# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

data_MBDA-Form-I-148
_audit_creation_date             2013-04-26
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;

_chemical_name_common            MBDA-Form-I
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2122(7)
_cell_length_b                   9.0548(5)
_cell_length_c                   11.4228(7)
_cell_angle_alpha                93.672(5)
_cell_angle_beta                 110.255(7)
_cell_angle_gamma                108.406(6)
_cell_volume                     741.63(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2335
_cell_measurement_temperature    148(2)
_cell_measurement_theta_max      29.0386
_cell_measurement_theta_min      4.8282
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98520
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6918
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         4.84
_diffrn_ambient_temperature      148(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9855
_diffrn_measured_fraction_theta_max 0.8713
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -82.00  -36.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.5741 -178.0000   90.0000 46

#__ type_ start__ end____ width___ exp.time_
  2 omega  -43.00   55.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.5741   37.0000  120.0000 98

#__ type_ start__ end____ width___ exp.time_
  3 omega  -24.00   16.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -99.0000  120.0000 40

#__ type_ start__ end____ width___ exp.time_
  4 omega  -88.00  -10.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  145.0000 -163.0000 78

#__ type_ start__ end____ width___ exp.time_
  5 omega  -87.00    8.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -37.0000  -60.0000 95

#__ type_ start__ end____ width___ exp.time_
  6 omega  -91.00   26.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -19.0000   90.0000 117
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0534092000
_diffrn_orient_matrix_UB_12      0.0245162000
_diffrn_orient_matrix_UB_13      0.0663675000
_diffrn_orient_matrix_UB_21      -0.0826192000
_diffrn_orient_matrix_UB_22      -0.0125775000
_diffrn_orient_matrix_UB_23      0.0112299000
_diffrn_orient_matrix_UB_31      -0.0081778000
_diffrn_orient_matrix_UB_32      -0.0795308000
_diffrn_orient_matrix_UB_33      0.0047757000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2703
_reflns_number_total             3356
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0435
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0440P)²+0.1963P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1032
_refine_ls_wR_factor_ref         0.1123
_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. 
 Hydrogen atoms bonded to carbon have been placed at calculated positions.
 Hydrogen atoms bonded to amine nitrogen have been isotropically refined.
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.01212(16) 0.35735(14) 0.09654(11) 0.0223(3) Uani 1 1 d . . .
C2 C -0.32501(16) 0.25853(14) 0.02712(11) 0.0224(3) Uani 1 1 d . . .
C1 C -0.14873(17) 0.36639(13) 0.10882(11) 0.0219(3) Uani 1 1 d . . .
C3 C -0.33632(17) 0.14411(14) -0.06609(11) 0.0233(3) Uani 1 1 d . . .
H3 H -0.4528 0.0714 -0.1192 0.028 Uiso 1 1 calc R . .
N1 N -0.13291(18) 0.47712(14) 0.20805(11) 0.0294(3) Uani 1 1 d . . .
C5 C -0.00670(17) 0.24393(14) 0.00011(11) 0.0231(3) Uani 1 1 d . . .
H5 H 0.0997 0.2404 -0.0099 0.028 Uiso 1 1 calc R . .
C15 C 0.03338(17) 0.10073(14) -0.29539(11) 0.0250(3) Uani 1 1 d . . .
H15 H 0.1110 0.0598 -0.2379 0.030 Uiso 1 1 calc R . .
C11 C -0.24992(17) 0.14955(14) -0.37622(11) 0.0237(3) Uani 1 1 d . . .
H11 H -0.3634 0.1430 -0.3726 0.028 Uiso 1 1 calc R . .
C13 C -0.02788(17) 0.23092(13) -0.47454(11) 0.0233(3) Uani 1 1 d . . .
C4 C -0.17982(17) 0.13508(14) -0.08227(11) 0.0232(3) Uani 1 1 d . . .
C12 C -0.19979(16) 0.22011(14) -0.46914(11) 0.0231(3) Uani 1 1 d . . .
C14 C 0.09053(16) 0.17247(14) -0.38575(11) 0.0247(3) Uani 1 1 d . . .
C9 C -0.1933(2) 0.01402(15) -0.18692(12) 0.0292(3) Uani 1 1 d . . .
H9A H -0.1144 -0.0448 -0.1494 0.035 Uiso 1 1 calc R . .
H9B H -0.3204 -0.0607 -0.2264 0.035 Uiso 1 1 calc R . .
C10 C -0.13610(17) 0.08821(14) -0.28815(11) 0.0236(3) Uani 1 1 d . . .
N2 N 0.02905(19) 0.30367(15) -0.56499(12) 0.0345(3) Uani 1 1 d . . .
C7 C 0.20231(18) 0.47067(16) 0.18541(12) 0.0304(3) Uani 1 1 d . . .
H7A H 0.2147 0.5769 0.1731 0.046 Uiso 1 1 calc R . .
H7B H 0.2962 0.4428 0.1679 0.046 Uiso 1 1 calc R . .
H7C H 0.2169 0.4643 0.2718 0.046 Uiso 1 1 calc R . .
C8 C -0.49894(18) 0.26835(16) 0.03792(14) 0.0310(3) Uani 1 1 d . . .
H8A H -0.4893 0.2678 0.1241 0.047 Uiso 1 1 calc R . .
H8B H -0.6047 0.1789 -0.0177 0.047 Uiso 1 1 calc R . .
H8C H -0.5138 0.3646 0.0143 0.047 Uiso 1 1 calc R . .
C17 C 0.27678(18) 0.18780(18) -0.38896(14) 0.0356(3) Uani 1 1 d . . .
H17A H 0.3432 0.1481 -0.3192 0.053 Uiso 1 1 calc R . .
H17B H 0.3472 0.2974 -0.3821 0.053 Uiso 1 1 calc R . .
H17C H 0.2588 0.1276 -0.4677 0.053 Uiso 1 1 calc R . .
C16 C -0.32719(19) 0.28317(17) -0.56383(13) 0.0346(3) Uani 1 1 d . . .
H16A H -0.3543 0.2332 -0.6485 0.052 Uiso 1 1 calc R . .
H16B H -0.2677 0.3958 -0.5532 0.052 Uiso 1 1 calc R . .
H16C H -0.4409 0.2608 -0.5502 0.052 Uiso 1 1 calc R . .
H2A H -0.050(3) 0.336(2) -0.6228(18) 0.050(5) Uiso 1 1 d . . .
H1A H -0.030(3) 0.565(2) 0.2373(16) 0.044(5) Uiso 1 1 d . . .
H2B H 0.103(3) 0.267(2) -0.5890(19) 0.059(6) Uiso 1 1 d . . .
H1B H -0.237(3) 0.4997(19) 0.1930(16) 0.043(5) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C6 0.0234(6) 0.0237(6) 0.0195(5) 0.0084(4) 0.0092(5) 0.0063(5)
C2 0.0239(6) 0.0235(6) 0.0237(6) 0.0111(5) 0.0123(5) 0.0089(5)
C1 0.0280(6) 0.0216(6) 0.0191(5) 0.0078(4) 0.0122(5) 0.0088(5)
C3 0.0234(6) 0.0232(6) 0.0200(5) 0.0071(4) 0.0075(5) 0.0046(5)
N1 0.0335(6) 0.0271(6) 0.0280(6) 0.0010(4) 0.0161(5) 0.0078(5)
C5 0.0237(6) 0.0272(6) 0.0234(6) 0.0094(5) 0.0131(5) 0.0103(5)
C15 0.0263(6) 0.0267(6) 0.0198(6) -0.0003(5) 0.0054(5) 0.0114(5)
C11 0.0209(6) 0.0255(6) 0.0243(6) -0.0003(5) 0.0105(5) 0.0067(5)
C13 0.0251(6) 0.0207(6) 0.0202(6) -0.0013(4) 0.0098(5) 0.0032(5)
C4 0.0300(6) 0.0223(6) 0.0197(5) 0.0079(4) 0.0122(5) 0.0089(5)
C12 0.0223(6) 0.0219(6) 0.0206(6) 0.0001(4) 0.0060(5) 0.0056(4)
C14 0.0216(6) 0.0261(6) 0.0231(6) -0.0032(5) 0.0081(5) 0.0067(5)
C9 0.0395(7) 0.0247(6) 0.0262(6) 0.0053(5) 0.0170(6) 0.0102(5)
C10 0.0291(6) 0.0211(6) 0.0201(6) 0.0004(4) 0.0110(5) 0.0073(5)
N2 0.0372(7) 0.0398(7) 0.0332(6) 0.0124(5) 0.0220(6) 0.0124(6)
C7 0.0238(6) 0.0336(7) 0.0273(6) 0.0038(5) 0.0081(5) 0.0046(5)
C8 0.0270(7) 0.0343(7) 0.0374(7) 0.0118(6) 0.0164(6) 0.0131(5)
C17 0.0252(7) 0.0439(8) 0.0361(7) 0.0000(6) 0.0126(6) 0.0112(6)
C16 0.0293(7) 0.0416(8) 0.0312(7) 0.0114(6) 0.0086(6) 0.0131(6)

_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
C6 C1 1.4022(17) . ?
C6 C5 1.3889(17) . ?
C6 C7 1.5098(16) . ?
C2 C1 1.4055(16) . ?
C2 C3 1.3946(17) . ?
C2 C8 1.5047(17) . ?
C1 N1 1.4062(15) . ?
C3 H3 0.9300 . ?
C3 C4 1.3862(18) . ?
N1 H1A 0.897(18) . ?
N1 H1B 0.899(18) . ?
C5 H5 0.9300 . ?
C5 C4 1.3957(16) . ?
C15 H15 0.9300 . ?
C15 C14 1.3915(18) . ?
C15 C10 1.3922(18) . ?
C11 H11 0.9300 . ?
C11 C12 1.3883(17) . ?
C11 C10 1.3938(17) . ?
C13 C12 1.4072(17) . ?
C13 C14 1.4019(18) . ?
C13 N2 1.3954(17) . ?
C4 C9 1.5190(16) . ?
C12 C16 1.5044(17) . ?
C14 C17 1.5051(18) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5115(18) . ?
N2 H2A 0.89(2) . ?
N2 H2B 0.89(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C6 C7 120.52(11) . . ?
C5 C6 C1 118.86(11) . . ?
C5 C6 C7 120.61(11) . . ?
C1 C2 C8 120.69(11) . . ?
C3 C2 C1 118.85(11) . . ?
C3 C2 C8 120.45(11) . . ?
C6 C1 C2 120.11(11) . . ?
C6 C1 N1 119.85(11) . . ?
C2 C1 N1 119.92(11) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.19(11) . . ?
C4 C3 H3 118.9 . . ?
C1 N1 H1A 116.4(11) . . ?
C1 N1 H1B 113.2(10) . . ?
H1A N1 H1B 112.0(15) . . ?
C6 C5 H5 118.9 . . ?
C6 C5 C4 122.29(11) . . ?
C4 C5 H5 118.9 . . ?
C14 C15 H15 118.9 . . ?
C14 C15 C10 122.18(11) . . ?
C10 C15 H15 118.9 . . ?
C12 C11 H11 118.9 . . ?
C12 C11 C10 122.27(11) . . ?
C10 C11 H11 118.9 . . ?
C14 C13 C12 119.82(11) . . ?
N2 C13 C12 120.76(12) . . ?
N2 C13 C14 119.39(12) . . ?
C3 C4 C5 117.66(11) . . ?
C3 C4 C9 122.02(11) . . ?
C5 C4 C9 120.31(11) . . ?
C11 C12 C13 119.04(11) . . ?
C11 C12 C16 120.87(12) . . ?
C13 C12 C16 120.09(12) . . ?
C15 C14 C13 119.13(11) . . ?
C15 C14 C17 120.87(12) . . ?
C13 C14 C17 119.99(12) . . ?
C4 C9 H9A 109.0 . . ?
C4 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 C4 113.08(10) . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C15 C10 C11 117.53(11) . . ?
C15 C10 C9 121.38(11) . . ?
C11 C10 C9 121.07(12) . . ?
C13 N2 H2A 118.1(12) . . ?
C13 N2 H2B 114.9(13) . . ?
H2A N2 H2B 118.0(18) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
C6 C5 C4 C3 0.69(18) . . . . ?
C6 C5 C4 C9 179.56(11) . . . . ?
C2 C3 C4 C5 1.06(18) . . . . ?
C2 C3 C4 C9 -177.78(11) . . . . ?
C1 C6 C5 C4 -2.25(18) . . . . ?
C1 C2 C3 C4 -1.19(18) . . . . ?
C3 C2 C1 C6 -0.42(17) . . . . ?
C3 C2 C1 N1 -176.45(11) . . . . ?
C3 C4 C9 C10 112.01(14) . . . . ?
C5 C6 C1 C2 2.08(17) . . . . ?
C5 C6 C1 N1 178.12(11) . . . . ?
C5 C4 C9 C10 -66.81(15) . . . . ?
C4 C9 C10 C15 105.75(13) . . . . ?
C4 C9 C10 C11 -72.95(15) . . . . ?
C12 C11 C10 C15 0.42(17) . . . . ?
C12 C11 C10 C9 179.17(10) . . . . ?
C12 C13 C14 C15 1.64(17) . . . . ?
C12 C13 C14 C17 -178.34(10) . . . . ?
C14 C15 C10 C11 0.50(17) . . . . ?
C14 C15 C10 C9 -178.24(10) . . . . ?
C14 C13 C12 C11 -0.76(16) . . . . ?
C14 C13 C12 C16 179.77(11) . . . . ?
C10 C15 C14 C13 -1.53(17) . . . . ?
C10 C15 C14 C17 178.44(11) . . . . ?
C10 C11 C12 C13 -0.29(17) . . . . ?
C10 C11 C12 C16 179.18(11) . . . . ?
N2 C13 C12 C11 -178.78(11) . . . . ?
N2 C13 C12 C16 1.74(17) . . . . ?
N2 C13 C14 C15 179.69(11) . . . . ?
N2 C13 C14 C17 -0.28(17) . . . . ?
C7 C6 C1 C2 -178.84(11) . . . . ?
C7 C6 C1 N1 -2.81(17) . . . . ?
C7 C6 C5 C4 178.68(11) . . . . ?
C8 C2 C1 C6 -179.08(11) . . . . ?
C8 C2 C1 N1 4.89(17) . . . . ?
C8 C2 C3 C4 177.47(11) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948909'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-I-178
_audit_creation_date             2013-04-26
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;

_chemical_name_common            MBDA-Form-I
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2145(7)
_cell_length_b                   9.0601(6)
_cell_length_c                   11.4225(8)
_cell_angle_alpha                93.690(6)
_cell_angle_beta                 110.215(7)
_cell_angle_gamma                108.361(7)
_cell_volume                     742.67(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2186
_cell_measurement_temperature    178(2)
_cell_measurement_theta_max      29.0990
_cell_measurement_theta_min      3.9954
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98101
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7177
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.16
_diffrn_reflns_theta_min         4.00
_diffrn_ambient_temperature      178(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9928
_diffrn_measured_fraction_theta_max 0.9375
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -87.00  -10.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  144.0000 -163.0000 77

#__ type_ start__ end____ width___ exp.time_
  2 omega  -24.00   15.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -99.0000  120.0000 39

#__ type_ start__ end____ width___ exp.time_
  3 omega  -81.00  -44.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960 -178.0000   90.0000 37

#__ type_ start__ end____ width___ exp.time_
  4 omega   -6.00   84.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -       19.2928   37.0000  150.0000 90

#__ type_ start__ end____ width___ exp.time_
  5 omega  -53.00   45.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -       19.2928  -37.0000  -30.0000 98

#__ type_ start__ end____ width___ exp.time_
  6 omega   -7.00   36.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -       19.2928   37.0000   60.0000 43

