# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_AMOL
_database_code_depnum_ccdc_archive 'CCDC 1954354'
loop_
_audit_author_name
_audit_author_address
'Rajesh Gonnade'
;CSIR National Chemical Laboratory
India
;
_audit_update_record             
;
2019-09-18 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        Amol
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H28 N2 O2'
_chemical_formula_sum            'C22 H28 N2 O2'
_chemical_formula_weight         352.46

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.3781(7)
_cell_length_b                   9.6218(4)
_cell_length_c                   11.0075(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.862(2)
_cell_angle_gamma                90
_cell_volume                     1904.89(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5201
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      28.10

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   'SADABS (BRUKER, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            31398
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.265
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3721
_reflns_number_gt                2813
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0411P)²+0.7701P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3721
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1065
_refine_ls_wR_factor_gt          0.0965
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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_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 0.69362(7) 0.80495(12) -0.10889(12) 0.0303(3) Uani 1 1 d . . . . .
O2 O 1.03548(6) 0.45674(12) 0.22279(11) 0.0247(3) Uani 1 1 d . . . . .
N1 N 0.70246(7) 0.57606(13) -0.07276(12) 0.0194(3) Uani 1 1 d . . . . .
N2 N 0.97754(7) 0.65402(14) 0.26130(13) 0.0236(3) Uani 1 1 d . . . . .
H2N H 0.9820 0.7319 0.3042 0.028 Uiso 1 1 calc R U . . .
C1 C 0.77358(9) 0.59934(16) 0.01178(15) 0.0190(4) Uani 1 1 d . . . . .
C2 C 0.77554(9) 0.62970(17) 0.13529(16) 0.0217(4) Uani 1 1 d . . . . .
H2 H 0.7305 0.6396 0.1641 0.026 Uiso 1 1 calc R U . . .
C3 C 0.84326(9) 0.64566(17) 0.21686(16) 0.0221(4) Uani 1 1 d . . . . .
H3 H 0.8446 0.6669 0.3016 0.027 Uiso 1 1 calc R U . . .
C4 C 0.90919(9) 0.63074(16) 0.17523(15) 0.0203(4) Uani 1 1 d . . . . .
C5 C 0.90695(9) 0.59907(16) 0.05187(15) 0.0210(4) Uani 1 1 d . . . . .
H5 H 0.9519 0.5884 0.0231 0.025 Uiso 1 1 calc R U . . .
C6 C 0.83932(9) 0.58283(16) -0.02963(15) 0.0199(4) Uani 1 1 d . . . . .
H6 H 0.8380 0.5603 -0.1141 0.024 Uiso 1 1 calc R U . . .
C7 C 0.68139(8) 0.43073(16) -0.08280(15) 0.0181(4) Uani 1 1 d . . . . .
C8 C 0.70710(9) 0.34617(17) -0.16683(16) 0.0222(4) Uani 1 1 d . . . . .
H8 H 0.7328 0.3857 -0.2251 0.027 Uiso 1 1 calc R U . . .
C9 C 0.69537(10) 0.20338(17) -0.16597(17) 0.0257(4) Uani 1 1 d . . . . .
H9 H 0.7135 0.1454 -0.2230 0.031 Uiso 1 1 calc R U . . .
C10 C 0.65727(9) 0.14568(18) -0.08210(16) 0.0251(4) Uani 1 1 d . . . . .
H10 H 0.6493 0.0481 -0.0813 0.030 Uiso 1 1 calc R U . . .
C11 C 0.63082(9) 0.23041(17) 0.00055(16) 0.0250(4) Uani 1 1 d . . . . .
H11 H 0.6039 0.1911 0.0571 0.030 Uiso 1 1 calc R U . . .
C12 C 0.64339(9) 0.37295(17) 0.00130(16) 0.0221(4) Uani 1 1 d . . . . .
H12 H 0.6260 0.4306 0.0593 0.027 Uiso 1 1 calc R U . . .
C13 C 0.66488(9) 0.69041(17) -0.12961(16) 0.0201(4) Uani 1 1 d . . . . .
C14 C 0.58719(9) 0.67604(17) -0.21514(15) 0.0202(4) Uani 1 1 d . . . . .
C15 C 0.58381(10) 0.56736(19) -0.31823(16) 0.0295(4) Uani 1 1 d . . . . .
H15A H 0.5368 0.5770 -0.3786 0.044 Uiso 1 1 calc R U . . .
