# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

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

data_mjrrsb
_database_code_depnum_ccdc_archive 'CCDC 1045613'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2015-07-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   MJRRSB
_nottingham_internal_coll_number 13930
_nottingham_internal_coll_client MJR/RS
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '6.0000, 2.0000'
_nottingham_internal_coll_frame_width 2.0000
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   26/08/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 26/08/2014
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 26/8/2014
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 26/8/2014
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 15/1/2015
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 15/1/2015
_refine_special_details          ?
_audit_creation_date             2015-01-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H28 N2 O2'
_chemical_formula_sum            'C24 H28 N2 O2'
_chemical_formula_weight         376.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H28 N2 O2'
_chemical_oxdiff_usercomment     
'MJRRSB #13930 GVB-262 IN FOMBLIN FILM ON A MICROMOUNT FOR MJR/RS'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.8462(8)
_cell_length_b                   7.6966(5)
_cell_length_c                   22.1897(18)
_cell_angle_alpha                90
_cell_angle_beta                 94.024(7)
_cell_angle_gamma                90
_cell_volume                     2018.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3602
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      73.7120
_cell_measurement_theta_min      3.6830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.620
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.3944
_exptl_crystal_size_mid          0.2707
_exptl_crystal_size_min          0.0743
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            8087
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.127
_diffrn_reflns_theta_min         4.363
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  126.00  176.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   30.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega   94.00  158.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000    0.0000 32

#__ type_ start__ end____ width___ exp.time_
  3 omega   85.00  111.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   30.0000  150.0000 13

#__ type_ start__ end____ width___ exp.time_
  4 omega   48.00   86.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000  120.0000 19

#__ type_ start__ end____ width___ exp.time_
  5 omega   37.00  131.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -61.0000  120.0000 47

#__ type_ start__ end____ width___ exp.time_
  6 omega   82.00  172.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000  -90.0000 45

#__ type_ start__ end____ width___ exp.time_
  7 omega   72.00   98.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000 -150.0000 13

#__ type_ start__ end____ width___ exp.time_
  8 omega   55.00   89.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000 -120.0000 17

#__ type_ start__ end____ width___ exp.time_
  9 omega   38.00   64.00   2.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000  -90.0000 13

#__ type_ start__ end____ width___ exp.time_
 10 omega   18.00  100.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6804   57.0000 -150.0000 41

#__ type_ start__ end____ width___ exp.time_
 11 omega  -14.00   12.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000  -60.0000 13