#__ type_ start__ end____ width___ exp.time_
  7 omega   -7.00   92.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -       19.2928   37.0000  -30.0000 99
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0535039000
_diffrn_orient_matrix_UB_12      0.0244110000
_diffrn_orient_matrix_UB_13      0.0663242000
_diffrn_orient_matrix_UB_21      -0.0824488000
_diffrn_orient_matrix_UB_22      -0.0124298000
_diffrn_orient_matrix_UB_23      0.0113981000
_diffrn_orient_matrix_UB_31      -0.0082533000
_diffrn_orient_matrix_UB_32      -0.0795071000
_diffrn_orient_matrix_UB_33      0.0047051000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2637
_reflns_number_total             3399
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0450
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0481P)²+0.1420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1174
_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. 
 Hydrogen atoms bonded to carbon have been placed at calculated positions.
 Hydrogen atoms bonded to amine nitrogen have been isotropically refined.
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 1.01230(17) 0.35702(14) 1.09646(12) 0.0267(3) Uani 1 1 d . . .
C2 C 0.67603(17) 0.25916(14) 1.02727(12) 0.0270(3) Uani 1 1 d . . .
C1 C 0.85130(17) 0.36611(14) 1.10870(11) 0.0261(3) Uani 1 1 d . . .
C3 C 0.66480(17) 0.14500(14) 0.93403(12) 0.0279(3) Uani 1 1 d . . .
H3 H 0.5484 0.0727 0.8809 0.034 Uiso 1 1 calc R . .
N1 N 0.8678(2) 0.47708(15) 1.20790(12) 0.0357(3) Uani 1 1 d . . .
C5 C 0.99313(17) 0.24360(15) 1.00033(12) 0.0280(3) Uani 1 1 d . . .
H5 H 1.0995 0.2396 0.9906 0.034 Uiso 1 1 calc R . .
C15 C 1.03297(18) 0.10154(15) 0.70449(12) 0.0304(3) Uani 1 1 d . . .
H15 H 1.1108 0.0612 0.7622 0.036 Uiso 1 1 calc R . .
C11 C 0.75049(17) 0.14988(14) 0.62391(12) 0.0283(3) Uani 1 1 d . . .
H11 H 0.6373 0.1437 0.6277 0.034 Uiso 1 1 calc R . .
C13 C 0.97192(17) 0.23103(14) 0.52558(12) 0.0281(3) Uani 1 1 d . . .
C4 C 0.82081(18) 0.13545(14) 0.91778(12) 0.0279(3) Uani 1 1 d . . .
C12 C 0.80013(17) 0.21986(14) 0.53096(12) 0.0280(3) Uani 1 1 d . . .
C14 C 1.09023(17) 0.17233(15) 0.61449(12) 0.0296(3) Uani 1 1 d . . .
C9 C 0.8069(2) 0.01464(16) 0.81320(13) 0.0355(3) Uani 1 1 d . . .
H9A H 0.8854 -0.0444 0.8505 0.043 Uiso 1 1 calc R . .
H9B H 0.6797 -0.0597 0.7738 0.043 Uiso 1 1 calc R . .
C10 C 0.86388(18) 0.08846(14) 0.71194(12) 0.0284(3) Uani 1 1 d . . .
N2 N 1.0282(2) 0.30257(16) 0.43514(13) 0.0419(3) Uani 1 1 d . . .
C7 C 1.20184(19) 0.46951(17) 1.18519(14) 0.0371(3) Uani 1 1 d . . .
H7A H 1.2153 0.5756 1.1720 0.056 Uiso 1 1 calc R . .
H7B H 1.2956 0.4404 1.1685 0.056 Uiso 1 1 calc R . .
H7C H 1.2155 0.4643 1.2716 0.056 Uiso 1 1 calc R . .
C8 C 0.50229(19) 0.26895(17) 1.03811(15) 0.0382(3) Uani 1 1 d . . .
H8A H 0.5123 0.2693 1.1244 0.057 Uiso 1 1 calc R . .
H8B H 0.3969 0.1791 0.9830 0.057 Uiso 1 1 calc R . .
H8C H 0.4868 0.3647 1.0139 0.057 Uiso 1 1 calc R . .
C17 C 1.27653(19) 0.18816(19) 0.61154(15) 0.0425(4) Uani 1 1 d . . .
H17A H 1.3424 0.1476 0.6808 0.064 Uiso 1 1 calc R . .
H17B H 1.3471 0.2979 0.6194 0.064 Uiso 1 1 calc R . .
H17C H 1.2591 0.1291 0.5325 0.064 Uiso 1 1 calc R . .
C16 C 0.6728(2) 0.28285(19) 0.43624(15) 0.0421(4) Uani 1 1 d . . .
H16A H 0.6460 0.2330 0.3516 0.063 Uiso 1 1 calc R . .
H16B H 0.7321 0.3954 0.4469 0.063 Uiso 1 1 calc R . .
H16C H 0.5591 0.2604 0.4498 0.063 Uiso 1 1 calc R . .
H2A H 0.951(3) 0.336(2) 0.3761(19) 0.055(5) Uiso 1 1 d . . .
H1A H 0.969(3) 0.565(2) 1.2340(17) 0.051(5) Uiso 1 1 d . . .
H2B H 1.111(3) 0.271(2) 0.413(2) 0.077(6) Uiso 1 1 d . . .
H1B H 0.765(3) 0.498(2) 1.1947(17) 0.053(5) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C6 0.0293(6) 0.0277(6) 0.0227(6) 0.0093(5) 0.0108(5) 0.0081(5)
C2 0.0299(6) 0.0281(6) 0.0282(7) 0.0129(5) 0.0149(5) 0.0116(5)
C1 0.0346(7) 0.0251(6) 0.0224(6) 0.0089(5) 0.0144(5) 0.0109(5)
C3 0.0290(6) 0.0265(6) 0.0240(6) 0.0076(5) 0.0087(5) 0.0056(5)
N1 0.0428(7) 0.0318(6) 0.0342(7) 0.0016(5) 0.0204(5) 0.0103(6)
C5 0.0300(6) 0.0320(7) 0.0281(7) 0.0110(5) 0.0155(5) 0.0132(5)
C15 0.0333(7) 0.0309(7) 0.0237(6) -0.0011(5) 0.0060(5) 0.0141(5)
C11 0.0267(6) 0.0294(6) 0.0286(7) 0.0000(5) 0.0127(5) 0.0089(5)
C13 0.0307(6) 0.0249(6) 0.0243(6) -0.0011(5) 0.0117(5) 0.0042(5)
C4 0.0367(7) 0.0258(6) 0.0241(6) 0.0088(5) 0.0146(5) 0.0109(5)
C12 0.0279(6) 0.0267(6) 0.0244(6) 0.0001(5) 0.0071(5) 0.0077(5)
C14 0.0272(6) 0.0309(7) 0.0273(7) -0.0044(5) 0.0102(5) 0.0083(5)
C9 0.0485(8) 0.0286(7) 0.0320(7) 0.0053(5) 0.0203(6) 0.0121(6)
C10 0.0353(7) 0.0243(6) 0.0235(6) -0.0010(5) 0.0122(5) 0.0084(5)
N2 0.0464(8) 0.0477(8) 0.0390(7) 0.0144(6) 0.0255(6) 0.0155(6)
C7 0.0318(7) 0.0399(8) 0.0325(7) 0.0053(6) 0.0103(6) 0.0067(6)
C8 0.0353(7) 0.0401(8) 0.0462(9) 0.0128(6) 0.0207(6) 0.0160(6)
C17 0.0309(7) 0.0523(9) 0.0434(9) -0.0007(7) 0.0150(6) 0.0150(7)
C16 0.0360(8) 0.0493(9) 0.0385(8) 0.0137(7) 0.0098(6) 0.0163(7)

_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
C6 C1 1.4038(17) . ?
C6 C5 1.3855(18) . ?
C6 C7 1.5056(18) . ?
C2 C1 1.3987(18) . ?
C2 C3 1.3938(18) . ?
C2 C8 1.5036(17) . ?
C1 N1 1.4053(17) . ?
C3 H3 0.9300 . ?
C3 C4 1.3843(18) . ?
N1 H1A 0.892(19) . ?
N1 H1B 0.888(19) . ?
C5 H5 0.9300 . ?
C5 C4 1.3920(18) . ?
C15 H15 0.9300 . ?
C15 C14 1.3851(19) . ?
C15 C10 1.3892(18) . ?
C11 H11 0.9300 . ?
C11 C12 1.3851(18) . ?
C11 C10 1.3926(18) . ?
C13 C12 1.4058(17) . ?
C13 C14 1.4042(18) . ?
C13 N2 1.3888(17) . ?
C4 C9 1.5154(18) . ?
C12 C16 1.5045(18) . ?
C14 C17 1.5039(18) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5103(18) . ?
N2 H2A 0.90(2) . ?
N2 H2B 0.92(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C6 C7 120.60(11) . . ?
C5 C6 C1 118.67(11) . . ?
C5 C6 C7 120.73(12) . . ?
C1 C2 C8 120.71(12) . . ?
C3 C2 C1 118.85(11) . . ?
C3 C2 C8 120.43(12) . . ?
C6 C1 N1 119.59(12) . . ?
C2 C1 C6 120.14(11) . . ?
C2 C1 N1 120.16(12) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 C2 122.31(12) . . ?
C4 C3 H3 118.8 . . ?
C1 N1 H1A 115.2(12) . . ?
C1 N1 H1B 113.7(12) . . ?
H1A N1 H1B 112.2(16) . . ?
C6 C5 H5 118.7 . . ?
C6 C5 C4 122.57(12) . . ?
C4 C5 H5 118.7 . . ?
C14 C15 H15 118.7 . . ?
C14 C15 C10 122.62(12) . . ?
C10 C15 H15 118.7 . . ?
C12 C11 H11 118.8 . . ?
C12 C11 C10 122.42(12) . . ?
C10 C11 H11 118.8 . . ?
C14 C13 C12 119.68(12) . . ?
N2 C13 C12 120.88(12) . . ?
N2 C13 C14 119.43(12) . . ?
C3 C4 C5 117.42(11) . . ?
C3 C4 C9 121.96(12) . . ?
C5 C4 C9 120.61(12) . . ?
C11 C12 C13 119.06(11) . . ?
C11 C12 C16 120.95(12) . . ?
C13 C12 C16 119.99(12) . . ?
C15 C14 C13 118.98(12) . . ?
C15 C14 C17 121.11(12) . . ?
C13 C14 C17 119.91(12) . . ?
C4 C9 H9A 109.0 . . ?
C4 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 C4 113.13(10) . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C15 C10 C11 117.22(12) . . ?
C15 C10 C9 121.60(12) . . ?
C11 C10 C9 121.16(12) . . ?
C13 N2 H2A 119.7(12) . . ?
C13 N2 H2B 116.7(13) . . ?
H2A N2 H2B 117.0(18) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
C6 C5 C4 C3 0.44(18) . . . . ?
C6 C5 C4 C9 179.37(11) . . . . ?
C2 C3 C4 C5 1.11(18) . . . . ?
C2 C3 C4 C9 -177.81(11) . . . . ?
C1 C6 C5 C4 -1.89(18) . . . . ?
C1 C2 C3 C4 -1.13(18) . . . . ?
C3 C2 C1 C6 -0.38(17) . . . . ?
C3 C2 C1 N1 -176.62(11) . . . . ?
C3 C4 C9 C10 111.91(14) . . . . ?
C5 C6 C1 C2 1.83(17) . . . . ?
C5 C6 C1 N1 178.09(11) . . . . ?
C5 C4 C9 C10 -66.97(16) . . . . ?
C4 C9 C10 C15 105.33(14) . . . . ?
C4 C9 C10 C11 -73.07(16) . . . . ?
C12 C11 C10 C15 0.78(18) . . . . ?
C12 C11 C10 C9 179.24(11) . . . . ?
C12 C13 C14 C15 1.25(18) . . . . ?
C12 C13 C14 C17 -178.25(11) . . . . ?
C14 C15 C10 C11 0.12(18) . . . . ?
C14 C15 C10 C9 -178.34(11) . . . . ?
C14 C13 C12 C11 -0.41(17) . . . . ?
C14 C13 C12 C16 179.84(12) . . . . ?
C10 C15 C14 C13 -1.12(18) . . . . ?
C10 C15 C14 C17 178.37(12) . . . . ?
C10 C11 C12 C13 -0.64(18) . . . . ?
C10 C11 C12 C16 179.12(12) . . . . ?
N2 C13 C12 C11 -178.97(12) . . . . ?
N2 C13 C12 C16 1.27(18) . . . . ?
N2 C13 C14 C15 179.84(12) . . . . ?
N2 C13 C14 C17 0.34(18) . . . . ?
C7 C6 C1 C2 -178.82(11) . . . . ?
C7 C6 C1 N1 -2.57(18) . . . . ?
C7 C6 C5 C4 178.77(12) . . . . ?
C8 C2 C1 C6 -179.14(11) . . . . ?
C8 C2 C1 N1 4.62(18) . . . . ?
C8 C2 C3 C4 177.64(11) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948910'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-I-208

_audit_creation_date             2013-04-26
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;

_chemical_name_common            MBDA-Form-I
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2268(7)
_cell_length_b                   9.0703(6)
_cell_length_c                   11.4426(8)
_cell_angle_alpha                93.691(5)
_cell_angle_beta                 110.218(7)
_cell_angle_gamma                108.335(6)
_cell_volume                     746.06(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2049
_cell_measurement_temperature    208(2)
_cell_measurement_theta_max      29.0303
_cell_measurement_theta_min      4.1349
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7125
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.09
_diffrn_reflns_theta_min         4.14
_diffrn_ambient_temperature      208(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9886
_diffrn_measured_fraction_theta_max 0.9183
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -39.00   49.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960   57.0000  150.0000 88

#__ type_ start__ end____ width___ exp.time_
  2 omega  -59.00   55.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960   19.0000   90.0000 114

#__ type_ start__ end____ width___ exp.time_
  3 omega  -25.00   20.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -99.0000   30.0000 45

#__ type_ start__ end____ width___ exp.time_
  4 omega  -25.00   23.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -99.0000 -180.0000 48

#__ type_ start__ end____ width___ exp.time_
  5 omega   35.00   95.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -       19.2928  178.0000   30.0000 60

#__ type_ start__ end____ width___ exp.time_
  6 omega  -90.00  -53.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -37.0000  -30.0000 37