H15B H 0.5870 0.4740 -0.2820 0.044 Uiso 1 1 calc R U . . .
H15C H 0.6255 0.5817 -0.3599 0.044 Uiso 1 1 calc R U . . .
C16 C 0.52966(9) 0.64356(19) -0.13609(17) 0.0276(4) Uani 1 1 d . . . . .
H16A H 0.5335 0.7126 -0.0696 0.041 Uiso 1 1 calc R U . . .
H16B H 0.5391 0.5507 -0.0997 0.041 Uiso 1 1 calc R U . . .
H16C H 0.4796 0.6467 -0.1884 0.041 Uiso 1 1 calc R U . . .
C17 C 0.56688(10) 0.81738(18) -0.27654(18) 0.0299(4) Uani 1 1 d . . . . .
H17A H 0.5166 0.8131 -0.3281 0.045 Uiso 1 1 calc R U . . .
H17B H 0.6024 0.8411 -0.3286 0.045 Uiso 1 1 calc R U . . .
H17C H 0.5686 0.8885 -0.2123 0.045 Uiso 1 1 calc R U . . .
C18 C 1.03612(9) 0.56529(17) 0.28208(15) 0.0195(4) Uani 1 1 d . . . . .
C19 C 1.10264(9) 0.60938(17) 0.38353(15) 0.0208(4) Uani 1 1 d . . . . .
C20 C 1.07794(11) 0.6513(2) 0.50308(17) 0.0399(5) Uani 1 1 d . . . . .
H20A H 1.0512 0.5738 0.5318 0.060 Uiso 1 1 calc R U . . .
H20B H 1.0451 0.7324 0.4869 0.060 Uiso 1 1 calc R U . . .
H20C H 1.1217 0.6746 0.5671 0.060 Uiso 1 1 calc R U . . .
C21 C 1.14073(9) 0.73359(18) 0.33553(17) 0.0284(4) Uani 1 1 d . . . . .
H21A H 1.1859 0.7577 0.3961 0.043 Uiso 1 1 calc R U . . .
H21B H 1.1068 0.8133 0.3235 0.043 Uiso 1 1 calc R U . . .
H21C H 1.1538 0.7092 0.2563 0.043 Uiso 1 1 calc R U . . .
C22 C 1.15721(10) 0.48818(18) 0.41159(17) 0.0298(4) Uani 1 1 d . . . . .
H22A H 1.1747 0.4630 0.3362 0.045 Uiso 1 1 calc R U . . .
H22B H 1.1323 0.4082 0.4401 0.045 Uiso 1 1 calc R U . . .
H22C H 1.1997 0.5156 0.4765 0.045 Uiso 1 1 calc R U . . .


_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 C13 1.2231(19) . ?
O2 C18 1.2304(19) . ?
N1 C13 1.379(2) . ?
N1 C7 1.449(2) . ?
N1 C1 1.458(2) . ?
N2 C18 1.356(2) . ?
N2 C4 1.427(2) . ?
N2 H2N 0.8800 . ?
C1 C2 1.384(2) . ?
C1 C6 1.385(2) . ?
C2 C3 1.385(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(2) . ?
C5 C6 1.384(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.386(2) . ?
C7 C8 1.386(2) . ?
C8 C9 1.391(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.391(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.546(2) . ?
C14 C17 1.530(2) . ?
C14 C16 1.533(2) . ?
C14 C15 1.535(2) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.536(2) . ?
C19 C22 1.528(2) . ?
C19 C20 1.532(2) . ?
C19 C21 1.533(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N1 C7 129.36(13) . . ?
C13 N1 C1 117.84(13) . . ?
C7 N1 C1 112.80(12) . . ?
C18 N2 C4 124.97(14) . . ?
C18 N2 H2N 117.5 . . ?
C4 N2 H2N 117.5 . . ?
C2 C1 C6 119.95(15) . . ?
C2 C1 N1 119.89(14) . . ?
C6 C1 N1 120.04(15) . . ?
C1 C2 C3 119.90(15) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 120.23(16) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.65(15) . . ?
C5 C4 N2 122.04(14) . . ?
C3 C4 N2 118.27(15) . . ?
C4 C5 C6 120.16(15) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C1 120.10(15) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C12 C7 C8 119.88(15) . . ?
C12 C7 N1 119.98(14) . . ?
C8 C7 N1 119.67(14) . . ?
