.8(5) . . ?
C24 C35 C43 121.7(6) . . ?
C44 C36 C23 121.6(6) . . ?
C26 C37 C32 118.3(5) . . ?
C33 C38 C34 118.8(5) . . ?
C45 C39 C21 119.1(7) . . ?
C42 C40 C41 119.0(7) . . ?
C40 C41 C30 120.8(7) . . ?
C40 C42 C31 121.1(7) . . ?
C44 C43 C35 120.0(6) . . ?
C36 C44 C43 118.9(6) . . ?
C39 C45 C46 120.6(7) . . ?
C45 C46 C22 119.6(8) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.06
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.033
####################################################################### 
# 
# 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_x_tati
_database_code_depnum_ccdc_archive 'CCDC 995504'
_audit_update_record             
;
2014-04-04 deposited with the CCDC.
2017-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
(E)-3-[1-(dibenzylamino)-3-(4-methoxyphenyl)indolizin-7-yl]-3-(4-methoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one
_chemical_melting_point          157.1-158.8
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H37 N3 O3'
_chemical_formula_weight         655.77

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           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   12.1335(16)
_cell_length_b                   12.3113(16)
_cell_length_c                   12.6442(17)
_cell_angle_alpha                87.101(3)
_cell_angle_beta                 86.513(3)
_cell_angle_gamma                69.271(3)
_cell_volume                     1762.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    895
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      18.02

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             692
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9042
_exptl_absorpt_correction_T_max  0.9985
_exptl_absorpt_process_details   'Bruker/Siemens SADABS V2.03'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      297(1)
_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  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15271
_diffrn_reflns_av_R_equivalents  0.0744
_diffrn_reflns_av_sigmaI/netI    0.1184
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         25.08
_reflns_number_total             6260
_reflns_number_gt                2441
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0487P)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         6260
_refine_ls_number_parameters     453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1904
_refine_ls_R_factor_gt           0.0669
_refine_ls_wR_factor_ref         0.1668
_refine_ls_wR_factor_gt          0.1245
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.962
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.001

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
C1 C 0.5940(4) 1.1219(4) 1.0298(3) 0.0703(12) Uani 1 1 d . . .
C2 C 0.5872(4) 1.1992(4) 1.1074(3) 0.0981(16) Uani 1 1 d . . .
H2 H 0.5336 1.2085 1.1650 0.118 Uiso 1 1 calc R . .
C3 C 0.6601(5) 1.2613(4) 1.0981(4) 0.1130(19) Uani 1 1 d . . .
H3 H 0.6575 1.3139 1.1493 0.136 Uiso 1 1 calc R . .
C4 C 0.7373(5) 1.2453(4) 1.0124(4) 0.1158(18) Uani 1 1 d . . .
H4 H 0.7887 1.2864 1.0080 0.139 Uiso 1 1 calc R . .
N3 N 0.7432(3) 1.1738(3) 0.9344(3) 0.0908(12) Uani 1 1 d . . .
C6 C 0.6709(4) 1.1138(3) 0.9444(3) 0.0633(11) Uani 1 1 d . . .
C7 C 0.6744(3) 1.0337(3) 0.8568(3) 0.0672(11) Uani 1 1 d . . .
O1 O 0.6297(3) 0.9601(3) 0.8748(2) 0.1021(11) Uani 1 1 d . . .
C8 C 0.7323(3) 1.0505(3) 0.7553(3) 0.0636(11) Uani 1 1 d . . .
H8 H 0.7693 1.1051 0.7522 0.076 Uiso 1 1 calc R . .
C9 C 0.7363(3) 0.9931(3) 0.6659(3) 0.0535(9) Uani 1 1 d . . .
C10 C 0.6766(3) 0.9059(3) 0.6596(2) 0.0502(9) Uani 1 1 d . . .
C11 C 0.7364(3) 0.7890(3) 0.6734(3) 0.0620(10) Uani 1 1 d . . .
H11 H 0.8146 0.7630 0.6925 0.074 Uiso 1 1 calc R . .