#__ type_ start__ end____ width___ exp.time_
  7 omega   -2.00   88.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -       19.2928   57.0000  150.0000 90
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0533589000
_diffrn_orient_matrix_UB_12      0.0243672000
_diffrn_orient_matrix_UB_13      0.0662133000
_diffrn_orient_matrix_UB_21      -0.0823444000
_diffrn_orient_matrix_UB_22      -0.0123536000
_diffrn_orient_matrix_UB_23      0.0113317000
_diffrn_orient_matrix_UB_31      -0.0082732000
_diffrn_orient_matrix_UB_32      -0.0794156000
_diffrn_orient_matrix_UB_33      0.0047152000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2567
_reflns_number_total             3372
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0504P)²+0.1414P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1221
_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. 
 Hydrogen atoms bonded to carbon have been placed at calculated positions.
 Hydrogen atoms bonded to amine nitrogen have been isotropically refined.
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.01255(18) 0.35666(15) 0.09652(12) 0.0296(3) Uani 1 1 d . . .
C2 C -0.32319(18) 0.25936(15) 0.02733(12) 0.0301(3) Uani 1 1 d . . .
C1 C -0.14822(18) 0.36603(14) 0.10881(12) 0.0287(3) Uani 1 1 d . . .
C3 C -0.33458(18) 0.14565(15) -0.06595(12) 0.0314(3) Uani 1 1 d . . .
H3 H -0.4508 0.0737 -0.1192 0.038 Uiso 1 1 calc R . .
N1 N -0.1317(2) 0.47683(15) 0.20779(12) 0.0406(3) Uani 1 1 d . . .
C5 C -0.00683(18) 0.24351(15) 0.00042(12) 0.0311(3) Uani 1 1 d . . .
H5 H 0.0994 0.2392 -0.0093 0.037 Uiso 1 1 calc R . .
C15 C 0.03243(19) 0.10168(16) -0.29522(12) 0.0339(3) Uani 1 1 d . . .
H15 H 0.1099 0.0610 -0.2377 0.041 Uiso 1 1 calc R . .
C11 C -0.24924(18) 0.14986(14) -0.37577(12) 0.0313(3) Uani 1 1 d . . .
H11 H -0.3624 0.1434 -0.3721 0.038 Uiso 1 1 calc R . .
C13 C -0.02849(18) 0.23056(15) -0.47408(12) 0.0315(3) Uani 1 1 d . . .
C4 C -0.17890(19) 0.13596(15) -0.08212(12) 0.0309(3) Uani 1 1 d . . .
C12 C -0.19974(18) 0.21985(15) -0.46883(12) 0.0311(3) Uani 1 1 d . . .
C14 C 0.08986(18) 0.17264(16) -0.38527(13) 0.0333(3) Uani 1 1 d . . .
C9 C -0.1928(2) 0.01543(16) -0.18650(14) 0.0398(3) Uani 1 1 d . . .
H9A H -0.1145 -0.0436 -0.1492 0.048 Uiso 1 1 calc R . .
H9B H -0.3198 -0.0588 -0.2258 0.048 Uiso 1 1 calc R . .
C10 C -0.13579(19) 0.08909(14) -0.28779(12) 0.0317(3) Uani 1 1 d . . .
N2 N 0.0278(2) 0.30208(17) -0.56483(14) 0.0473(3) Uani 1 1 d . . .
C7 C 0.2018(2) 0.46842(17) 0.18512(14) 0.0413(4) Uani 1 1 d . . .
H7A H 0.2151 0.5747 0.1729 0.062 Uiso 1 1 calc R . .
H7B H 0.2952 0.4398 0.1677 0.062 Uiso 1 1 calc R . .
H7C H 0.2159 0.4621 0.2713 0.062 Uiso 1 1 calc R . .
C8 C -0.4968(2) 0.26911(18) 0.03799(16) 0.0432(4) Uani 1 1 d . . .
H8A H -0.4863 0.2708 0.1243 0.065 Uiso 1 1 calc R . .
H8B H -0.6018 0.1787 -0.0162 0.065 Uiso 1 1 calc R . .
H8C H -0.5132 0.3641 0.0127 0.065 Uiso 1 1 calc R . .
C17 C 0.2758(2) 0.1881(2) -0.38836(16) 0.0492(4) Uani 1 1 d . . .
H17A H 0.3421 0.1485 -0.3187 0.074 Uiso 1 1 calc R . .
H17B H 0.3458 0.2975 -0.3815 0.074 Uiso 1 1 calc R . .
H17C H 0.2581 0.1281 -0.4669 0.074 Uiso 1 1 calc R . .
C16 C -0.3270(2) 0.2825(2) -0.56323(16) 0.0475(4) Uani 1 1 d . . .
H16A H -0.3548 0.2320 -0.6477 0.071 Uiso 1 1 calc R . .
H16B H -0.2676 0.3948 -0.5531 0.071 Uiso 1 1 calc R . .
H16C H -0.4400 0.2609 -0.5491 0.071 Uiso 1 1 calc R . .
H2A H -0.052(3) 0.335(2) -0.6220(19) 0.056(5) Uiso 1 1 d . . .
H1A H -0.031(3) 0.565(2) 0.2322(17) 0.052(5) Uiso 1 1 d . . .
H2B H 0.109(3) 0.269(2) -0.587(2) 0.078(7) Uiso 1 1 d . . .
H1B H -0.236(3) 0.498(2) 0.1954(18) 0.065(6) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C6 0.0319(7) 0.0318(6) 0.0237(6) 0.0094(5) 0.0109(5) 0.0088(5)
C2 0.0328(7) 0.0324(6) 0.0294(7) 0.0135(5) 0.0151(5) 0.0125(5)
C1 0.0378(7) 0.0286(6) 0.0238(6) 0.0097(5) 0.0156(5) 0.0124(5)
C3 0.0327(7) 0.0302(6) 0.0258(7) 0.0082(5) 0.0092(5) 0.0058(5)
N1 0.0485(8) 0.0366(7) 0.0374(7) 0.0006(5) 0.0225(6) 0.0108(6)
C5 0.0338(7) 0.0354(7) 0.0310(7) 0.0124(5) 0.0178(6) 0.0146(6)
C15 0.0365(7) 0.0364(7) 0.0253(7) -0.0003(5) 0.0061(5) 0.0163(6)
C11 0.0294(7) 0.0332(7) 0.0307(7) 0.0005(5) 0.0138(5) 0.0091(5)
C13 0.0341(7) 0.0307(6) 0.0250(6) -0.0014(5) 0.0126(5) 0.0056(5)
C4 0.0400(7) 0.0296(6) 0.0253(6) 0.0093(5) 0.0152(6) 0.0115(6)
C12 0.0312(7) 0.0306(6) 0.0254(6) 0.0005(5) 0.0075(5) 0.0079(5)
C14 0.0300(7) 0.0362(7) 0.0291(7) -0.0050(5) 0.0102(5) 0.0094(6)
C9 0.0548(9) 0.0319(7) 0.0343(8) 0.0061(6) 0.0215(7) 0.0131(6)
C10 0.0397(7) 0.0291(6) 0.0250(6) -0.0002(5) 0.0132(5) 0.0110(6)
N2 0.0526(8) 0.0545(8) 0.0428(8) 0.0165(6) 0.0283(7) 0.0175(7)
C7 0.0349(8) 0.0452(8) 0.0355(8) 0.0052(6) 0.0109(6) 0.0071(6)
C8 0.0393(8) 0.0472(8) 0.0500(9) 0.0148(7) 0.0226(7) 0.0177(7)
C17 0.0360(8) 0.0603(10) 0.0495(10) -0.0005(8) 0.0174(7) 0.0164(7)
C16 0.0414(8) 0.0562(9) 0.0414(9) 0.0153(7) 0.0099(7) 0.0187(7)

_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
C6 C1 1.4050(18) . ?
C6 C5 1.3851(18) . ?
C6 C7 1.5045(18) . ?
C2 C1 1.3991(18) . ?
C2 C3 1.3929(18) . ?
C2 C8 1.5039(19) . ?
C1 N1 1.4044(17) . ?
C3 H3 0.9300 . ?
C3 C4 1.3838(19) . ?
N1 H1A 0.891(19) . ?
N1 H1B 0.90(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.3914(18) . ?
C15 H15 0.9300 . ?
C15 C14 1.389(2) . ?
C15 C10 1.3851(19) . ?
C11 H11 0.9300 . ?
C11 C12 1.3881(18) . ?
C11 C10 1.3907(19) . ?
C13 C12 1.4040(18) . ?
C13 C14 1.401(2) . ?
C13 N2 1.3944(18) . ?
C4 C9 1.5145(18) . ?
C12 C16 1.503(2) . ?
C14 C17 1.5049(19) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5126(19) . ?
N2 H2A 0.89(2) . ?
N2 H2B 0.91(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C6 C7 120.65(12) . . ?
C5 C6 C1 118.66(12) . . ?
C5 C6 C7 120.69(12) . . ?
C1 C2 C8 120.74(12) . . ?
C3 C2 C1 118.94(12) . . ?
C3 C2 C8 120.31(12) . . ?
C2 C1 C6 120.04(11) . . ?
C2 C1 N1 120.25(12) . . ?
N1 C1 C6 119.61(12) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.27(12) . . ?
C4 C3 H3 118.9 . . ?
C1 N1 H1A 114.6(11) . . ?
C1 N1 H1B 114.0(12) . . ?
H1A N1 H1B 112.2(16) . . ?
C6 C5 H5 118.7 . . ?
C6 C5 C4 122.59(12) . . ?
C4 C5 H5 118.7 . . ?
C14 C15 H15 118.7 . . ?
C10 C15 H15 118.7 . . ?
C10 C15 C14 122.56(13) . . ?
C12 C11 H11 118.8 . . ?
C12 C11 C10 122.41(12) . . ?
C10 C11 H11 118.8 . . ?
C14 C13 C12 119.87(12) . . ?
N2 C13 C12 120.75(13) . . ?
N2 C13 C14 119.36(13) . . ?
C3 C4 C5 117.47(12) . . ?
C3 C4 C9 121.97(12) . . ?
C5 C4 C9 120.55(12) . . ?
C11 C12 C13 118.89(12) . . ?
C11 C12 C16 120.89(13) . . ?
C13 C12 C16 120.22(13) . . ?
C15 C14 C13 118.89(12) . . ?
C15 C14 C17 121.11(13) . . ?
C13 C14 C17 120.00(13) . . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 C4 113.22(11) . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C15 C10 C11 117.36(12) . . ?
C15 C10 C9 121.55(13) . . ?
C11 C10 C9 121.08(12) . . ?
C13 N2 H2A 117.6(12) . . ?
C13 N2 H2B 115.7(14) . . ?
H2A N2 H2B 119.6(19) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
C6 C5 C4 C3 0.39(19) . . . . ?
C6 C5 C4 C9 179.43(12) . . . . ?
C2 C3 C4 C5 1.06(19) . . . . ?
C2 C3 C4 C9 -177.96(12) . . . . ?
C1 C6 C5 C4 -1.84(19) . . . . ?
C1 C2 C3 C4 -0.99(19) . . . . ?
C3 C2 C1 C6 -0.51(18) . . . . ?
C3 C2 C1 N1 -176.80(12) . . . . ?
C3 C4 C9 C10 111.86(15) . . . . ?
C5 C6 C1 C2 1.87(18) . . . . ?
C5 C6 C1 N1 178.18(12) . . . . ?
C5 C4 C9 C10 -67.13(17) . . . . ?
C4 C9 C10 C15 105.41(15) . . . . ?
C4 C9 C10 C11 -73.27(17) . . . . ?
C12 C11 C10 C15 0.47(18) . . . . ?
C12 C11 C10 C9 179.21(11) . . . . ?
C12 C13 C14 C15 1.63(18) . . . . ?
C12 C13 C14 C17 -178.28(12) . . . . ?
C14 C15 C10 C11 0.49(19) . . . . ?
C14 C15 C10 C9 -178.24(12) . . . . ?
C14 C13 C12 C11 -0.72(18) . . . . ?
C14 C13 C12 C16 179.64(12) . . . . ?
C10 C15 C14 C13 -1.54(19) . . . . ?
C10 C15 C14 C17 178.37(12) . . . . ?
C10 C11 C12 C13 -0.35(18) . . . . ?
C10 C11 C12 C16 179.29(12) . . . . ?
N2 C13 C12 C11 -179.03(12) . . . . ?
N2 C13 C12 C16 1.33(19) . . . . ?
N2 C13 C14 C15 179.96(12) . . . . ?
N2 C13 C14 C17 0.06(19) . . . . ?
C7 C6 C1 C2 -178.76(12) . . . . ?
C7 C6 C1 N1 -2.44(18) . . . . ?
C7 C6 C5 C4 178.79(12) . . . . ?
C8 C2 C1 C6 -179.15(12) . . . . ?
C8 C2 C1 N1 4.56(18) . . . . ?
C8 C2 C3 C4 177.66(12) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948911'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-I-238

_audit_creation_date             2013-04-26
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;

_chemical_name_common            MBDA-Form-I
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2384(8)
_cell_length_b                   9.0950(6)
_cell_length_c                   11.4600(8)
_cell_angle_alpha                93.700(6)
_cell_angle_beta                 110.161(8)
_cell_angle_gamma                108.267(7)
_cell_volume                     750.96(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1913
_cell_measurement_temperature    238(2)
_cell_measurement_theta_max      29.0685
_cell_measurement_theta_min      3.9781
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7096
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         3.99
_diffrn_ambient_temperature      238(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9903
_diffrn_measured_fraction_theta_max 0.9153
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -59.00   52.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960   19.0000  150.0000 111

#__ type_ start__ end____ width___ exp.time_
  2 omega  -89.00  -15.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -37.0000  150.0000 74

#__ type_ start__ end____ width___ exp.time_
  3 omega  -24.00   19.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -99.0000  120.0000 43

#__ type_ start__ end____ width___ exp.time_
  4 omega  -82.00  -22.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  144.0000 -163.0000 60

#__ type_ start__ end____ width___ exp.time_
  5 omega   32.00   94.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -       19.2928 -178.0000   90.0000 62

#__ type_ start__ end____ width___ exp.time_
  6 omega  -90.00  -51.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -37.0000   60.0000 39

#__ type_ start__ end____ width___ exp.time_
  7 omega  -86.00    4.00   1.0000    2.2000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -57.0000    0.0000 90
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0532166000
_diffrn_orient_matrix_UB_12      0.0242477000
_diffrn_orient_matrix_UB_13      0.0660665000
_diffrn_orient_matrix_UB_21      -0.0821746000
_diffrn_orient_matrix_UB_22      -0.0122992000
_diffrn_orient_matrix_UB_23      0.0113807000
_diffrn_orient_matrix_UB_31      -0.0081574000
_diffrn_orient_matrix_UB_32      -0.0791715000
_diffrn_orient_matrix_UB_33      0.0047107000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2470
_reflns_number_total             3406
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3406
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0511P)²+0.1485P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1131
_refine_ls_wR_factor_ref         0.1282
_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. 
 Hydrogen atoms bonded to carbon have been placed at calculated positions.
 Hydrogen atoms bonded to amine nitrogen have been isotropically refined.
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.01262(19) 0.35626(16) 0.09653(12) 0.0337(3) Uani 1 1 d . . .
C2 C -0.3221(2) 0.26001(16) 0.02752(13) 0.0346(3) Uani 1 1 d . . .
C1 C -0.1474(2) 0.36602(15) 0.10880(12) 0.0334(3) Uani 1 1 d . . .
C3 C -0.3337(2) 0.14629(16) -0.06576(13) 0.0363(3) Uani 1 1 d . . .
H3 H -0.4498 0.0748 -0.1188 0.044 Uiso 1 1 calc R . .
N1 N -0.1308(2) 0.47667(17) 0.20779(13) 0.0466(3) Uani 1 1 d . . .
C5 C -0.0070(2) 0.24334(16) 0.00042(13) 0.0357(3) Uani 1 1 d . . .
H5 H 0.0990 0.2390 -0.0093 0.043 Uiso 1 1 calc R . .
C15 C 0.0326(2) 0.10235(17) -0.29508(13) 0.0388(3) Uani 1 1 d . . .
H15 H 0.1101 0.0620 -0.2375 0.047 Uiso 1 1 calc R . .
C11 C -0.2489(2) 0.15007(16) -0.37550(13) 0.0364(3) Uani 1 1 d . . .
H11 H -0.3619 0.1436 -0.3718 0.044 Uiso 1 1 calc R . .
C13 C -0.0288(2) 0.23038(16) -0.47372(13) 0.0362(3) Uani 1 1 d . . .
C4 C -0.1783(2) 0.13634(16) -0.08203(12) 0.0356(3) Uani 1 1 d . . .
C12 C -0.1994(2) 0.21988(16) -0.46858(13) 0.0355(3) Uani 1 1 d . . .
C14 C 0.0898(2) 0.17308(17) -0.38506(13) 0.0382(3) Uani 1 1 d . . .
C9 C -0.1923(3) 0.01604(17) -0.18636(14) 0.0456(4) Uani 1 1 d . . .
H9A H -0.1139 -0.0428 -0.1493 0.055 Uiso 1 1 calc R . .
H9B H -0.3189 -0.0579 -0.2254 0.055 Uiso 1 1 calc R . .
C10 C -0.1357(2) 0.08959(16) -0.28780(13) 0.0363(3) Uani 1 1 d . . .
N2 N 0.0268(3) 0.30156(19) -0.56487(15) 0.0548(4) Uani 1 1 d . . .
C7 C 0.2014(2) 0.46724(19) 0.18484(15) 0.0477(4) Uani 1 1 d . . .
H7A H 0.2136 0.5735 0.1743 0.072 Uiso 1 1 calc R . .
H7B H 0.2945 0.4403 0.1658 0.072 Uiso 1 1 calc R . .
H7C H 0.2167 0.4587 0.2707 0.072 Uiso 1 1 calc R . .
C8 C -0.4952(2) 0.2700(2) 0.03841(17) 0.0502(4) Uani 1 1 d . . .
H8A H -0.4860 0.2690 0.1242 0.075 Uiso 1 1 calc R . .
H8B H -0.6003 0.1813 -0.0172 0.075 Uiso 1 1 calc R . .
H8C H -0.5099 0.3660 0.0152 0.075 Uiso 1 1 calc R . .
C17 C 0.2751(2) 0.1881(2) -0.38809(17) 0.0569(5) Uani 1 1 d . . .
H17A H 0.3401 0.1467 -0.3195 0.085 Uiso 1 1 calc R . .
H17B H 0.3460 0.2973 -0.3796 0.085 Uiso 1 1 calc R . .
H17C H 0.2577 0.1300 -0.4671 0.085 Uiso 1 1 calc R . .
C16 C -0.3273(2) 0.2821(2) -0.56274(16) 0.0552(4) Uani 1 1 d . . .
H16A H -0.3583 0.2291 -0.6470 0.083 Uiso 1 1 calc R . .
H16B H -0.2668 0.3934 -0.5548 0.083 Uiso 1 1 calc R . .
H16C H -0.4382 0.2634 -0.5466 0.083 Uiso 1 1 calc R . .
H2A H -0.054(3) 0.338(2) -0.623(2) 0.075(7) Uiso 1 1 d . . .
H1A H -0.032(3) 0.565(2) 0.2330(19) 0.068(6) Uiso 1 1 d . . .
H2B H 0.108(3) 0.273(3) -0.582(2) 0.087(8) Uiso 1 1 d . . .
H1B H -0.234(3) 0.500(2) 0.1919(18) 0.067(6) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C6 0.0360(8) 0.0353(7) 0.0292(7) 0.0113(5) 0.0135(6) 0.0097(6)
C2 0.0375(8) 0.0364(7) 0.0357(7) 0.0148(6) 0.0184(6) 0.0145(6)
C1 0.0429(8) 0.0327(7) 0.0290(7) 0.0103(5) 0.0183(6) 0.0134(6)
C3 0.0360(8) 0.0352(7) 0.0322(7) 0.0104(6) 0.0111(6) 0.0069(6)
N1 0.0572(10) 0.0418(8) 0.0437(8) 0.0021(6) 0.0270(7) 0.0144(7)
C5 0.0384(8) 0.0401(8) 0.0363(7) 0.0134(6) 0.0207(6) 0.0160(6)
C15 0.0416(8) 0.0412(8) 0.0299(7) -0.0013(6) 0.0078(6) 0.0182(7)
C11 0.0338(8) 0.0385(7) 0.0366(7) 0.0004(6) 0.0159(6) 0.0113(6)
C13 0.0384(8) 0.0342(7) 0.0311(7) -0.0019(5) 0.0156(6) 0.0059(6)
C4 0.0457(9) 0.0338(7) 0.0300(7) 0.0104(5) 0.0178(6) 0.0133(6)
C12 0.0356(8) 0.0345(7) 0.0305(7) 0.0003(5) 0.0095(6) 0.0095(6)
C14 0.0345(8) 0.0412(8) 0.0346(7) -0.0058(6) 0.0123(6) 0.0115(6)
C9 0.0639(11) 0.0361(8) 0.0395(8) 0.0071(6) 0.0256(8) 0.0153(7)
C10 0.0451(9) 0.0329(7) 0.0300(7) -0.0003(5) 0.0159(6) 0.0126(6)
N2 0.0606(10) 0.0622(9) 0.0522(9) 0.0188(7) 0.0347(8) 0.0196(8)
C7 0.0401(9) 0.0525(9) 0.0417(8) 0.0062(7) 0.0133(7) 0.0083(7)
C8 0.0450(10) 0.0546(10) 0.0605(10) 0.0182(8) 0.0270(8) 0.0213(8)
C17 0.0395(10) 0.0703(11) 0.0590(11) -0.0025(9) 0.0204(8) 0.0184(9)
C16 0.0478(10) 0.0656(11) 0.0484(9) 0.0174(8) 0.0120(8) 0.0216(9)