C7 C8 C9 120.05(16) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C9 C8 120.07(16) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 119.80(16) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 120.34(16) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C7 C12 C11 119.85(16) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
O1 C13 N1 118.52(15) . . ?
O1 C13 C14 120.22(14) . . ?
N1 C13 C14 121.24(14) . . ?
C17 C14 C16 107.32(14) . . ?
C17 C14 C15 108.04(14) . . ?
C16 C14 C15 110.66(14) . . ?
C17 C14 C13 107.48(13) . . ?
C16 C14 C13 109.31(14) . . ?
C15 C14 C13 113.77(13) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 N2 121.62(15) . . ?
O2 C18 C19 122.64(14) . . ?
N2 C18 C19 115.74(14) . . ?
C22 C19 C20 109.00(15) . . ?
C22 C19 C21 109.72(14) . . ?
C20 C19 C21 109.13(15) . . ?
C22 C19 C18 109.12(13) . . ?
C20 C19 C18 111.42(14) . . ?
C21 C19 C18 108.44(13) . . ?
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 . . ?
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 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N1 C1 C2 86.57(19) . . . . ?
C7 N1 C1 C2 -92.74(17) . . . . ?
C13 N1 C1 C6 -97.34(18) . . . . ?
C7 N1 C1 C6 83.36(18) . . . . ?
C6 C1 C2 C3 1.0(2) . . . . ?
N1 C1 C2 C3 177.10(14) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C2 C3 C4 C5 -0.4(2) . . . . ?
C2 C3 C4 N2 177.33(15) . . . . ?
C18 N2 C4 C5 -53.3(2) . . . . ?
C18 N2 C4 C3 129.04(17) . . . . ?
C3 C4 C5 C6 0.2(2) . . . . ?
N2 C4 C5 C6 -177.37(15) . . . . ?
C4 C5 C6 C1 0.5(2) . . . . ?
C2 C1 C6 C5 -1.1(2) . . . . ?
N1 C1 C6 C5 -177.23(14) . . . . ?
C13 N1 C7 C12 -92.7(2) . . . . ?
C1 N1 C7 C12 86.45(17) . . . . ?
C13 N1 C7 C8 95.1(2) . . . . ?
C1 N1 C7 C8 -85.74(18) . . . . ?
C12 C7 C8 C9 -0.6(2) . . . . ?
N1 C7 C8 C9 171.61(15) . . . . ?
C7 C8 C9 C10 0.7(3) . . . . ?
C8 C9 C10 C11 0.1(2) . . . . ?
C9 C10 C11 C12 -1.1(2) . . . . ?
C8 C7 C12 C11 -0.4(2) . . . . ?
N1 C7 C12 C11 -172.55(15) . . . . ?
C10 C11 C12 C7 1.2(3) . . . . ?
C7 N1 C13 O1 -179.11(16) . . . . ?
C1 N1 C13 O1 1.7(2) . . . . ?
C7 N1 C13 C14 2.5(3) . . . . ?
C1 N1 C13 C14 -176.71(14) . . . . ?
O1 C13 C14 C17 9.6(2) . . . . ?
N1 C13 C14 C17 -172.04(15) . . . . ?
O1 C13 C14 C16 -106.61(18) . . . . ?
N1 C13 C14 C16 71.79(19) . . . . ?
O1 C13 C14 C15 129.13(17) . . . . ?
N1 C13 C14 C15 -52.5(2) . . . . ?
C4 N2 C18 O2 2.8(2) . . . . ?
C4 N2 C18 C19 -177.33(14) . . . . ?
O2 C18 C19 C22 -10.2(2) . . . . ?
N2 C18 C19 C22 169.89(14) . . . . ?
O2 C18 C19 C20 -130.60(17) . . . . ?
N2 C18 C19 C20 49.5(2) . . . . ?
O2 C18 C19 C21 109.27(17) . . . . ?
N2 C18 C19 C21 -70.63(18) . . . . ?