C12 C 0.6830(4) 0.7092(3) 0.6595(3) 0.0664(11) Uani 1 1 d . . .
H12 H 0.7247 0.6303 0.6701 0.080 Uiso 1 1 calc R . .
C13 C 0.5678(3) 0.7464(3) 0.6299(3) 0.0553(10) Uani 1 1 d . . .
O2 O 0.5212(2) 0.6605(2) 0.6185(2) 0.0776(8) Uani 1 1 d . . .
C14 C 0.4042(3) 0.6971(4) 0.5826(3) 0.1050(16) Uani 1 1 d . . .
H14A H 0.3507 0.7466 0.6339 0.157 Uiso 1 1 calc R . .
H14B H 0.3826 0.6303 0.5739 0.157 Uiso 1 1 calc R . .
H14C H 0.4004 0.7389 0.5160 0.157 Uiso 1 1 calc R . .
C15 C 0.5070(3) 0.8626(3) 0.6151(3) 0.0645(11) Uani 1 1 d . . .
H15 H 0.4291 0.8885 0.5956 0.077 Uiso 1 1 calc R . .
C16 C 0.5622(3) 0.9414(3) 0.6296(3) 0.0628(10) Uani 1 1 d . . .
H16 H 0.5207 1.0203 0.6187 0.075 Uiso 1 1 calc R . .
C17 C 0.7943(3) 1.0162(3) 0.5663(3) 0.0492(9) Uani 1 1 d . . .
C18 C 0.8496(3) 1.1021(3) 0.5546(3) 0.0564(10) Uani 1 1 d . . .
H18 H 0.8571 1.1393 0.6146 0.068 Uiso 1 1 calc R . .
C19 C 0.8908(3) 1.1308(3) 0.4607(3) 0.0581(10) Uani 1 1 d . . .
H19 H 0.9258 1.1871 0.4566 0.070 Uiso 1 1 calc R . .
N1 N 0.8817(2) 1.0773(2) 0.3693(2) 0.0515(8) Uani 1 1 d . . .
C20 C 0.9153(3) 1.0923(3) 0.2647(3) 0.0563(10) Uani 1 1 d . . .
C21 C 0.9523(3) 1.1887(3) 0.2257(3) 0.0567(10) Uani 1 1 d . . .
C22 C 1.0378(3) 1.1737(3) 0.1444(3) 0.0629(10) Uani 1 1 d . . .
H22 H 1.0719 1.1011 0.1147 0.075 Uiso 1 1 calc R . .
C23 C 1.0737(3) 1.2636(3) 0.1061(3) 0.0657(11) Uani 1 1 d . . .
H23 H 1.1316 1.2509 0.0518 0.079 Uiso 1 1 calc R . .
C24 C 1.0236(4) 1.3719(3) 0.1484(3) 0.0659(11) Uani 1 1 d . . .
O3 O 1.0560(3) 1.4658(2) 0.1199(2) 0.0917(9) Uani 1 1 d . . .
C25 C 1.1604(4) 1.4462(4) 0.0547(3) 0.1070(16) Uani 1 1 d . . .
H25A H 1.2254 1.3879 0.0879 0.161 Uiso 1 1 calc R . .
H25B H 1.1764 1.5172 0.0452 0.161 Uiso 1 1 calc R . .
H25C H 1.1500 1.4203 -0.0131 0.161 Uiso 1 1 calc R . .
C26 C 0.9354(4) 1.3910(3) 0.2266(3) 0.0728(12) Uani 1 1 d . . .
H26 H 0.8997 1.4645 0.2541 0.087 Uiso 1 1 calc R . .
C27 C 0.9001(3) 1.3008(3) 0.2640(3) 0.0690(11) Uani 1 1 d . . .
H27 H 0.8398 1.3150 0.3163 0.083 Uiso 1 1 calc R . .
C28 C 0.9010(3) 1.0045(3) 0.2094(3) 0.0631(11) Uani 1 1 d . . .