_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
C6 C1 1.4022(19) . ?
C6 C5 1.3860(19) . ?
C6 C7 1.504(2) . ?
C2 C1 1.399(2) . ?
C2 C3 1.3950(19) . ?
C2 C8 1.504(2) . ?
C1 N1 1.4062(18) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(2) . ?
N1 H1A 0.89(2) . ?
N1 H1B 0.90(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.390(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.389(2) . ?
C15 C10 1.387(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.3899(19) . ?
C11 C10 1.389(2) . ?
C13 C12 1.401(2) . ?
C13 C14 1.401(2) . ?
C13 N2 1.3968(18) . ?
C4 C9 1.5157(19) . ?
C12 C16 1.504(2) . ?
C14 C17 1.502(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5147(19) . ?
N2 H2A 0.92(2) . ?
N2 H2B 0.87(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C6 C7 120.67(13) . . ?
C5 C6 C1 118.58(13) . . ?
C5 C6 C7 120.75(13) . . ?
C1 C2 C8 120.75(13) . . ?
C3 C2 C1 119.00(13) . . ?
C3 C2 C8 120.25(14) . . ?
C6 C1 N1 119.59(14) . . ?
C2 C1 C6 120.05(12) . . ?
C2 C1 N1 120.26(13) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.19(13) . . ?
C4 C3 H3 118.9 . . ?
C1 N1 H1A 115.8(13) . . ?
C1 N1 H1B 112.6(13) . . ?
H1A N1 H1B 110.1(18) . . ?
C6 C5 H5 118.6 . . ?
C6 C5 C4 122.84(13) . . ?
C4 C5 H5 118.6 . . ?
C14 C15 H15 118.7 . . ?
C10 C15 H15 118.7 . . ?
C10 C15 C14 122.50(13) . . ?
C12 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
C10 C11 C12 122.40(13) . . ?
C14 C13 C12 120.09(12) . . ?
N2 C13 C12 120.47(14) . . ?
N2 C13 C14 119.42(14) . . ?
C3 C4 C5 117.31(12) . . ?
C3 C4 C9 121.95(14) . . ?
C5 C4 C9 120.73(13) . . ?
C11 C12 C13 118.80(13) . . ?
C11 C12 C16 120.67(14) . . ?
C13 C12 C16 120.53(13) . . ?
C15 C14 C13 118.78(13) . . ?
C15 C14 C17 120.98(14) . . ?
C13 C14 C17 120.24(14) . . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9B 108.9 . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 C4 113.18(11) . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C15 C10 C11 117.40(12) . . ?
C15 C10 C9 121.40(14) . . ?
C11 C10 C9 121.19(14) . . ?
C13 N2 H2A 118.1(13) . . ?
C13 N2 H2B 114.8(15) . . ?
H2A N2 H2B 122(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
C6 C5 C4 C3 0.40(19) . . . . ?
C6 C5 C4 C9 179.46(12) . . . . ?
C2 C3 C4 C5 1.13(19) . . . . ?
C2 C3 C4 C9 -177.91(12) . . . . ?
C1 C6 C5 C4 -1.92(19) . . . . ?
C1 C2 C3 C4 -1.07(19) . . . . ?
C3 C2 C1 C6 -0.51(18) . . . . ?
C3 C2 C1 N1 -176.75(12) . . . . ?
C3 C4 C9 C10 111.70(16) . . . . ?
C5 C6 C1 C2 1.95(18) . . . . ?
C5 C6 C1 N1 178.21(12) . . . . ?
C5 C4 C9 C10 -67.32(18) . . . . ?
C4 C9 C10 C15 105.23(16) . . . . ?
C4 C9 C10 C11 -73.33(18) . . . . ?
C12 C11 C10 C15 0.6(2) . . . . ?
C12 C11 C10 C9 179.21(12) . . . . ?
C12 C13 C14 C15 1.8(2) . . . . ?
C12 C13 C14 C17 -178.33(13) . . . . ?
C14 C15 C10 C11 0.4(2) . . . . ?
C14 C15 C10 C9 -178.23(13) . . . . ?
C14 C13 C12 C11 -0.9(2) . . . . ?
C14 C13 C12 C16 179.56(13) . . . . ?
C10 C15 C14 C13 -1.6(2) . . . . ?
C10 C15 C14 C17 178.55(13) . . . . ?
C10 C11 C12 C13 -0.3(2) . . . . ?
C10 C11 C12 C16 179.23(13) . . . . ?
N2 C13 C12 C11 -179.17(13) . . . . ?
N2 C13 C12 C16 1.3(2) . . . . ?
N2 C13 C14 C15 -179.90(13) . . . . ?
N2 C13 C14 C17 0.0(2) . . . . ?
C7 C6 C1 C2 -178.76(12) . . . . ?
C7 C6 C1 N1 -2.50(19) . . . . ?
C7 C6 C5 C4 178.79(12) . . . . ?
C8 C2 C1 C6 -179.30(12) . . . . ?
C8 C2 C1 N1 4.45(19) . . . . ?
C8 C2 C3 C4 177.73(12) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948912'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-I-268
_audit_creation_date             2013-04-26
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;

_chemical_name_common            MBDA-Form-I
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2565(8)
_cell_length_b                   9.1147(6)
_cell_length_c                   11.4695(8)
_cell_angle_alpha                93.722(5)
_cell_angle_beta                 110.153(8)
_cell_angle_gamma                108.221(7)
_cell_volume                     755.11(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1782
_cell_measurement_temperature    268(2)
_cell_measurement_theta_max      28.9956
_cell_measurement_theta_min      4.7902
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98535
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6901
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.06
_diffrn_reflns_theta_min         4.80
_diffrn_ambient_temperature      268(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9874
_diffrn_measured_fraction_theta_max 0.8867
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -86.00    1.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -57.0000  -30.0000 87

#__ type_ start__ end____ width___ exp.time_
  2 omega  -79.00  -32.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  178.0000   90.0000 47

#__ type_ start__ end____ width___ exp.time_
  3 omega  -24.00   18.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -99.0000  120.0000 42

#__ type_ start__ end____ width___ exp.time_
  4 omega  -83.00  -22.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  144.0000 -163.0000 61

#__ type_ start__ end____ width___ exp.time_
  5 omega  -59.00   52.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960   19.0000  150.0000 111

#__ type_ start__ end____ width___ exp.time_
  6 omega  -90.00   27.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -19.0000   90.0000 117
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0530723000
_diffrn_orient_matrix_UB_12      0.0241688000
_diffrn_orient_matrix_UB_13      0.0660084000
_diffrn_orient_matrix_UB_21      -0.0819790000
_diffrn_orient_matrix_UB_22      -0.0122683000
_diffrn_orient_matrix_UB_23      0.0113790000
_diffrn_orient_matrix_UB_31      -0.0080810000
_diffrn_orient_matrix_UB_32      -0.0789864000
_diffrn_orient_matrix_UB_33      0.0046862000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2389
_reflns_number_total             3386
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3386
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0535P)²+0.1041P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1322
_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. 
 Hydrogen atoms bonded to carbon have been placed at calculated positions.
 Hydrogen atoms bonded to amine nitrogen have been isotropically refined.
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.0124(2) 0.35567(16) 0.09651(12) 0.0379(3) Uani 1 1 d . . .
C2 C -0.32133(19) 0.26024(16) 0.02759(13) 0.0388(3) Uani 1 1 d . . .
C1 C -0.1466(2) 0.36620(15) 0.10883(12) 0.0375(3) Uani 1 1 d . . .
C3 C -0.3323(2) 0.14735(16) -0.06542(13) 0.0412(3) Uani 1 1 d . . .
H3 H -0.4481 0.0763 -0.1187 0.049 Uiso 1 1 calc R . .
N1 N -0.1306(3) 0.47637(17) 0.20743(14) 0.0533(4) Uani 1 1 d . . .
C5 C -0.0066(2) 0.24330(16) 0.00064(13) 0.0404(3) Uani 1 1 d . . .
H5 H 0.0991 0.2389 -0.0091 0.049 Uiso 1 1 calc R . .
C15 C 0.0325(2) 0.10294(17) -0.29505(13) 0.0442(4) Uani 1 1 d . . .
H15 H 0.1102 0.0631 -0.2374 0.053 Uiso 1 1 calc R . .
C11 C -0.2486(2) 0.15012(16) -0.37528(13) 0.0406(3) Uani 1 1 d . . .
H11 H -0.3614 0.1436 -0.3717 0.049 Uiso 1 1 calc R . .
C13 C -0.0288(2) 0.23026(16) -0.47360(13) 0.0408(3) Uani 1 1 d . . .
C4 C -0.1780(2) 0.13671(16) -0.08172(13) 0.0402(3) Uani 1 1 d . . .
C12 C -0.19938(19) 0.21963(16) -0.46801(13) 0.0401(3) Uani 1 1 d . . .
C14 C 0.0894(2) 0.17307(17) -0.38506(14) 0.0434(4) Uani 1 1 d . . .
C9 C -0.1918(3) 0.01693(17) -0.18622(15) 0.0516(4) Uani 1 1 d . . .
H9A H -0.1136 -0.0419 -0.1492 0.062 Uiso 1 1 calc R . .
H9B H -0.3181 -0.0569 -0.2252 0.062 Uiso 1 1 calc R . .
C10 C -0.1356(2) 0.08987(16) -0.28760(13) 0.0406(3) Uani 1 1 d . . .
N2 N 0.0265(3) 0.3010(2) -0.56458(16) 0.0623(4) Uani 1 1 d . . .
C7 C 0.2015(2) 0.46629(19) 0.18475(16) 0.0546(4) Uani 1 1 d . . .
H7A H 0.2139 0.5724 0.1743 0.082 Uiso 1 1 calc R . .
H7B H 0.2940 0.4390 0.1655 0.082 Uiso 1 1 calc R . .
H7C H 0.2170 0.4579 0.2706 0.082 Uiso 1 1 calc R . .
C8 C -0.4942(2) 0.2703(2) 0.03845(18) 0.0573(4) Uani 1 1 d . . .
H8A H -0.4837 0.2721 0.1246 0.086 Uiso 1 1 calc R . .
H8B H -0.5986 0.1805 -0.0154 0.086 Uiso 1 1 calc R . .
H8C H -0.5106 0.3647 0.0131 0.086 Uiso 1 1 calc R . .
C17 C 0.2742(2) 0.1879(2) -0.38799(18) 0.0645(5) Uani 1 1 d . . .
H17A H 0.3388 0.1463 -0.3195 0.097 Uiso 1 1 calc R . .
H17B H 0.3450 0.2968 -0.3793 0.097 Uiso 1 1 calc R . .
H17C H 0.2569 0.1300 -0.4670 0.097 Uiso 1 1 calc R . .
C16 C -0.3273(3) 0.2816(2) -0.56248(17) 0.0629(5) Uani 1 1 d . . .
H16A H -0.3575 0.2291 -0.6466 0.094 Uiso 1 1 calc R . .
H16B H -0.2674 0.3927 -0.5543 0.094 Uiso 1 1 calc R . .
H16C H -0.4383 0.2624 -0.5467 0.094 Uiso 1 1 calc R . .
H2A H -0.055(3) 0.335(2) -0.623(2) 0.087(7) Uiso 1 1 d . . .
H1A H -0.030(3) 0.563(2) 0.234(2) 0.074(6) Uiso 1 1 d . . .
H2B H 0.110(4) 0.269(3) -0.583(2) 0.102(8) Uiso 1 1 d . . .
H1B H -0.232(3) 0.500(2) 0.1919(19) 0.078(7) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C6 0.0408(8) 0.0394(7) 0.0326(7) 0.0122(5) 0.0154(6) 0.0107(6)
C2 0.0415(8) 0.0411(7) 0.0396(7) 0.0160(6) 0.0197(6) 0.0163(6)
C1 0.0479(8) 0.0362(7) 0.0326(7) 0.0120(5) 0.0202(6) 0.0144(6)
C3 0.0403(8) 0.0401(7) 0.0361(7) 0.0104(6) 0.0118(6) 0.0078(6)
N1 0.0644(10) 0.0474(8) 0.0501(8) 0.0009(6) 0.0304(7) 0.0147(8)
C5 0.0419(8) 0.0450(8) 0.0413(8) 0.0141(6) 0.0220(7) 0.0167(6)
C15 0.0461(8) 0.0480(8) 0.0341(7) -0.0006(6) 0.0076(6) 0.0215(7)
C11 0.0372(8) 0.0431(8) 0.0409(8) 0.0014(6) 0.0172(6) 0.0125(6)
C13 0.0431(8) 0.0385(7) 0.0350(7) -0.0020(6) 0.0168(6) 0.0070(6)
C4 0.0516(9) 0.0389(7) 0.0330(7) 0.0112(6) 0.0194(6) 0.0154(6)
C12 0.0389(8) 0.0396(7) 0.0347(7) 0.0007(6) 0.0103(6) 0.0104(6)
C14 0.0388(8) 0.0465(8) 0.0395(8) -0.0063(6) 0.0139(6) 0.0127(6)
C9 0.0713(11) 0.0416(8) 0.0453(8) 0.0078(6) 0.0282(8) 0.0181(8)
C10 0.0495(8) 0.0370(7) 0.0337(7) 0.0000(5) 0.0166(6) 0.0139(6)
N2 0.0684(11) 0.0706(10) 0.0578(9) 0.0203(8) 0.0380(9) 0.0210(9)
C7 0.0450(9) 0.0591(10) 0.0483(9) 0.0066(7) 0.0147(7) 0.0083(7)
C8 0.0499(10) 0.0630(10) 0.0691(11) 0.0194(8) 0.0299(9) 0.0243(8)
C17 0.0445(9) 0.0779(12) 0.0674(11) -0.0027(9) 0.0221(9) 0.0199(9)
C16 0.0540(10) 0.0740(11) 0.0561(10) 0.0202(9) 0.0131(8) 0.0244(9)