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.041

####################################################################### 
# 
# 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_mo_amol_2_r_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1954355'
loop_
_audit_author_name
_audit_author_address
'Rajesh Gonnade'
;CSIR National Chemical Laboratory
India
;
_audit_update_record             
;
2019-09-18 deposited with the CCDC.	2020-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H20 N2 O2'
_chemical_formula_sum            'C26 H20 N2 O2'
_chemical_formula_weight         392.44

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.6898(9)
_cell_length_b                   8.3673(6)
_cell_length_c                   19.2488(12)
_cell_angle_alpha                90
_cell_angle_beta                 106.184(2)
_cell_angle_gamma                90
_cell_volume                     1962.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4744
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      30.18

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   'SADABS (BRUKER, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            16767
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.672
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3847
_reflns_number_gt                3067
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0312P)²+3.7150P] 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         3847
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0801
_refine_ls_wR_factor_ref         0.1551
_refine_ls_wR_factor_gt          0.1470
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_restrained_S_all      1.169
_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 0.49893(17) 1.1034(3) 0.59749(13) 0.0285(6) Uani 1 1 d . . . . .
O2 O 0.75633(19) 0.5165(3) 0.77060(13) 0.0302(6) Uani 1 1 d . . . . .
N1 N 0.36015(19) 0.9218(3) 0.56290(13) 0.0154(5) Uani 1 1 d . . . . .
H2N H 0.599(3) 0.299(4) 0.6641(18) 0.022(9) Uiso 1 1 d . . . . .
N2 N 0.6177(2) 0.3923(3) 0.68791(13) 0.0176(6) Uani 1 1 d . . . . .
C1 C 0.4254(2) 0.7883(3) 0.59795(16) 0.0146(6) Uani 1 1 d . . . . .
C2 C 0.4868(2) 0.7952(4) 0.66924(16) 0.0186(7) Uani 1 1 d . . . . .
H2 H 0.4859 0.8893 0.6967 0.022 Uiso 1 1 calc R U . . .
C3 C 0.5499(2) 0.6650(4) 0.70112(16) 0.0190(7) Uani 1 1 d . . . . .
H3 H 0.5916 0.6695 0.7505 0.023 Uiso 1 1 calc R U . . .
C4 C 0.5521(2) 0.5281(3) 0.66063(15) 0.0154(6) Uani 1 1 d . . . . .
C5 C 0.4874(2) 0.5205(4) 0.58986(16) 0.0178(6) Uani 1 1 d . . . . .
H5 H 0.4866 0.4256 0.5626 0.021 Uiso 1 1 calc R U . . .
C6 C 0.4241(2) 0.6493(4) 0.55840(17) 0.0184(7) Uani 1 1 d . . . . .
H6 H 0.3797 0.6429 0.5098 0.022 Uiso 1 1 calc R U . . .
C7 C 0.2499(2) 0.8880(3) 0.51755(15) 0.0151(6) Uani 1 1 d . . . . .
C8 C 0.1689(2) 0.8525(4) 0.55050(16) 0.0197(7) Uani 1 1 d . . . . .
H8 H 0.1857 0.8466 0.6017 0.024 Uiso 1 1 calc R U . . .
C9 C 0.0629(2) 0.8255(4) 0.50777(17) 0.0240(7) Uani 1 1 d . . . . .
H9 H 0.0068 0.7991 0.5298 0.029 Uiso 1 1 calc R U . . .
C10 C 0.0383(2) 0.8365(4) 0.43360(17) 0.0205(7) Uani 1 1 d . . . . .
H10 H -0.0352 0.8226 0.4048 0.025 Uiso 1 1 calc R U . . .
C11 C 0.1201(2) 0.8677(4) 0.40093(16) 0.0207(7) Uani 1 1 d . . . . .
H11 H 0.1034 0.8721 0.3497 0.025 Uiso 1 1 calc R U . . .
C12 C 0.2272(2) 0.8929(4) 0.44342(16) 0.0178(6) Uani 1 1 d . . . . .
H12 H 0.2841 0.9132 0.4214 0.021 Uiso 1 1 calc R U . . .
C13 C 0.4022(2) 1.0715(4) 0.56648(16) 0.0183(7) Uani 1 1 d . . . . .
C14 C 0.3223(2) 1.2011(4) 0.53216(16) 0.0178(7) Uani 1 1 d . . . . .
C15 C 0.2579(2) 1.2708(4) 0.57147(17) 0.0218(7) Uani 1 1 d . . . . .
H15 H 0.2611 1.2325 0.6185 0.026 Uiso 1 1 calc R U . . .
C16 C 0.1887(3) 1.3967(4) 0.54170(18) 0.0250(7) Uani 1 1 d . . . . .
H16 H 0.1457 1.4464 0.5689 0.030 Uiso 1 1 calc R U . . .