H28 H 0.9182 0.9927 0.1373 0.076 Uiso 1 1 calc R . .
C29 C 0.8565(3) 0.9362(3) 0.2787(3) 0.0534(9) Uani 1 1 d . . .
C30 C 0.8430(3) 0.9821(3) 0.3784(3) 0.0487(9) Uani 1 1 d . . .
C31 C 0.7973(3) 0.9556(3) 0.4762(3) 0.0519(9) Uani 1 1 d . . .
H31 H 0.7678 0.8952 0.4811 0.062 Uiso 1 1 calc R . .
C32 C 0.7171(3) 0.8653(3) 0.2024(3) 0.0674(11) Uani 1 1 d . . .
H32A H 0.7344 0.8754 0.1275 0.081 Uiso 1 1 calc R . .
H32B H 0.6597 0.9379 0.2270 0.081 Uiso 1 1 calc R . .
N2 N 0.8254(3) 0.8373(2) 0.2603(2) 0.0545(8) Uani 1 1 d . . .
C33 C 0.6656(3) 0.7695(3) 0.2187(3) 0.0654(11) Uani 1 1 d . . .
C34 C 0.6304(4) 0.7277(4) 0.1330(4) 0.0852(13) Uani 1 1 d . . .
H34 H 0.6394 0.7574 0.0652 0.102 Uiso 1 1 calc R . .
C35 C 0.5819(4) 0.6417(5) 0.1472(5) 0.1062(17) Uani 1 1 d . . .
H35 H 0.5579 0.6146 0.0886 0.127 Uiso 1 1 calc R . .
C36 C 0.5685(4) 0.5960(4) 0.2454(5) 0.1067(17) Uani 1 1 d . . .
H36 H 0.5364 0.5377 0.2540 0.128 Uiso 1 1 calc R . .
C37 C 0.6034(4) 0.6376(4) 0.3320(4) 0.0958(15) Uani 1 1 d . . .
H37 H 0.5947 0.6076 0.3996 0.115 Uiso 1 1 calc R . .
C38 C 0.6512(4) 0.7239(4) 0.3179(4) 0.0849(13) Uani 1 1 d . . .
H38 H 0.6741 0.7518 0.3766 0.102 Uiso 1 1 calc R . .
C39 C 0.9241(3) 0.7424(3) 0.2126(3) 0.0637(11) Uani 1 1 d . . .
H39A H 0.9554 0.7720 0.1497 0.076 Uiso 1 1 calc R . .
H39B H 0.8955 0.6829 0.1910 0.076 Uiso 1 1 calc R . .
C40 C 1.0200(4) 0.6898(3) 0.2880(4) 0.0615(11) Uani 1 1 d . . .
C41 C 1.1351(5) 0.6758(4) 0.2601(4) 0.0952(16) Uani 1 1 d . . .
H41 H 1.1532 0.7028 0.1936 0.114 Uiso 1 1 calc R . .
C42 C 1.2245(7) 0.6230(6) 0.3277(7) 0.143(3) Uani 1 1 d . . .
H42 H 1.3018 0.6146 0.3069 0.171 Uiso 1 1 calc R . .
C43 C 1.1998(8) 0.5833(6) 0.4248(7) 0.154(4) Uani 1 1 d . . .
H43 H 1.2602 0.5467 0.4704 0.185 Uiso 1 1 calc R . .
C44 C 1.0861(6) 0.5970(4) 0.4556(5) 0.119(2) Uani 1 1 d . . .
H44 H 1.0691 0.5705 0.5226 0.142 Uiso 1 1 calc R . .
C45 C 0.9952(4) 0.6505(3) 0.3871(4) 0.0815(13) Uani 1 1 d . . .
H45 H 0.9178 0.6595 0.4084 0.098 Uiso 1 1 calc R . .
H1 H 0.541(3) 1.078(3) 1.032(2) 0.062(11) 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
C1 C6 1.367(5) . ?
C1 C2 1.380(5) . ?
C1 H1 0.97(3) . ?