_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
C6 C1 1.399(2) . ?
C6 C5 1.3846(19) . ?
C6 C7 1.508(2) . ?
C2 C1 1.4027(19) . ?
C2 C3 1.3920(19) . ?
C2 C8 1.505(2) . ?
C1 N1 1.4041(18) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(2) . ?
N1 H1A 0.89(2) . ?
N1 H1B 0.89(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.392(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.388(2) . ?
C15 C10 1.388(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(2) . ?
C11 C10 1.389(2) . ?
C13 C12 1.405(2) . ?
C13 C14 1.400(2) . ?
C13 N2 1.395(2) . ?
C4 C9 1.5167(19) . ?
C12 C16 1.507(2) . ?
C14 C17 1.501(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.513(2) . ?
N2 H2A 0.92(2) . ?
N2 H2B 0.91(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C6 C7 120.70(13) . . ?
C5 C6 C1 118.93(13) . . ?
C5 C6 C7 120.37(14) . . ?
C1 C2 C8 120.84(13) . . ?
C3 C2 C1 118.73(13) . . ?
C3 C2 C8 120.42(13) . . ?
C6 C1 C2 119.95(12) . . ?
C6 C1 N1 119.92(14) . . ?
C2 C1 N1 120.02(14) . . ?
C2 C3 H3 118.7 . . ?
C4 C3 C2 122.55(13) . . ?
C4 C3 H3 118.7 . . ?
C1 N1 H1A 115.5(14) . . ?
C1 N1 H1B 113.0(13) . . ?
H1A N1 H1B 111.1(18) . . ?
C6 C5 H5 118.8 . . ?
C6 C5 C4 122.48(14) . . ?
C4 C5 H5 118.8 . . ?
C14 C15 H15 118.7 . . ?
C14 C15 C10 122.66(14) . . ?
C10 C15 H15 118.7 . . ?
C12 C11 H11 118.8 . . ?
C12 C11 C10 122.37(14) . . ?
C10 C11 H11 118.8 . . ?
C14 C13 C12 119.86(14) . . ?
N2 C13 C12 120.72(15) . . ?
N2 C13 C14 119.40(15) . . ?
C3 C4 C5 117.32(13) . . ?
C3 C4 C9 122.17(13) . . ?
C5 C4 C9 120.51(14) . . ?
C11 C12 C13 119.03(13) . . ?
C11 C12 C16 120.70(14) . . ?
C13 C12 C16 120.27(15) . . ?
C15 C14 C13 118.80(14) . . ?
C15 C14 C17 120.92(15) . . ?
C13 C14 C17 120.28(15) . . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 C4 113.44(12) . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C15 C10 C11 117.27(14) . . ?
C15 C10 C9 121.55(14) . . ?
C11 C10 C9 121.16(14) . . ?
C13 N2 H2A 117.9(14) . . ?
C13 N2 H2B 114.2(16) . . ?
H2A N2 H2B 122(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
C6 C5 C4 C3 0.6(2) . . . . ?
C6 C5 C4 C9 179.32(13) . . . . ?
C2 C3 C4 C5 0.9(2) . . . . ?
C2 C3 C4 C9 -177.84(12) . . . . ?
C1 C6 C5 C4 -2.1(2) . . . . ?
C1 C2 C3 C4 -0.7(2) . . . . ?
C3 C2 C1 C6 -0.87(19) . . . . ?
C3 C2 C1 N1 -176.90(13) . . . . ?
C3 C4 C9 C10 111.40(17) . . . . ?
C5 C6 C1 C2 2.2(2) . . . . ?
C5 C6 C1 N1 178.27(13) . . . . ?
C5 C4 C9 C10 -67.29(18) . . . . ?
C4 C9 C10 C15 105.05(16) . . . . ?
C4 C9 C10 C11 -73.33(18) . . . . ?
C12 C11 C10 C15 0.59(19) . . . . ?
C12 C11 C10 C9 179.04(12) . . . . ?
C12 C13 C14 C15 1.64(19) . . . . ?
C12 C13 C14 C17 -178.31(12) . . . . ?
C14 C15 C10 C11 0.18(19) . . . . ?
C14 C15 C10 C9 -178.26(12) . . . . ?
C14 C13 C12 C11 -0.92(19) . . . . ?
C14 C13 C12 C16 179.69(13) . . . . ?
C10 C15 C14 C13 -1.3(2) . . . . ?
C10 C15 C14 C17 178.66(13) . . . . ?
C10 C11 C12 C13 -0.22(19) . . . . ?
C10 C11 C12 C16 179.17(13) . . . . ?
N2 C13 C12 C11 -179.26(13) . . . . ?
N2 C13 C12 C16 1.4(2) . . . . ?
N2 C13 C14 C15 -179.99(13) . . . . ?
N2 C13 C14 C17 0.0(2) . . . . ?
C7 C6 C1 C2 -178.68(12) . . . . ?
C7 C6 C1 N1 -2.6(2) . . . . ?
C7 C6 C5 C4 178.80(13) . . . . ?
C8 C2 C1 C6 -179.48(13) . . . . ?
C8 C2 C1 N1 4.5(2) . . . . ?
C8 C2 C3 C4 177.89(13) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948913'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-I-298

_audit_creation_date             2013-04-26
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;

_chemical_name_common            MBDA-Form-I
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   8.2504(9)
_cell_length_b                   9.1159(7)
_cell_length_c                   11.4622(9)
_cell_angle_alpha                93.800(7)
_cell_angle_beta                 110.087(9)
_cell_angle_gamma                108.151(9)
_cell_volume                     754.71(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1784
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      29.1736
_cell_measurement_theta_min      4.6232
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7173
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.24
_diffrn_reflns_theta_min         4.63
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9916
_diffrn_measured_fraction_theta_max 0.9288
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -73.00   -9.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  124.0000 -150.0000 64

#__ type_ start__ end____ width___ exp.time_
  2 omega  -22.00   22.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -17.5741  -99.0000   30.0000 44

#__ type_ start__ end____ width___ exp.time_
  3 omega   32.00   87.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       19.2928 -178.0000   60.0000 55

#__ type_ start__ end____ width___ exp.time_
  4 omega    1.00   88.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       19.2928   57.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
  5 omega  -52.00   57.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       19.2928  -19.0000    0.0000 109

#__ type_ start__ end____ width___ exp.time_
  6 omega  -25.00   92.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       19.2928   19.0000   60.0000 117
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0530620000
_diffrn_orient_matrix_UB_12      0.0243393000
_diffrn_orient_matrix_UB_13      0.0660129000
_diffrn_orient_matrix_UB_21      -0.0819859000
_diffrn_orient_matrix_UB_22      -0.0121287000
_diffrn_orient_matrix_UB_23      0.0114286000
_diffrn_orient_matrix_UB_31      -0.0080058000
_diffrn_orient_matrix_UB_32      -0.0789180000
_diffrn_orient_matrix_UB_33      0.0048095000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2353
_reflns_number_total             3453
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0576P)²+0.0971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1420
_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. 
 Hydrogen atoms bonded to carbon have been placed at calculated positions.
 Hydrogen atoms bonded to amine nitrogen have been isotropically refined.
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C6 C 0.0129(2) 0.35551(17) 0.09654(13) 0.0436(4) Uani 1 1 d . . .
C2 C -0.3204(2) 0.26081(17) 0.02778(14) 0.0443(4) Uani 1 1 d . . .
C1 C -0.1465(2) 0.36558(17) 0.10862(13) 0.0432(4) Uani 1 1 d . . .
C3 C -0.3317(2) 0.14802(17) -0.06546(14) 0.0471(4) Uani 1 1 d . . .
H3 H -0.4475 0.0773 -0.1189 0.057 Uiso 1 1 calc R . .
N1 N -0.1302(3) 0.47634(19) 0.20730(15) 0.0609(4) Uani 1 1 d . . .
C5 C -0.0068(2) 0.24289(17) 0.00076(14) 0.0454(4) Uani 1 1 d . . .
H5 H 0.0989 0.2378 -0.0088 0.055 Uiso 1 1 calc R . .
C15 C 0.0324(2) 0.10348(18) -0.29486(14) 0.0498(4) Uani 1 1 d . . .
H15 H 0.1102 0.0638 -0.2372 0.060 Uiso 1 1 calc R . .
C11 C -0.2479(2) 0.15032(17) -0.37494(14) 0.0462(4) Uani 1 1 d . . .
H11 H -0.3608 0.1438 -0.3712 0.055 Uiso 1 1 calc R . .
C13 C -0.0291(2) 0.23004(17) -0.47319(13) 0.0468(4) Uani 1 1 d . . .
C4 C -0.1770(2) 0.13734(17) -0.08152(13) 0.0452(4) Uani 1 1 d . . .
C12 C -0.1992(2) 0.21953(17) -0.46790(13) 0.0455(4) Uani 1 1 d . . .
C14 C 0.0891(2) 0.17305(19) -0.38468(14) 0.0492(4) Uani 1 1 d . . .
C9 C -0.1914(3) 0.01753(19) -0.18611(15) 0.0580(5) Uani 1 1 d . . .
H9A H -0.1137 -0.0417 -0.1494 0.070 Uiso 1 1 calc R . .
H9B H -0.3179 -0.0558 -0.2251 0.070 Uiso 1 1 calc R . .
C10 C -0.1349(2) 0.09041(17) -0.28718(13) 0.0460(4) Uani 1 1 d . . .
N2 N 0.0254(3) 0.3003(2) -0.56474(17) 0.0707(5) Uani 1 1 d . . .
C7 C 0.2012(2) 0.4655(2) 0.18453(16) 0.0622(5) Uani 1 1 d . . .
H7A H 0.2138 0.5715 0.1740 0.093 Uiso 1 1 calc R . .
H7B H 0.2938 0.4379 0.1654 0.093 Uiso 1 1 calc R . .
H7C H 0.2164 0.4573 0.2704 0.093 Uiso 1 1 calc R . .
C8 C -0.4937(3) 0.2706(2) 0.03837(19) 0.0661(5) Uani 1 1 d . . .
H8A H -0.4840 0.2715 0.1243 0.099 Uiso 1 1 calc R . .
H8B H -0.5980 0.1812 -0.0162 0.099 Uiso 1 1 calc R . .
H8C H -0.5098 0.3654 0.0137 0.099 Uiso 1 1 calc R . .
C17 C 0.2737(3) 0.1881(3) -0.3876(2) 0.0743(6) Uani 1 1 d . . .
H17A H 0.3383 0.1463 -0.3192 0.112 Uiso 1 1 calc R . .
H17B H 0.3444 0.2971 -0.3786 0.112 Uiso 1 1 calc R . .
H17C H 0.2567 0.1306 -0.4667 0.112 Uiso 1 1 calc R . .
C16 C -0.3274(3) 0.2809(2) -0.56213(18) 0.0710(5) Uani 1 1 d . . .
H16A H -0.3572 0.2286 -0.6463 0.107 Uiso 1 1 calc R . .
H16B H -0.2682 0.3921 -0.5538 0.107 Uiso 1 1 calc R . .
H16C H -0.4385 0.2612 -0.5464 0.107 Uiso 1 1 calc R . .
H2A H -0.061(3) 0.333(3) -0.625(2) 0.097(8) Uiso 1 1 d . . .
H1A H -0.027(3) 0.562(3) 0.234(2) 0.087(7) Uiso 1 1 d . . .
H2B H 0.112(3) 0.274(3) -0.582(2) 0.099(8) Uiso 1 1 d . . .
H1B H -0.235(3) 0.496(3) 0.192(2) 0.091(8) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C6 0.0480(9) 0.0452(8) 0.0368(7) 0.0132(6) 0.0177(7) 0.0127(7)
C2 0.0489(9) 0.0469(8) 0.0440(8) 0.0177(6) 0.0231(7) 0.0184(7)
C1 0.0562(9) 0.0421(8) 0.0369(7) 0.0135(6) 0.0232(7) 0.0177(7)
C3 0.0485(9) 0.0449(8) 0.0401(8) 0.0113(6) 0.0135(7) 0.0096(7)
N1 0.0754(11) 0.0552(9) 0.0550(9) 0.0018(7) 0.0349(8) 0.0181(9)
C5 0.0503(9) 0.0508(9) 0.0446(8) 0.0169(7) 0.0257(7) 0.0204(7)
C15 0.0544(10) 0.0530(9) 0.0387(8) -0.0010(6) 0.0106(7) 0.0250(8)
C11 0.0446(8) 0.0482(9) 0.0457(8) 0.0016(6) 0.0200(7) 0.0149(7)
C13 0.0511(9) 0.0448(8) 0.0386(8) -0.0016(6) 0.0192(7) 0.0092(7)
C4 0.0587(10) 0.0423(8) 0.0375(7) 0.0122(6) 0.0219(7) 0.0170(7)
C12 0.0459(9) 0.0446(8) 0.0376(7) 0.0011(6) 0.0113(7) 0.0119(7)
C14 0.0442(9) 0.0534(9) 0.0435(8) -0.0071(7) 0.0147(7) 0.0147(7)
C9 0.0820(13) 0.0455(9) 0.0506(9) 0.0087(7) 0.0323(9) 0.0205(9)
C10 0.0575(9) 0.0421(8) 0.0370(7) -0.0002(6) 0.0187(7) 0.0168(7)
N2 0.0795(12) 0.0795(11) 0.0650(11) 0.0219(9) 0.0436(10) 0.0248(10)
C7 0.0556(10) 0.0664(11) 0.0529(10) 0.0091(8) 0.0169(8) 0.0111(9)
C8 0.0606(11) 0.0738(12) 0.0757(12) 0.0227(10) 0.0337(10) 0.0291(10)
C17 0.0544(11) 0.0914(14) 0.0760(13) -0.0020(11) 0.0274(10) 0.0253(10)
C16 0.0629(12) 0.0831(13) 0.0617(11) 0.0228(10) 0.0146(9) 0.0276(10)