C17 C 0.1823(3) 1.4497(4) 0.47302(18) 0.0248(8) Uani 1 1 d . . . . .
H17 H 0.1344 1.5354 0.4528 0.030 Uiso 1 1 calc R U . . .
C18 C 0.2451(2) 1.3790(4) 0.43321(17) 0.0215(7) Uani 1 1 d . . . . .
H18 H 0.2393 1.4147 0.3854 0.026 Uiso 1 1 calc R U . . .
C19 C 0.3167(2) 1.2559(4) 0.46300(17) 0.0198(7) Uani 1 1 d . . . . .
H19 H 0.3616 1.2093 0.4363 0.024 Uiso 1 1 calc R U . . .
C20 C 0.7166(3) 0.3941(4) 0.73938(16) 0.0211(7) Uani 1 1 d . . . . .
C21 C 0.7764(2) 0.2382(4) 0.75388(16) 0.0210(7) Uani 1 1 d . . . . .
C22 C 0.8894(3) 0.2463(4) 0.78763(16) 0.0261(8) Uani 1 1 d . . . . .
H22 H 0.9236 0.3472 0.8003 0.031 Uiso 1 1 calc R U . . .
C23 C 0.9514(3) 0.1081(5) 0.80262(17) 0.0295(8) Uani 1 1 d . . . . .
H23 H 1.0280 0.1145 0.8254 0.035 Uiso 1 1 calc R U . . .
C24 C 0.9020(3) -0.0396(5) 0.78450(18) 0.0322(9) Uani 1 1 d . . . . .
H24 H 0.9449 -0.1343 0.7943 0.039 Uiso 1 1 calc R U . . .
C25 C 0.7898(3) -0.0490(4) 0.75207(19) 0.0301(8) Uani 1 1 d . . . . .
H25 H 0.7557 -0.1502 0.7402 0.036 Uiso 1 1 calc R U . . .
C26 C 0.7280(3) 0.0886(4) 0.73711(17) 0.0244(7) Uani 1 1 d . . . . .
H26 H 0.6513 0.0813 0.7150 0.029 Uiso 1 1 calc R U . . .


_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 C13 1.236(4) . ?
O2 C20 1.223(4) . ?
N1 C13 1.356(4) . ?
N1 C1 1.441(4) . ?
N1 C7 1.456(4) . ?
N2 C20 1.365(4) . ?
N2 C4 1.419(4) . ?
N2 H2N 0.90(3) . ?
C1 C2 1.377(4) . ?
C1 C6 1.388(4) . ?
C2 C3 1.390(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.382(4) . ?
C5 C6 1.379(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.375(4) . ?
C7 C8 1.382(4) . ?
C8 C9 1.386(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.379(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.393(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.505(4) . ?
C14 C15 1.387(4) . ?
C14 C19 1.391(4) . ?
C15 C16 1.389(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.375(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.384(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.387(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.497(4) . ?
C21 C26 1.392(5) . ?
C21 C22 1.400(4) . ?
C22 C23 1.383(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.388(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.377(5) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N1 C1 121.7(2) . . ?
C13 N1 C7 120.6(2) . . ?
C1 N1 C7 117.5(2) . . ?
C20 N2 C4 125.8(3) . . ?
C20 N2 H2N 116(2) . . ?
C4 N2 H2N 117(2) . . ?
C2 C1 C6 119.9(3) . . ?
C2 C1 N1 121.7(3) . . ?
C6 C1 N1 118.4(3) . . ?
C1 C2 C3 120.2(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 N2 117.0(3) . . ?
C3 C4 N2 123.6(3) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 119.8(3) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C12 C7 C8 121.0(3) . . ?
C12 C7 N1 120.3(3) . . ?
C8 C7 N1 118.7(3) . . ?
C7 C8 C9 119.0(3) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C10 C9 C8 120.4(3) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 120.2(3) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C10 C11 C12 119.7(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C7 C12 C11 119.5(3) . . ?
C7 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
O1 C13 N1 123.2(3) . . ?
O1 C13 C14 120.9(3) . . ?
N1 C13 C14 115.9(2) . . ?
C15 C14 C19 120.2(3) . . ?
C15 C14 C13 119.3(3) . . ?
C19 C14 C13 120.4(3) . . ?
C14 C15 C16 119.6(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C19 120.0(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C14 119.6(3) . . ?
C18 C19 H19 120.2 . . ?
C14 C19 H19 120.2 . . ?
O2 C20 N2 122.4(3) . . ?