C2 C3 1.356(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.362(6) . ?
C3 H3 0.9300 . ?
C4 N3 1.337(5) . ?
C4 H4 0.9300 . ?
N3 C6 1.330(4) . ?
C6 C7 1.508(5) . ?
C7 O1 1.217(4) . ?
C7 C8 1.465(4) . ?
C8 C9 1.353(4) . ?
C8 H8 0.9300 . ?
C9 C17 1.470(4) . ?
C9 C10 1.500(4) . ?
C10 C16 1.371(4) . ?
C10 C11 1.371(4) . ?
C11 C12 1.377(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.377(4) . ?
C12 H12 0.9300 . ?
C13 C15 1.367(4) . ?
C13 O2 1.381(4) . ?
O2 C14 1.424(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C31 1.384(4) . ?
C17 C18 1.438(4) . ?
C18 C19 1.340(4) . ?
C18 H18 0.9300 . ?
C19 N1 1.388(4) . ?
C19 H19 0.9300 . ?
N1 C20 1.383(4) . ?
N1 C30 1.406(4) . ?
C20 C28 1.382(4) . ?
C20 C21 1.465(4) . ?
C21 C22 1.386(4) . ?
C21 C27 1.397(4) . ?
C22 C23 1.382(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.375(4) . ?
C23 H23 0.9300 . ?
C24 O3 1.373(4) . ?
C24 C26 1.377(4) . ?
O3 C25 1.421(4) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.377(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.398(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.385(4) . ?
C29 N2 1.430(4) . ?
C30 C31 1.396(4) . ?
C31 H31 0.9300 . ?
C32 N2 1.467(4) . ?
C32 C33 1.519(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
N2 C39 1.469(4) . ?
C33 C34 1.374(5) . ?
C33 C38 1.374(5) . ?
C34 C35 1.382(5) . ?
C34 H34 0.9300 . ?
C35 C36 1.362(6) . ?
C35 H35 0.9300 . ?
C36 C37 1.381(6) . ?
C36 H36 0.9300 . ?
C37 C38 1.378(5) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 C40 1.491(5) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.371(5) . ?
C40 C45 1.376(5) . ?
C41 C42 1.374(8) . ?
C41 H41 0.9300 . ?
C42 C43 1.355(8) . ?
C42 H42 0.9300 . ?
C43 C44 1.364(8) . ?
C43 H43 0.9300 . ?
C44 C45 1.395(6) . ?
C44 H44 0.9300 . ?
C45 H45 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
C6 C1 C2 118.9(4) . . ?
C6 C1 H1 120.1(19) . . ?
C2 C1 H1 120.9(19) . . ?
C3 C2 C1 118.8(5) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 118.9(4) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
N3 C4 C3 123.6(4) . . ?
N3 C4 H4 118.2 . . ?
C3 C4 H4 118.2 . . ?
C6 N3 C4 116.8(4) . . ?
N3 C6 C1 123.0(4) . . ?
N3 C6 C7 118.0(4) . . ?
C1 C6 C7 119.1(4) . . ?
O1 C7 C8 124.6(4) . . ?
O1 C7 C6 118.3(4) . . ?
C8 C7 C6 117.1(3) . . ?
C9 C8 C7 125.4(3) . . ?
C9 C8 H8 117.3 . . ?
C7 C8 H8 117.3 . . ?
C8 C9 C17 122.3(3) . . ?
C8 C9 C10 122.5(3) . . ?
C17 C9 C10 115.1(3) . . ?
C16 C10 C11 118.1(3) . . ?
C16 C10 C9 119.9(3) . . ?
C11 C10 C9 121.8(3) . . ?
C10 C11 C12 121.2(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 119.9(4) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C15 C13 C12 119.6(3) . . ?
C15 C13 O2 124.4(4) . . ?
C12 C13 O2 116.0(3) . . ?
C13 O2 C14 116.7(3) . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 C16 119.6(3) . . ?
C13 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C10 C16 C15 121.6(3) . . ?