_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
C6 C1 1.399(2) . ?
C6 C5 1.382(2) . ?
C6 C7 1.502(2) . ?
C2 C1 1.395(2) . ?
C2 C3 1.391(2) . ?
C2 C8 1.505(2) . ?
C1 N1 1.4058(19) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(2) . ?
N1 H1A 0.90(2) . ?
N1 H1B 0.90(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.384(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.383(2) . ?
C15 C10 1.382(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.386(2) . ?
C11 C10 1.388(2) . ?
C13 C12 1.400(2) . ?
C13 C14 1.398(2) . ?
C13 N2 1.395(2) . ?
C4 C9 1.514(2) . ?
C12 C16 1.504(2) . ?
C14 C17 1.498(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.510(2) . ?
N2 H2A 0.94(3) . ?
N2 H2B 0.90(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 C6 C7 120.91(14) . . ?
C5 C6 C1 118.45(14) . . ?
C5 C6 C7 120.64(14) . . ?
C1 C2 C8 121.17(14) . . ?
C3 C2 C1 118.72(14) . . ?
C3 C2 C8 120.10(15) . . ?
C6 C1 N1 119.57(15) . . ?
C2 C1 C6 120.32(13) . . ?
C2 C1 N1 120.01(15) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 C2 122.30(14) . . ?
C4 C3 H3 118.8 . . ?
C1 N1 H1A 114.4(14) . . ?
C1 N1 H1B 112.1(14) . . ?
H1A N1 H1B 115(2) . . ?
C6 C5 H5 118.6 . . ?
C6 C5 C4 122.83(14) . . ?
C4 C5 H5 118.6 . . ?
C14 C15 H15 118.6 . . ?
C10 C15 H15 118.6 . . ?
C10 C15 C14 122.80(14) . . ?
C12 C11 H11 118.7 . . ?
C12 C11 C10 122.54(14) . . ?
C10 C11 H11 118.7 . . ?
C14 C13 C12 119.97(14) . . ?
N2 C13 C12 120.37(16) . . ?
N2 C13 C14 119.65(16) . . ?
C3 C4 C5 117.35(13) . . ?
C3 C4 C9 121.83(14) . . ?
C5 C4 C9 120.81(15) . . ?
C11 C12 C13 118.75(14) . . ?
C11 C12 C16 120.67(15) . . ?
C13 C12 C16 120.57(15) . . ?
C15 C14 C13 118.79(14) . . ?
C15 C14 C17 120.99(15) . . ?
C13 C14 C17 120.21(15) . . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 C4 113.31(12) . . ?
C10 C9 H9A 108.9 . . ?
C10 C9 H9B 108.9 . . ?
C15 C10 C11 117.12(14) . . ?
C15 C10 C9 121.73(14) . . ?
C11 C10 C9 121.13(15) . . ?
C13 N2 H2A 116.7(15) . . ?
C13 N2 H2B 115.7(15) . . ?
H2A N2 H2B 122(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
C6 C5 C4 C3 0.3(2) . . . . ?
C6 C5 C4 C9 179.17(13) . . . . ?
C2 C3 C4 C5 0.9(2) . . . . ?
C2 C3 C4 C9 -177.94(13) . . . . ?
C1 C6 C5 C4 -1.7(2) . . . . ?
C1 C2 C3 C4 -0.7(2) . . . . ?
C3 C2 C1 C6 -0.7(2) . . . . ?
C3 C2 C1 N1 -177.18(13) . . . . ?
C3 C4 C9 C10 111.47(17) . . . . ?
C5 C6 C1 C2 1.9(2) . . . . ?
C5 C6 C1 N1 178.33(13) . . . . ?
C5 C4 C9 C10 -67.4(2) . . . . ?
C4 C9 C10 C15 104.83(17) . . . . ?
C4 C9 C10 C11 -73.8(2) . . . . ?
C12 C11 C10 C15 0.6(2) . . . . ?
C12 C11 C10 C9 179.24(13) . . . . ?
C12 C13 C14 C15 1.5(2) . . . . ?
C12 C13 C14 C17 -178.25(14) . . . . ?
C14 C15 C10 C11 0.2(2) . . . . ?
C14 C15 C10 C9 -178.45(14) . . . . ?
C14 C13 C12 C11 -0.8(2) . . . . ?
C14 C13 C12 C16 179.76(14) . . . . ?
C10 C15 C14 C13 -1.3(2) . . . . ?
C10 C15 C14 C17 178.52(14) . . . . ?
C10 C11 C12 C13 -0.3(2) . . . . ?
C10 C11 C12 C16 179.16(14) . . . . ?
N2 C13 C12 C11 -179.41(14) . . . . ?
N2 C13 C12 C16 1.2(2) . . . . ?
N2 C13 C14 C15 -179.85(14) . . . . ?
N2 C13 C14 C17 0.4(2) . . . . ?
C7 C6 C1 C2 -178.80(13) . . . . ?
C7 C6 C1 N1 -2.3(2) . . . . ?
C7 C6 C5 C4 179.01(13) . . . . ?
C8 C2 C1 C6 -179.42(13) . . . . ?
C8 C2 C1 N1 4.1(2) . . . . ?
C8 C2 C3 C4 177.99(13) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948914'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====


data_MBDA-Form-II-148

_audit_creation_date             2013-06-22
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;

_chemical_name_common            MBDA-Form-II
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.9670(12)
_cell_length_b                   7.9756(6)
_cell_length_c                   14.0251(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 133.571(4)
_cell_angle_gamma                90.00
_cell_volume                     1456.11(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1110
_cell_measurement_temperature    148(2)
_cell_measurement_theta_min      4.1545
_cell_measurement_theta_max      29.1474
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78040
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3641
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.21
_diffrn_reflns_theta_min         4.16
_diffrn_ambient_temperature      148(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_device_type  'Mo Kα'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         3828
_reflns_number_gt                1269
_reflns_number_total             1675
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1675
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0426
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0458P)²+0.6205P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1115
_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. 
 Carbon bonded hydrogens are placed at calculated postions.
 Hydrogen atoms bonded to amine groups are isotropically refined.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H9A(0.5) H9B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C9 C 0.0000 0.1469(2) 0.2500 0.0277(4) Uani 1 2 d S . .
H9A H 0.0288 0.2200 0.3258 0.033 Uiso 0.50 1 calc PR . .
H9B H -0.0288 0.2200 0.1742 0.033 Uiso 0.50 1 calc PR . .
C5 C 0.18336(9) 0.03645(15) 0.40997(12) 0.0267(3) Uani 1 1 d . . .
H5 H 0.1972 0.1030 0.4769 0.032 Uiso 1 1 calc R . .
C2 C 0.14262(9) -0.15993(16) 0.21491(12) 0.0263(3) Uani 1 1 d . . .
C4 C 0.08567(9) 0.04194(15) 0.28351(12) 0.0244(3) Uani 1 1 d . . .
C3 C 0.06810(9) -0.05669(15) 0.18810(12) 0.0250(3) Uani 1 1 d . . .
H3 H 0.0022 -0.0532 0.1008 0.030 Uiso 1 1 calc R . .
C1 C 0.24066(9) -0.16205(16) 0.34329(12) 0.0277(3) Uani 1 1 d . . .
C6 C 0.26157(9) -0.06329(16) 0.44187(12) 0.0279(3) Uani 1 1 d . . .
N1 N 0.31886(10) -0.25885(18) 0.37206(16) 0.0421(3) Uani 1 1 d . . .
C8 C 0.11878(11) -0.27216(19) 0.11066(13) 0.0378(4) Uani 1 1 d . . .
H8A H 0.1255 -0.3896 0.1362 0.057 Uiso 1 1 calc R . .
H8B H 0.1669 -0.2488 0.1011 0.057 Uiso 1 1 calc R . .
H8C H 0.0484 -0.2513 0.0268 0.057 Uiso 1 1 calc R . .
C7 C 0.36683(10) -0.06594(19) 0.57960(13) 0.0374(3) Uani 1 1 d . . .
H7A H 0.4179 -0.0291 0.5779 0.056 Uiso 1 1 calc R . .
H7B H 0.3830 -0.1802 0.6148 0.056 Uiso 1 1 calc R . .
H7C H 0.3680 0.0097 0.6357 0.056 Uiso 1 1 calc R . .
H1A H 0.2997(15) -0.342(3) 0.313(2) 0.074(6) Uiso 1 1 d . . .
H1B H 0.3689(15) -0.283(2) 0.455(2) 0.059(6) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C9 0.0334(9) 0.0206(9) 0.0362(9) 0.000 0.0267(8) 0.000
C5 0.0318(6) 0.0236(6) 0.0297(6) -0.0040(5) 0.0231(6) -0.0080(5)
C2 0.0311(6) 0.0249(6) 0.0305(6) 0.0021(5) 0.0242(6) -0.0002(5)
C4 0.0277(6) 0.0209(6) 0.0313(6) 0.0001(5) 0.0229(5) -0.0032(5)
C3 0.0257(6) 0.0250(6) 0.0263(6) 0.0009(5) 0.0187(5) -0.0020(5)
C1 0.0280(6) 0.0254(7) 0.0359(7) 0.0049(6) 0.0243(6) 0.0008(5)
C6 0.0258(6) 0.0267(7) 0.0297(6) 0.0030(5) 0.0185(5) -0.0050(5)
N1 0.0335(7) 0.0450(8) 0.0483(8) 0.0054(7) 0.0284(6) 0.0099(6)
C8 0.0438(8) 0.0410(8) 0.0381(7) -0.0020(7) 0.0318(7) 0.0049(6)
C7 0.0293(7) 0.0373(8) 0.0333(7) 0.0039(6) 0.0169(6) -0.0067(6)

_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
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C4 1.5144(15) 2 ?
C9 C4 1.5144(15) . ?
C5 H5 0.9500 . ?
C5 C4 1.3918(17) . ?
C5 C6 1.3930(17) . ?
C2 C3 1.3850(16) . ?
C2 C1 1.4046(17) . ?
C2 C8 1.5029(18) . ?
C4 C3 1.3880(17) . ?
C3 H3 0.9500 . ?
C1 C6 1.3990(18) . ?
C1 N1 1.3970(16) . ?
C6 C7 1.5075(17) . ?
N1 H1A 0.93(2) . ?
N1 H1B 0.87(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
H9A C9 H9B 107.8 . . ?
C4 C9 H9A 109.0 2 . ?
C4 C9 H9A 109.0 . . ?
C4 C9 H9B 109.0 2 . ?
C4 C9 H9B 109.0 . . ?
C4 C9 C4 112.91(14) 2 . ?
C4 C5 H5 118.9 . . ?
C4 C5 C6 122.29(11) . . ?
C6 C5 H5 118.9 . . ?
C3 C2 C1 118.60(11) . . ?
C3 C2 C8 121.06(11) . . ?
C1 C2 C8 120.31(11) . . ?
C5 C4 C9 122.15(10) . . ?
C3 C4 C9 120.45(10) . . ?
C3 C4 C5 117.38(11) . . ?
C2 C3 C4 122.70(11) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C6 C1 C2 120.36(11) . . ?
N1 C1 C2 119.99(12) . . ?
N1 C1 C6 119.62(12) . . ?
C5 C6 C1 118.67(11) . . ?
C5 C6 C7 121.09(12) . . ?
C1 C6 C7 120.24(12) . . ?
C1 N1 H1A 117.4(12) . . ?
C1 N1 H1B 114.3(12) . . ?
H1A N1 H1B 116.7(18) . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
C9 C4 C3 C2 -177.36(11) . . . . ?
C5 C4 C3 C2 1.05(17) . . . . ?
C2 C1 C6 C5 0.06(17) . . . . ?
C2 C1 C6 C7 179.95(11) . . . . ?
C4 C9 C4 C5 -111.85(11) 2 . . . ?
C4 C9 C4 C3 66.49(10) 2 . . . ?
C4 C5 C6 C1 -0.45(17) . . . . ?
C4 C5 C6 C7 179.67(11) . . . . ?
C3 C2 C1 C6 0.85(17) . . . . ?
C3 C2 C1 N1 -177.02(11) . . . . ?
C1 C2 C3 C4 -1.43(18) . . . . ?
C6 C5 C4 C9 178.30(11) . . . . ?
C6 C5 C4 C3 -0.09(17) . . . . ?
N1 C1 C6 C5 177.93(11) . . . . ?
N1 C1 C6 C7 -2.18(18) . . . . ?
C8 C2 C3 C4 176.48(12) . . . . ?
C8 C2 C1 C6 -177.09(12) . . . . ?
C8 C2 C1 N1 5.04(18) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948915'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-II-178

_audit_creation_date             2013-06-22
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;
_chemical_name_common            MBDA-Form-II
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.9037(14)
_cell_length_b                   8.0121(8)
_cell_length_c                   14.0696(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 133.440(4)
_cell_angle_gamma                90.00
_cell_volume                     1465.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1051
_cell_measurement_temperature    178(2)
_cell_measurement_theta_min      4.3161
_cell_measurement_theta_max      29.0332
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92291
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3773
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         4.32
_diffrn_ambient_temperature      178(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_device_type  'Mo Kα'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1180
_reflns_number_total             1701
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1701
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0497
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0730P)²+0.1461P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1302
_refine_ls_wR_factor_ref         0.1451
_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. 
 Carbon bonded hydrogens are placed at calculated postions.
 Hydrogen atoms bonded to amine groups are isotropically refined.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H9A(0.5) H9B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C9 C 0.0000 0.1458(2) 0.2500 0.0328(5) Uani 1 2 d S . .
H9A H -0.0284 0.2186 0.1747 0.039 Uiso 0.50 1 calc PR . .
H9B H 0.0284 0.2186 0.3253 0.039 Uiso 0.50 1 calc PR . .
C5 C 0.18360(11) 0.03593(17) 0.41020(14) 0.0311(4) Uani 1 1 d . . .
H5 H 0.1969 0.1019 0.4766 0.037 Uiso 1 1 calc R . .
C2 C 0.14431(11) -0.15875(17) 0.21702(13) 0.0314(4) Uani 1 1 d . . .
C4 C 0.08611(10) 0.04198(17) 0.28397(13) 0.0288(3) Uani 1 1 d . . .
C3 C 0.06942(10) -0.05622(17) 0.18959(13) 0.0292(3) Uani 1 1 d . . .
H3 H 0.0038 -0.0528 0.1025 0.035 Uiso 1 1 calc R . .
C1 C 0.24193(11) -0.16158(18) 0.34509(14) 0.0330(4) Uani 1 1 d . . .
C6 C 0.26203(10) -0.06289(18) 0.44259(14) 0.0327(4) Uani 1 1 d . . .
N1 N 0.32055(12) -0.2583(2) 0.37458(19) 0.0512(4) Uani 1 1 d . . .
C8 C 0.12099(13) -0.2702(2) 0.11324(16) 0.0464(5) Uani 1 1 d . . .
H8A H 0.1257 -0.3872 0.1372 0.070 Uiso 1 1 calc R . .
H8B H 0.1707 -0.2488 0.1058 0.070 Uiso 1 1 calc R . .
H8C H 0.0513 -0.2470 0.0291 0.070 Uiso 1 1 calc R . .
C7 C 0.36670(11) -0.0653(2) 0.57992(15) 0.0459(5) Uani 1 1 d . . .
H7A H 0.4185 -0.0294 0.5790 0.069 Uiso 1 1 calc R . .
H7B H 0.3825 -0.1787 0.6153 0.069 Uiso 1 1 calc R . .
H7C H 0.3672 0.0108 0.6349 0.069 Uiso 1 1 calc R . .
H1A H 0.3039(17) -0.341(3) 0.313(2) 0.081(7) Uiso 1 1 d . . .
H1B H 0.3712(19) -0.286(3) 0.457(2) 0.075(7) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C9 0.0400(11) 0.0246(10) 0.0424(11) 0.000 0.0317(10) 0.000
C5 0.0357(8) 0.0291(8) 0.0333(7) -0.0061(6) 0.0256(7) -0.0098(6)
C2 0.0359(8) 0.0304(8) 0.0363(8) 0.0025(6) 0.0281(7) 0.0005(6)
C4 0.0332(7) 0.0249(7) 0.0361(7) -0.0002(6) 0.0269(7) -0.0037(6)
C3 0.0290(7) 0.0302(8) 0.0296(7) 0.0007(6) 0.0206(6) -0.0016(6)
C1 0.0323(8) 0.0318(8) 0.0411(8) 0.0065(6) 0.0277(7) 0.0022(6)
C6 0.0303(7) 0.0319(8) 0.0345(8) 0.0027(6) 0.0217(7) -0.0060(6)
N1 0.0400(8) 0.0559(10) 0.0578(10) 0.0088(8) 0.0336(8) 0.0146(7)
C8 0.0546(10) 0.0501(11) 0.0454(9) -0.0015(8) 0.0386(9) 0.0075(8)
C7 0.0338(8) 0.0482(10) 0.0391(9) 0.0042(7) 0.0187(8) -0.0088(7)