O2 C20 C21 121.3(3) . . ?
N2 C20 C21 116.2(3) . . ?
C26 C21 C22 118.7(3) . . ?
C26 C21 C20 124.9(3) . . ?
C22 C21 C20 116.4(3) . . ?
C23 C22 C21 120.4(3) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 120.1(3) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C25 119.9(3) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 120.0(4) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 120.9(3) . . ?
C25 C26 H26 119.5 . . ?
C21 C26 H26 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N1 C1 C2 49.5(4) . . . . ?
C7 N1 C1 C2 -136.2(3) . . . . ?
C13 N1 C1 C6 -131.6(3) . . . . ?
C7 N1 C1 C6 42.7(4) . . . . ?
C6 C1 C2 C3 1.9(4) . . . . ?
N1 C1 C2 C3 -179.2(3) . . . . ?
C1 C2 C3 C4 0.7(5) . . . . ?
C2 C3 C4 C5 -2.8(4) . . . . ?
C2 C3 C4 N2 177.3(3) . . . . ?
C20 N2 C4 C5 149.6(3) . . . . ?
C20 N2 C4 C3 -30.5(4) . . . . ?
C3 C4 C5 C6 2.4(4) . . . . ?
N2 C4 C5 C6 -177.8(3) . . . . ?
C4 C5 C6 C1 0.2(5) . . . . ?
C2 C1 C6 C5 -2.4(4) . . . . ?
N1 C1 C6 C5 178.7(3) . . . . ?
C13 N1 C7 C12 69.1(4) . . . . ?
C1 N1 C7 C12 -105.3(3) . . . . ?
C13 N1 C7 C8 -110.4(3) . . . . ?
C1 N1 C7 C8 75.2(3) . . . . ?
C12 C7 C8 C9 -1.6(5) . . . . ?
N1 C7 C8 C9 177.8(3) . . . . ?
C7 C8 C9 C10 -1.1(5) . . . . ?
C8 C9 C10 C11 2.8(5) . . . . ?
C9 C10 C11 C12 -1.9(5) . . . . ?
C8 C7 C12 C11 2.5(5) . . . . ?
N1 C7 C12 C11 -176.9(3) . . . . ?
C10 C11 C12 C7 -0.7(5) . . . . ?
C1 N1 C13 O1 2.5(5) . . . . ?
C7 N1 C13 O1 -171.7(3) . . . . ?
C1 N1 C13 C14 -175.5(3) . . . . ?
C7 N1 C13 C14 10.3(4) . . . . ?
O1 C13 C14 C15 -94.0(4) . . . . ?
N1 C13 C14 C15 84.1(4) . . . . ?
O1 C13 C14 C19 83.0(4) . . . . ?
N1 C13 C14 C19 -98.9(3) . . . . ?
C19 C14 C15 C16 -0.8(5) . . . . ?
C13 C14 C15 C16 176.3(3) . . . . ?
C14 C15 C16 C17 1.5(5) . . . . ?
C15 C16 C17 C18 -0.5(5) . . . . ?
C16 C17 C18 C19 -1.2(5) . . . . ?
C17 C18 C19 C14 1.9(5) . . . . ?
C15 C14 C19 C18 -0.9(4) . . . . ?
C13 C14 C19 C18 -177.9(3) . . . . ?
C4 N2 C20 O2 4.2(5) . . . . ?
C4 N2 C20 C21 -173.6(3) . . . . ?
O2 C20 C21 C26 161.5(3) . . . . ?
N2 C20 C21 C26 -20.7(4) . . . . ?
O2 C20 C21 C22 -17.7(4) . . . . ?
N2 C20 C21 C22 160.1(3) . . . . ?
C26 C21 C22 C23 1.2(5) . . . . ?
C20 C21 C22 C23 -179.5(3) . . . . ?
C21 C22 C23 C24 -0.2(5) . . . . ?
C22 C23 C24 C25 -0.8(5) . . . . ?
C23 C24 C25 C26 0.8(5) . . . . ?
C24 C25 C26 C21 0.2(5) . . . . ?
C22 C21 C26 C25 -1.2(5) . . . . ?
C20 C21 C26 C25 179.6(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 H2N O1 0.90(3) 2.24(3) 3.111(4) 162(3) 1_545
C3 H3 O2 0.95 2.39 2.870(4) 111.0 .

_refine_diff_density_max         0.318
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.064