C10 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C31 C17 C18 115.7(3) . . ?
C31 C17 C9 120.9(3) . . ?
C18 C17 C9 123.4(3) . . ?
C19 C18 C17 122.5(3) . . ?
C19 C18 H18 118.7 . . ?
C17 C18 H18 118.7 . . ?
C18 C19 N1 120.6(3) . . ?
C18 C19 H19 119.7 . . ?
N1 C19 H19 119.7 . . ?
C20 N1 C19 131.5(3) . . ?
C20 N1 C30 109.2(3) . . ?
C19 N1 C30 118.9(3) . . ?
C28 C20 N1 106.7(3) . . ?
C28 C20 C21 129.6(3) . . ?
N1 C20 C21 123.7(3) . . ?
C22 C21 C27 116.6(3) . . ?
C22 C21 C20 120.9(3) . . ?
C27 C21 C20 122.4(3) . . ?
C23 C22 C21 121.9(3) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C24 C23 C22 119.9(4) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
O3 C24 C23 124.9(4) . . ?
O3 C24 C26 115.4(4) . . ?
C23 C24 C26 119.7(4) . . ?
C24 O3 C25 117.8(3) . . ?
O3 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O3 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 C27 119.8(4) . . ?
C24 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C26 C27 C21 121.9(4) . . ?
C26 C27 H27 119.0 . . ?
C21 C27 H27 119.0 . . ?
C20 C28 C29 109.5(3) . . ?
C20 C28 H28 125.2 . . ?
C29 C28 H28 125.2 . . ?
C30 C29 C28 107.4(3) . . ?
C30 C29 N2 121.5(3) . . ?
C28 C29 N2 131.1(3) . . ?
C29 C30 C31 133.7(3) . . ?
C29 C30 N1 107.1(3) . . ?
C31 C30 N1 119.1(3) . . ?
C17 C31 C30 122.2(3) . . ?
C17 C31 H31 118.9 . . ?
C30 C31 H31 118.9 . . ?
N2 C32 C33 110.9(3) . . ?
N2 C32 H32A 109.5 . . ?
C33 C32 H32A 109.5 . . ?
N2 C32 H32B 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 108.0 . . ?
C29 N2 C32 113.7(3) . . ?
C29 N2 C39 112.4(3) . . ?
C32 N2 C39 112.3(3) . . ?
C34 C33 C38 118.5(4) . . ?
C34 C33 C32 119.8(4) . . ?
C38 C33 C32 121.7(4) . . ?
C33 C34 C35 120.2(4) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C36 C35 C34 121.2(5) . . ?
C36 C35 H35 119.4 . . ?
C34 C35 H35 119.4 . . ?
C35 C36 C37 119.0(5) . . ?
C35 C36 H36 120.5 . . ?
C37 C36 H36 120.5 . . ?
C38 C37 C36 119.8(5) . . ?
C38 C37 H37 120.1 . . ?
C36 C37 H37 120.1 . . ?
C33 C38 C37 121.3(4) . . ?
C33 C38 H38 119.4 . . ?
C37 C38 H38 119.4 . . ?
N2 C39 C40 111.7(3) . . ?
N2 C39 H39A 109.3 . . ?
C40 C39 H39A 109.3 . . ?
N2 C39 H39B 109.3 . . ?
C40 C39 H39B 109.3 . . ?
H39A C39 H39B 108.0 . . ?
C41 C40 C45 118.1(4) . . ?
C41 C40 C39 121.6(5) . . ?
C45 C40 C39 120.3(4) . . ?
C40 C41 C42 121.7(6) . . ?
C40 C41 H41 119.1 . . ?
C42 C41 H41 119.1 . . ?
C43 C42 C41 119.9(9) . . ?
C43 C42 H42 120.0 . . ?
C41 C42 H42 120.0 . . ?
C42 C43 C44 119.9(9) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C43 C44 C45 120.3(7) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C40 C45 C44 120.0(5) . . ?
C40 C45 H45 120.0 . . ?
C44 C45 H45 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.08
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.032