_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
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C4 1.5112(17) . ?
C9 C4 1.5112(17) 2 ?
C5 H5 0.9500 . ?
C5 C4 1.3929(19) . ?
C5 C6 1.388(2) . ?
C2 C3 1.3821(18) . ?
C2 C1 1.404(2) . ?
C2 C8 1.505(2) . ?
C4 C3 1.3877(19) . ?
C3 H3 0.9500 . ?
C1 C6 1.399(2) . ?
C1 N1 1.3968(19) . ?
C6 C7 1.505(2) . ?
N1 H1A 0.96(2) . ?
N1 H1B 0.88(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
H9A C9 H9B 107.7 . . ?
C4 C9 H9A 108.9 2 . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9B 108.9 2 . ?
C4 C9 H9B 108.9 . . ?
C4 C9 C4 113.21(16) . 2 ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C6 C5 C4 122.45(13) . . ?
C3 C2 C1 118.72(13) . . ?
C3 C2 C8 120.86(13) . . ?
C1 C2 C8 120.38(13) . . ?
C5 C4 C9 122.27(11) . . ?
C3 C4 C9 120.51(11) . . ?
C3 C4 C5 117.18(12) . . ?
C2 C3 C4 122.72(13) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C6 C1 C2 120.21(13) . . ?
N1 C1 C2 120.08(14) . . ?
N1 C1 C6 119.67(15) . . ?
C5 C6 C1 118.71(13) . . ?
C5 C6 C7 120.94(14) . . ?
C1 C6 C7 120.35(13) . . ?
C1 N1 H1A 119.3(13) . . ?
C1 N1 H1B 116.4(15) . . ?
H1A N1 H1B 114(2) . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
C9 C4 C3 C2 -177.17(12) . . . . ?
C5 C4 C3 C2 0.9(2) . . . . ?
C2 C1 C6 C5 0.5(2) . . . . ?
C2 C1 C6 C7 -179.84(13) . . . . ?
C4 C9 C4 C5 -111.54(13) 2 . . . ?
C4 C9 C4 C3 66.45(11) 2 . . . ?
C4 C5 C6 C1 -0.8(2) . . . . ?
C4 C5 C6 C7 179.57(13) . . . . ?
C3 C2 C1 C6 0.4(2) . . . . ?
C3 C2 C1 N1 -177.20(13) . . . . ?
C1 C2 C3 C4 -1.2(2) . . . . ?
C6 C5 C4 C9 178.14(12) . . . . ?
C6 C5 C4 C3 0.1(2) . . . . ?
N1 C1 C6 C5 178.16(13) . . . . ?
N1 C1 C6 C7 -2.2(2) . . . . ?
C8 C2 C3 C4 176.60(13) . . . . ?
C8 C2 C1 C6 -177.36(13) . . . . ?
C8 C2 C1 N1 5.0(2) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948916'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-II-208

_audit_creation_date             2013-06-22
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;
_chemical_name_common            MBDA-Form-II
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.8536(16)
_cell_length_b                   8.0700(6)
_cell_length_c                   14.1329(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 133.271(5)
_cell_angle_gamma                90.00
_cell_volume                     1482.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    208(2)
_cell_measurement_theta_min      4.1162
_cell_measurement_theta_max      29.1295
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3663
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.19
_diffrn_reflns_theta_min         4.12
_diffrn_ambient_temperature      208(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.845
_diffrn_measurement_device_type  'Mo Kα'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1096
_reflns_number_total             1696
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1696
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0859
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0622P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1393
_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. 
 Carbon bonded hydrogens are placed at calculated postions.
 Hydrogen atoms bonded to amine groups are isotropically refined.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H9A(0.5) H9B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C9 C 0.0000 0.1450(2) 0.2500 0.0411(5) Uani 1 2 d S . .
H9A H -0.0274 0.2166 0.1762 0.049 Uiso 0.50 1 calc PR . .
H9B H 0.0274 0.2166 0.3238 0.049 Uiso 0.50 1 calc PR . .
C5 C 0.18360(11) 0.03580(16) 0.41024(14) 0.0386(4) Uani 1 1 d . . .
H5 H 0.1961 0.1007 0.4751 0.046 Uiso 1 1 calc R . .
C2 C 0.14653(11) -0.15750(17) 0.21962(14) 0.0386(4) Uani 1 1 d . . .
C4 C 0.08669(11) 0.04190(16) 0.28479(14) 0.0355(4) Uani 1 1 d . . .
C3 C 0.07129(11) -0.05556(16) 0.19171(14) 0.0362(4) Uani 1 1 d . . .
H3 H 0.0068 -0.0520 0.1059 0.043 Uiso 1 1 calc R . .
C1 C 0.24344(11) -0.16021(18) 0.34683(15) 0.0404(4) Uani 1 1 d . . .
C6 C 0.26290(11) -0.06272(18) 0.44364(14) 0.0409(4) Uani 1 1 d . . .
N1 N 0.32247(13) -0.2572(2) 0.3773(2) 0.0623(5) Uani 1 1 d . . .
C8 C 0.12463(14) -0.2676(2) 0.11667(17) 0.0581(5) Uani 1 1 d . . .
H8A H 0.1302 -0.3828 0.1404 0.087 Uiso 1 1 calc R . .
H8B H 0.1740 -0.2447 0.1096 0.087 Uiso 1 1 calc R . .
H8C H 0.0556 -0.2460 0.0338 0.087 Uiso 1 1 calc R . .
C7 C 0.36720(12) -0.0645(2) 0.58060(15) 0.0564(5) Uani 1 1 d . . .
H7A H 0.4188 -0.0279 0.5804 0.085 Uiso 1 1 calc R . .
H7B H 0.3831 -0.1761 0.6152 0.085 Uiso 1 1 calc R . .
H7C H 0.3667 0.0094 0.6343 0.085 Uiso 1 1 calc R . .
H1A H 0.3051(18) -0.343(3) 0.319(2) 0.110(9) Uiso 1 1 d . . .
H1B H 0.3760(17) -0.274(2) 0.459(2) 0.077(7) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C9 0.0531(13) 0.0302(10) 0.0561(13) 0.000 0.0437(12) 0.000
C5 0.0488(9) 0.0326(8) 0.0461(9) -0.0077(7) 0.0371(8) -0.0127(7)
C2 0.0487(9) 0.0355(8) 0.0471(9) 0.0027(7) 0.0388(8) 0.0011(7)
C4 0.0449(8) 0.0274(7) 0.0490(8) -0.0002(6) 0.0378(8) -0.0044(6)
C3 0.0407(8) 0.0337(8) 0.0403(8) 0.0013(6) 0.0301(7) -0.0016(6)
C1 0.0437(9) 0.0349(8) 0.0554(10) 0.0073(7) 0.0389(8) 0.0024(7)
C6 0.0406(8) 0.0376(9) 0.0466(9) 0.0035(7) 0.0307(8) -0.0074(7)
N1 0.0528(10) 0.0632(11) 0.0747(12) 0.0094(10) 0.0453(9) 0.0152(9)
C8 0.0743(12) 0.0603(11) 0.0614(11) -0.0010(9) 0.0548(10) 0.0104(9)
C7 0.0478(10) 0.0552(11) 0.0527(10) 0.0054(8) 0.0293(9) -0.0107(8)

_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
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 C4 1.5121(17) 2 ?
C9 C4 1.5121(17) . ?
C5 H5 0.9400 . ?
C5 C4 1.391(2) . ?
C5 C6 1.394(2) . ?
C2 C3 1.3821(19) . ?
C2 C1 1.401(2) . ?
C2 C8 1.510(2) . ?
C4 C3 1.3890(19) . ?
C3 H3 0.9400 . ?
C1 C6 1.400(2) . ?
C1 N1 1.398(2) . ?
C6 C7 1.508(2) . ?
N1 H1A 0.94(2) . ?
N1 H1B 0.87(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?

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
H9A C9 H9B 107.7 . . ?
C4 C9 H9A 108.9 2 . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9B 108.9 2 . ?
C4 C9 H9B 108.9 . . ?
C4 C9 C4 113.21(15) . 2 ?
C4 C5 H5 118.7 . . ?
C4 C5 C6 122.63(13) . . ?
C6 C5 H5 118.7 . . ?
C3 C2 C1 118.65(13) . . ?
C3 C2 C8 121.07(13) . . ?
C1 C2 C8 120.26(13) . . ?
C5 C4 C9 122.40(11) . . ?
C3 C4 C9 120.65(12) . . ?
C3 C4 C5 116.93(13) . . ?
C2 C3 C4 122.96(13) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
C6 C1 C2 120.42(13) . . ?
N1 C1 C2 120.12(15) . . ?
N1 C1 C6 119.43(15) . . ?
C5 C6 C1 118.39(13) . . ?
C5 C6 C7 120.94(14) . . ?
C1 C6 C7 120.67(14) . . ?
C1 N1 H1A 118.6(15) . . ?
C1 N1 H1B 117.0(14) . . ?
H1A N1 H1B 117(2) . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
C9 C4 C3 C2 -177.13(12) . . . . ?
C5 C4 C3 C2 1.1(2) . . . . ?
C2 C1 C6 C5 0.3(2) . . . . ?
C2 C1 C6 C7 -179.72(13) . . . . ?
C4 C9 C4 C5 -111.60(13) 2 . . . ?
C4 C9 C4 C3 66.56(11) 2 . . . ?
C4 C5 C6 C1 -0.6(2) . . . . ?
C4 C5 C6 C7 179.43(13) . . . . ?
C3 C2 C1 C6 0.7(2) . . . . ?
C3 C2 C1 N1 -177.58(13) . . . . ?
C1 C2 C3 C4 -1.4(2) . . . . ?
C6 C5 C4 C9 178.12(13) . . . . ?
C6 C5 C4 C3 -0.11(19) . . . . ?
N1 C1 C6 C5 178.54(13) . . . . ?
N1 C1 C6 C7 -1.4(2) . . . . ?
C8 C2 C3 C4 176.95(13) . . . . ?
C8 C2 C1 C6 -177.70(13) . . . . ?
C8 C2 C1 N1 4.0(2) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948917'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-II-238

_audit_creation_date             2013-06-22
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;

_chemical_name_common            MBDA-Form-II
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.7463(14)
_cell_length_b                   8.0930(7)
_cell_length_c                   14.1825(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 133.117(4)
_cell_angle_gamma                90.00
_cell_volume                     1486.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    238(2)
_cell_measurement_theta_min      3.9286
_cell_measurement_theta_max      29.1746
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95270
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3700
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.24
_diffrn_reflns_theta_min         3.94
_diffrn_ambient_temperature      238(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.847
_diffrn_measurement_device_type  'Mo Kα'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                971
_reflns_number_total             1712
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.142
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1712
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0584
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0730P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1361
_refine_ls_wR_factor_ref         0.1662
_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. 
 Carbon bonded hydrogens are placed at calculated postions.
 Hydrogen atoms bonded to amine groups are isotropically refined.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H9A(0.5) H9B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C9 C 0.0000 0.1447(3) 0.2500 0.0483(6) Uani 1 2 d S . .
H9A H 0.0270 0.2161 0.3232 0.058 Uiso 0.50 1 calc PR . .
H9B H -0.0270 0.2161 0.1768 0.058 Uiso 0.50 1 calc PR . .
C5 C 0.18356(15) 0.0358(2) 0.41008(18) 0.0465(5) Uani 1 1 d . . .
H5 H 0.1953 0.1007 0.4740 0.056 Uiso 1 1 calc R . .
C2 C 0.14964(14) -0.1555(2) 0.22286(17) 0.0452(5) Uani 1 1 d . . .
C4 C 0.08745(13) 0.0420(2) 0.28546(17) 0.0419(5) Uani 1 1 d . . .
C3 C 0.07351(13) -0.0547(2) 0.19401(16) 0.0427(5) Uani 1 1 d . . .
H3 H 0.0092 -0.0514 0.1083 0.051 Uiso 1 1 calc R . .
C1 C 0.24587(14) -0.1595(2) 0.34955(18) 0.0481(5) Uani 1 1 d . . .
C6 C 0.26353(14) -0.0623(2) 0.44467(18) 0.0483(5) Uani 1 1 d . . .
N1 N 0.32514(16) -0.2563(3) 0.3806(3) 0.0733(6) Uani 1 1 d . . .
C8 C 0.12815(18) -0.2642(3) 0.1205(2) 0.0698(7) Uani 1 1 d . . .
H8A H 0.1316 -0.3792 0.1423 0.105 Uiso 1 1 calc R . .
H8B H 0.1792 -0.2432 0.1156 0.105 Uiso 1 1 calc R . .
H8C H 0.0599 -0.2400 0.0376 0.105 Uiso 1 1 calc R . .
C7 C 0.36756(15) -0.0638(3) 0.5812(2) 0.0686(7) Uani 1 1 d . . .
H7A H 0.4198 -0.0262 0.5819 0.103 Uiso 1 1 calc R . .
H7B H 0.3837 -0.1752 0.6154 0.103 Uiso 1 1 calc R . .
H7C H 0.3661 0.0092 0.6343 0.103 Uiso 1 1 calc R . .
H1A H 0.311(2) -0.334(3) 0.322(3) 0.117(11) Uiso 1 1 d . . .
H1B H 0.3769(19) -0.271(3) 0.464(2) 0.087(9) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C9 0.0636(17) 0.0323(13) 0.0659(17) 0.000 0.0509(15) 0.000
C5 0.0624(12) 0.0370(9) 0.0552(11) -0.0099(9) 0.0460(10) -0.0153(9)
C2 0.0569(11) 0.0411(10) 0.0542(11) 0.0034(9) 0.0444(10) 0.0026(9)
C4 0.0524(11) 0.0322(9) 0.0549(11) -0.0021(8) 0.0421(10) -0.0066(8)
C3 0.0498(11) 0.0393(9) 0.0460(10) 0.0002(8) 0.0354(9) -0.0018(8)
C1 0.0540(11) 0.0412(10) 0.0630(12) 0.0079(9) 0.0454(11) 0.0026(9)
C6 0.0498(11) 0.0426(11) 0.0549(11) 0.0040(8) 0.0367(10) -0.0087(9)
N1 0.0642(13) 0.0754(14) 0.0851(16) 0.0107(13) 0.0529(13) 0.0180(11)
C8 0.0912(17) 0.0695(14) 0.0737(14) -0.0010(12) 0.0661(14) 0.0145(13)
C7 0.0595(13) 0.0645(14) 0.0622(13) 0.0044(11) 0.0339(11) -0.0151(11)

_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
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 C4 1.512(2) . ?
C9 C4 1.512(2) 2 ?
C5 H5 0.9400 . ?
C5 C4 1.384(3) . ?
C5 C6 1.391(2) . ?
C2 C3 1.380(2) . ?
C2 C1 1.397(3) . ?
C2 C8 1.507(2) . ?
C4 C3 1.384(2) . ?
C3 H3 0.9400 . ?
C1 C6 1.399(2) . ?
C1 N1 1.393(2) . ?
C6 C7 1.507(3) . ?
N1 H1A 0.93(3) . ?
N1 H1B 0.88(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?

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
H9A C9 H9B 107.7 . . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9A 108.9 2 . ?
C4 C9 H9B 108.9 . . ?
C4 C9 H9B 108.9 2 . ?
C4 C9 C4 113.27(18) 2 . ?
C4 C5 H5 118.6 . . ?
C4 C5 C6 122.74(16) . . ?
C6 C5 H5 118.6 . . ?
C3 C2 C1 118.92(16) . . ?
C3 C2 C8 120.53(17) . . ?
C1 C2 C8 120.52(16) . . ?
C5 C4 C9 122.25(14) . . ?
C5 C4 C3 116.83(15) . . ?
C3 C4 C9 120.90(15) . . ?
C2 C3 C4 123.00(16) . . ?
C2 C3 H3 118.5 . . ?
C4 C3 H3 118.5 . . ?
C2 C1 C6 119.89(16) . . ?
N1 C1 C2 120.15(19) . . ?
N1 C1 C6 119.9(2) . . ?
C5 C6 C1 118.60(17) . . ?
C5 C6 C7 121.08(18) . . ?
C1 C6 C7 120.32(17) . . ?
C1 N1 H1A 120.2(18) . . ?
C1 N1 H1B 113.5(16) . . ?
H1A N1 H1B 121(2) . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
C9 C4 C3 C2 -177.32(14) . . . . ?
C5 C4 C3 C2 0.9(2) . . . . ?
C2 C1 C6 C5 0.4(2) . . . . ?
C2 C1 C6 C7 -179.09(16) . . . . ?
C4 C9 C4 C5 -111.38(16) 2 . . . ?
C4 C9 C4 C3 66.78(13) 2 . . . ?
C4 C5 C6 C1 -0.3(2) . . . . ?
C4 C5 C6 C7 179.20(16) . . . . ?
C3 C2 C1 C6 0.1(2) . . . . ?
C3 C2 C1 N1 -178.08(15) . . . . ?
C1 C2 C3 C4 -0.8(2) . . . . ?
C6 C5 C4 C9 177.86(15) . . . . ?
C6 C5 C4 C3 -0.4(2) . . . . ?
N1 C1 C6 C5 178.61(16) . . . . ?
N1 C1 C6 C7 -0.9(2) . . . . ?
C8 C2 C3 C4 176.98(15) . . . . ?
C8 C2 C1 C6 -177.68(15) . . . . ?
C8 C2 C1 N1 4.1(3) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948918'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-II-268

_audit_creation_date             2013-06-22
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;
_chemical_name_common            MBDA-Form-II
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.6512(18)
_cell_length_b                   8.1468(5)
_cell_length_c                   14.2338(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 132.931(6)
_cell_angle_gamma                90.00
_cell_volume                     1498.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    786
_cell_measurement_temperature    268(2)
_cell_measurement_theta_min      4.4478
_cell_measurement_theta_max      29.0707
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88369
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3724
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         4.46
_diffrn_ambient_temperature      268(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.855
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         3909
_reflns_number_gt                949
_reflns_number_total             1728
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.126
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.029
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1728
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0544
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0545P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1361
_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. 
 Carbon bonded hydrogens are placed at calculated postions.
 Hydrogen atoms bonded to amine groups are isotropically refined.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H9A(0.5) H9B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C9 C 0.0000 0.1437(3) 0.2500 0.0568(6) Uani 1 2 d S . .
H9A H 0.0259 0.2139 0.3216 0.068 Uiso 0.50 1 calc PR . .
H9B H -0.0259 0.2139 0.1784 0.068 Uiso 0.50 1 calc PR . .
C5 C 0.18422(14) 0.03528(18) 0.41081(16) 0.0525(5) Uani 1 1 d . . .
H5 H 0.1952 0.0988 0.4735 0.063 Uiso 1 1 calc R . .
C2 C 0.15190(13) -0.15415(19) 0.22562(16) 0.0509(4) Uani 1 1 d . . .
C4 C 0.08848(13) 0.04186(17) 0.28673(16) 0.0470(4) Uani 1 1 d . . .
C3 C 0.07519(13) -0.05402(18) 0.19598(15) 0.0488(4) Uani 1 1 d . . .
H3 H 0.0118 -0.0506 0.1115 0.059 Uiso 1 1 calc R . .
C1 C 0.24770(14) -0.15802(19) 0.35185(18) 0.0536(5) Uani 1 1 d . . .
C6 C 0.26459(13) -0.0621(2) 0.44582(16) 0.0528(5) Uani 1 1 d . . .
N1 N 0.32801(17) -0.2551(3) 0.3843(3) 0.0845(6) Uani 1 1 d . . .
C8 C 0.13241(16) -0.2619(3) 0.12457(18) 0.0799(7) Uani 1 1 d . . .
H8A H 0.1357 -0.3752 0.1457 0.120 Uiso 1 1 calc R . .
H8B H 0.1841 -0.2406 0.1213 0.120 Uiso 1 1 calc R . .
H8C H 0.0651 -0.2385 0.0425 0.120 Uiso 1 1 calc R . .
C7 C 0.36755(15) -0.0633(3) 0.58168(18) 0.0779(6) Uani 1 1 d . . .
H7A H 0.4201 -0.0254 0.5836 0.117 Uiso 1 1 calc R . .
H7B H 0.3835 -0.1730 0.6151 0.117 Uiso 1 1 calc R . .
H7C H 0.3648 0.0077 0.6332 0.117 Uiso 1 1 calc R . .
H1A H 0.311(2) -0.321(4) 0.322(3) 0.162(14) Uiso 1 1 d . . .
H1B H 0.3787(18) -0.272(3) 0.465(2) 0.105(9) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C9 0.0769(18) 0.0330(11) 0.0813(16) 0.000 0.0620(16) 0.000
C5 0.0715(13) 0.0410(8) 0.0618(11) -0.0110(8) 0.0520(11) -0.0174(9)
C2 0.0648(12) 0.0442(9) 0.0612(10) 0.0040(8) 0.0498(10) 0.0039(9)
C4 0.0612(11) 0.0329(7) 0.0648(11) -0.0017(8) 0.0500(10) -0.0064(8)
C3 0.0581(11) 0.0422(8) 0.0548(9) 0.0008(8) 0.0418(9) -0.0014(8)
C1 0.0591(11) 0.0436(9) 0.0741(12) 0.0090(9) 0.0517(11) 0.0036(9)
C6 0.0558(11) 0.0441(9) 0.0602(11) 0.0043(8) 0.0402(10) -0.0092(9)
N1 0.0767(14) 0.0840(13) 0.0976(16) 0.0162(13) 0.0613(14) 0.0238(12)
C8 0.1055(17) 0.0782(14) 0.0835(14) -0.0021(11) 0.0752(14) 0.0176(13)
C7 0.0702(14) 0.0718(13) 0.0710(12) 0.0033(11) 0.0400(12) -0.0173(12)

_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
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C4 1.5127(19) 2 ?
C9 C4 1.5128(19) . ?
C5 H5 0.9300 . ?
C5 C4 1.383(2) . ?
C5 C6 1.388(2) . ?
C2 C3 1.378(2) . ?
C2 C1 1.396(2) . ?
C2 C8 1.511(2) . ?
C4 C3 1.386(2) . ?
C3 H3 0.9300 . ?
C1 C6 1.395(2) . ?
C1 N1 1.399(2) . ?
C6 C7 1.502(2) . ?
N1 H1A 0.89(3) . ?
N1 H1B 0.86(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H9A C9 H9B 107.7 . . ?
C4 C9 H9A 108.9 2 . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9B 108.9 2 . ?
C4 C9 H9B 108.9 . . ?
C4 C9 C4 113.48(17) 2 . ?
C4 C5 H5 118.6 . . ?
C4 C5 C6 122.80(15) . . ?
C6 C5 H5 118.6 . . ?
C3 C2 C1 118.91(15) . . ?
C3 C2 C8 120.89(16) . . ?
C1 C2 C8 120.18(15) . . ?
C5 C4 C9 122.58(13) . . ?
C5 C4 C3 116.89(15) . . ?
C3 C4 C9 120.50(14) . . ?
C2 C3 C4 122.76(16) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C2 C1 N1 120.28(18) . . ?
C6 C1 C2 120.13(15) . . ?
C6 C1 N1 119.6(2) . . ?
C5 C6 C1 118.51(16) . . ?
C5 C6 C7 120.69(16) . . ?
C1 C6 C7 120.80(17) . . ?
C1 N1 H1A 115(2) . . ?
C1 N1 H1B 115.3(16) . . ?
H1A N1 H1B 125(3) . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
C9 C4 C3 C2 -177.23(13) . . . . ?
C5 C4 C3 C2 0.9(2) . . . . ?
C2 C1 C6 C5 0.4(2) . . . . ?
C2 C1 C6 C7 -179.27(14) . . . . ?
C4 C9 C4 C5 -111.35(14) 2 . . . ?
C4 C9 C4 C3 66.67(12) 2 . . . ?
C4 C5 C6 C1 -0.4(2) . . . . ?
C4 C5 C6 C7 179.27(14) . . . . ?
C3 C2 C1 C6 0.2(2) . . . . ?
C3 C2 C1 N1 -178.31(14) . . . . ?
C1 C2 C3 C4 -0.9(2) . . . . ?
C6 C5 C4 C9 177.84(14) . . . . ?
C6 C5 C4 C3 -0.3(2) . . . . ?
N1 C1 C6 C5 178.93(15) . . . . ?
N1 C1 C6 C7 -0.7(2) . . . . ?
C8 C2 C3 C4 177.42(14) . . . . ?
C8 C2 C1 C6 -178.10(14) . . . . ?
C8 C2 C1 N1 3.4(2) . . . . ?
_database_code_depnum_ccdc_archive 'CCDC 948919'
data_publication_text
_publ_contact_author_name        'Binoy K. Saha'
_publ_contact_author_address     
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
_publ_contact_author_email       binoypu@yahoo.co.in
loop_
_publ_author_name
_publ_author_address
' Saha, Binoy K.'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;
'Bhattacharya, Suman'
;
Department of Chemistry
Pondicherry University
Pondicherry
India
605014
;

#END=====

data_MBDA-Form-II-298
_audit_creation_date             2013-06-22
_audit_creation_method           
;
  Olex2 1.2
  (compiled Apr  9 2013 14:06:00, GUI svn.r4458)
;
_chemical_name_common            MBDA-Form-II
_chemical_name_systematic        
;
4,4'-Methylene-bis(2,6-dimethylaniline)
;
_chemical_formula_moiety         'C17 H22 N2'
_chemical_formula_sum            'C17 H22 N2'
_chemical_formula_weight         254.37
_chemical_melting_point          ?
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.5602(17)
_cell_length_b                   8.1816(6)
_cell_length_c                   14.2820(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 132.800(5)
_cell_angle_gamma                90.00
_cell_volume                     1505.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    721
_cell_measurement_temperature    298(2)
_cell_measurement_theta_min      3.8811
_cell_measurement_theta_max      29.0199
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.30286
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.122
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3767
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.08
_diffrn_reflns_theta_min         3.89
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.856
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         3924
_reflns_number_gt                947
_reflns_number_total             1732
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.031
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         1732
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0563
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0687P)²+0.2103P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1335
_refine_ls_wR_factor_ref         0.1663
_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. 
 Carbon bonded hydrogens are placed at calculated postions.
 Hydrogen atoms bonded to amine groups are isotropically refined.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H9A(0.5) H9B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3)
3.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C9 C 0.0000 0.1432(3) 0.2500 0.0657(8) Uani 1 2 d S . .
H9A H -0.0254 0.2131 0.1789 0.079 Uiso 0.50 1 calc PR . .
H9B H 0.0254 0.2131 0.3211 0.079 Uiso 0.50 1 calc PR . .
C5 C 0.18426(16) 0.0351(2) 0.41089(19) 0.0599(5) Uani 1 1 d . . .
H5 H 0.1945 0.0985 0.4727 0.072 Uiso 1 1 calc R . .
C2 C 0.15468(15) -0.1527(2) 0.22867(18) 0.0578(5) Uani 1 1 d . . .
C4 C 0.08904(14) 0.04151(18) 0.28737(19) 0.0543(5) Uani 1 1 d . . .
C3 C 0.07674(14) -0.05312(19) 0.19759(17) 0.0548(5) Uani 1 1 d . . .
H3 H 0.0137 -0.0496 0.1133 0.066 Uiso 1 1 calc R . .
C1 C 0.24941(15) -0.1569(2) 0.3538(2) 0.0605(5) Uani 1 1 d . . .
C6 C 0.26547(14) -0.0614(2) 0.44713(19) 0.0604(5) Uani 1 1 d . . .
N1 N 0.33071(19) -0.2534(3) 0.3875(3) 0.0935(7) Uani 1 1 d . . .
C8 C 0.13574(19) -0.2590(3) 0.1280(2) 0.0907(8) Uani 1 1 d . . .
H8A H 0.1374 -0.3719 0.1476 0.136 Uiso 1 1 calc R . .
H8B H 0.1887 -0.2389 0.1265 0.136 Uiso 1 1 calc R . .
H8C H 0.0691 -0.2336 0.0461 0.136 Uiso 1 1 calc R . .
C7 C 0.36802(17) -0.0628(3) 0.5822(2) 0.0887(7) Uani 1 1 d . . .
H7A H 0.4214 -0.0278 0.5844 0.133 Uiso 1 1 calc R . .
H7B H 0.3829 -0.1716 0.6160 0.133 Uiso 1 1 calc R . .
H7C H 0.3654 0.0099 0.6327 0.133 Uiso 1 1 calc R . .
H1A H 0.316(3) -0.330(4) 0.331(3) 0.157(14) Uiso 1 1 d . . .
H1B H 0.388(2) -0.260(4) 0.471(3) 0.131(12) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C9 0.086(2) 0.0426(14) 0.095(2) 0.000 0.072(2) 0.000
C5 0.0796(13) 0.0488(10) 0.0694(13) -0.0124(9) 0.0578(12) -0.0188(9)
C2 0.0728(13) 0.0534(11) 0.0688(13) 0.0043(9) 0.0567(12) 0.0030(9)
C4 0.0699(12) 0.0403(9) 0.0733(13) -0.0009(8) 0.0568(12) -0.0061(8)
C3 0.0618(11) 0.0514(10) 0.0570(11) 0.0010(8) 0.0427(10) -0.0018(8)
C1 0.0648(12) 0.0525(11) 0.0787(14) 0.0096(9) 0.0545(12) 0.0044(9)
C6 0.0616(12) 0.0537(11) 0.0673(13) 0.0046(9) 0.0443(11) -0.0102(9)
N1 0.0790(15) 0.0934(16) 0.110(2) 0.0136(14) 0.0649(17) 0.0228(12)
C8 0.1147(19) 0.0940(17) 0.0934(18) -0.0067(13) 0.0826(18) 0.0147(14)
C7 0.0751(15) 0.0853(15) 0.0774(16) 0.0029(12) 0.0406(14) -0.0201(11)

_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
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C4 1.513(2) . ?
C9 C4 1.513(2) 2 ?
C5 H5 0.9300 . ?
C5 C4 1.379(3) . ?
C5 C6 1.387(2) . ?
C2 C3 1.382(2) . ?
C2 C1 1.386(3) . ?
C2 C8 1.511(2) . ?
C4 C3 1.383(2) . ?
C3 H3 0.9300 . ?
C1 C6 1.398(3) . ?
C1 N1 1.400(3) . ?
C6 C7 1.498(3) . ?
N1 H1A 0.91(3) . ?
N1 H1B 0.90(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H9A C9 H9B 107.7 . . ?
C4 C9 H9A 108.9 . . ?
C4 C9 H9A 108.9 2 . ?
C4 C9 H9B 108.9 . . ?
C4 C9 H9B 108.9 2 . ?
C4 C9 C4 113.25(18) . 2 ?
C4 C5 H5 118.5 . . ?
C4 C5 C6 122.99(16) . . ?
C6 C5 H5 118.5 . . ?
C3 C2 C1 119.19(16) . . ?
C3 C2 C8 120.26(18) . . ?
C1 C2 C8 120.53(17) . . ?
C5 C4 C9 122.43(14) . . ?
C5 C4 C3 117.03(16) . . ?
C3 C4 C9 120.52(16) . . ?
C2 C3 C4 122.38(18) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C2 C1 C6 120.22(16) . . ?
C2 C1 N1 120.5(2) . . ?
C6 C1 N1 119.3(2) . . ?
C5 C6 C1 118.18(18) . . ?
C5 C6 C7 121.11(19) . . ?
C1 C6 C7 120.71(18) . . ?
C1 N1 H1A 118(2) . . ?
C1 N1 H1B 116.3(19) . . ?
H1A N1 H1B 122(3) . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
C9 C4 C3 C2 -177.39(14) . . . . ?
C5 C4 C3 C2 1.2(2) . . . . ?
C2 C1 C6 C5 0.5(2) . . . . ?
C2 C1 C6 C7 -179.01(16) . . . . ?
C4 C9 C4 C5 -111.41(15) 2 . . . ?
C4 C9 C4 C3 67.07(13) 2 . . . ?
C4 C5 C6 C1 -0.2(2) . . . . ?
C4 C5 C6 C7 179.23(15) . . . . ?
C3 C2 C1 C6 0.1(2) . . . . ?
C3 C2 C1 N1 -178.35(16) . . . . ?
C1 C2 C3 C4 -1.0(2) . . . . ?
C6 C5 C4 C9 177.97(15) . . . . ?
C6 C5 C4 C3 -0.6(2) . . . . ?
N1 C1 C6 C5 178.95(16) . . . . ?
N1 C1 C6 C7 -0.5(2) . . . . ?
C8 C2 C3 C4 177.44(15) . . . . ?
C8 C2 C1 C6 -178.29(15) . . . . ?
C8 C2 C1 N1 3.2(3) . . . . ?

#END=====
_database_code_depnum_ccdc_archive 'CCDC 948920'