#__ type_ start__ end____ width___ exp.time_
 12 omega  -28.00   72.00   2.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       41.6804  -77.0000   60.0000 50
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      0.0457625000
_diffrn_orient_matrix_UB_12      -0.1690816000
_diffrn_orient_matrix_UB_13      -0.0261868000
_diffrn_orient_matrix_UB_21      0.0959773000
_diffrn_orient_matrix_UB_22      -0.0034468000
_diffrn_orient_matrix_UB_23      0.0506121000
_diffrn_orient_matrix_UB_31      -0.0754382000
_diffrn_orient_matrix_UB_32      -0.1066934000
_diffrn_orient_matrix_UB_33      0.0400755000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3514
_reflns_number_total             3961
_reflns_odcompleteness_completeness 99.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3961
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0481P)²+0.5125P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0944
_refine_ls_wR_factor_ref         0.0987
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C9(H9), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C5(H5A,H5B), C6(H6A,H6B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C22(H22A,H22B)
2.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C24(H24), C25(H25),
 C26(H26), C27(H27), C28(H28)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.40623(8) 1.11620(13) 0.63240(4) 0.0211(2) Uani 1 1 d . . . . .
C2 C 0.36269(9) 0.99040(15) 0.67431(5) 0.0208(2) Uani 1 1 d . . . . .
H2A H 0.3788 1.0326 0.7162 0.025 Uiso 1 1 calc R . . . .
H2B H 0.4029 0.8786 0.6704 0.025 Uiso 1 1 calc R . . . .
C3 C 0.23563(9) 0.95971(15) 0.66311(5) 0.0192(2) Uani 1 1 d . . . . .
H3 H 0.1919 1.0656 0.6733 0.023 Uiso 1 1 calc R . . . .
C4 C 0.20754(9) 0.90531(14) 0.59706(5) 0.0180(2) Uani 1 1 d . . . . .
C5 C 0.26624(9) 1.01962(15) 0.55215(5) 0.0204(2) Uani 1 1 d . . . . .
H5A H 0.2588 0.9646 0.5117 0.024 Uiso 1 1 calc R . . . .
H5B H 0.2279 1.1339 0.5491 0.024 Uiso 1 1 calc R . . . .
C6 C 0.39134(10) 1.04712(15) 0.57078(5) 0.0222(2) Uani 1 1 d . . . . .
H6A H 0.4321 0.9352 0.5686 0.027 Uiso 1 1 calc R . . . .
H6B H 0.4241 1.1293 0.5425 0.027 Uiso 1 1 calc R . . . .
N7 N 0.08309(8) 0.90340(12) 0.58203(4) 0.0182(2) Uani 1 1 d . . . . .
C8 C 0.04440(10) 0.75447(15) 0.55708(5) 0.0207(2) Uani 1 1 d . . . . .
C9 C 0.14443(10) 0.63508(15) 0.55010(5) 0.0234(2) Uani 1 1 d . . . . .
H9 H 0.1700 0.6487 0.5084 0.028 Uiso 1 1 calc R . . . .
C10 C 0.23579(10) 0.70896(15) 0.59523(5) 0.0219(2) Uani 1 1 d . . . . .
H10 H 0.3129 0.6898 0.5809 0.026 Uiso 1 1 calc R . . . .
C11 C 0.19952(10) 0.80227(16) 0.69932(5) 0.0243(3) Uani 1 1 d . . . . .
H11A H 0.1173 0.8057 0.7047 0.029 Uiso 1 1 calc R . . . .
H11B H 0.2411 0.7988 0.7396 0.029 Uiso 1 1 calc R . . . .
C12 C 0.22971(11) 0.64366(16) 0.66108(6) 0.0279(3) Uani 1 1 d . . . . .
H12A H 0.1711 0.5525 0.6629 0.033 Uiso 1 1 calc R . . . .
H12B H 0.3035 0.5944 0.6763 0.033 Uiso 1 1 calc R . . . .
C13 C 0.52567(10) 1.14975(16) 0.64981(6) 0.0253(3) Uani 1 1 d . . . . .
H13A H 0.5697 1.0443 0.6413 0.030 Uiso 1 1 calc R . . . .
H13B H 0.5341 1.1703 0.6939 0.030 Uiso 1 1 calc R . . . .
C14 C 0.57615(10) 1.30222(15) 0.61831(5) 0.0226(2) Uani 1 1 d . . . . .
C15 C 0.51032(11) 1.43566(16) 0.59289(6) 0.0267(3) Uani 1 1 d . . . . .
H15 H 0.4302 1.4296 0.5928 0.032 Uiso 1 1 calc R . . . .
C16 C 0.56097(11) 1.57810(17) 0.56750(6) 0.0301(3) Uani 1 1 d . . . . .
H16 H 0.5151 1.6677 0.5493 0.036 Uiso 1 1 calc R . . . .
C17 C 0.67804(11) 1.59081(17) 0.56841(6) 0.0293(3) Uani 1 1 d . . . . .
H17 H 0.7123 1.6894 0.5515 0.035 Uiso 1 1 calc R . . . .
C18 C 0.74438(11) 1.45857(18) 0.59419(6) 0.0280(3) Uani 1 1 d . . . . .
H18 H 0.8245 1.4669 0.5955 0.034 Uiso 1 1 calc R . . . .
C19 C 0.69372(10) 1.31397(17) 0.61804(5) 0.0250(3) Uani 1 1 d . . . . .
H19 H 0.7396 1.2218 0.6344 0.030 Uiso 1 1 calc R . . . .
O20 O -0.05561(7) 0.72363(12) 0.54067(4) 0.0260(2) Uani 1 1 d . . . . .
O21 O 0.12014(9) 0.45955(11) 0.55972(4) 0.0315(2) Uani 1 1 d . . . . .
H21 H 0.0950(16) 0.416(3) 0.5230(9) 0.047 Uiso 1 1 d R . . . .
C22 C 0.01009(10) 1.05415(15) 0.58706(5) 0.0208(2) Uani 1 1 d . . . . .
H22A H -0.0524 1.0474 0.5551 0.025 Uiso 1 1 calc R . . . .
H22B H 0.0543 1.1603 0.5798 0.025 Uiso 1 1 calc R . . . .
C23 C -0.04007(9) 1.07064(15) 0.64768(5) 0.0204(2) Uani 1 1 d . . . . .
C24 C -0.10128(10) 0.93510(16) 0.67101(6) 0.0253(3) Uani 1 1 d . . . . .
H24 H -0.1116 0.8300 0.6489 0.030 Uiso 1 1 calc R . . . .
C25 C -0.14746(11) 0.95283(19) 0.72662(6) 0.0310(3) Uani 1 1 d . . . . .
H25 H -0.1880 0.8590 0.7426 0.037 Uiso 1 1 calc R . . . .
C26 C -0.13458(11) 1.1064(2) 0.75867(6) 0.0336(3) Uani 1 1 d . . . . .
H26 H -0.1657 1.1180 0.7968 0.040 Uiso 1 1 calc R . . . .
C27 C -0.07614(11) 1.24285(19) 0.73495(6) 0.0318(3) Uani 1 1 d . . . . .
H27 H -0.0687 1.3495 0.7564 0.038 Uiso 1 1 calc R . . . .
C28 C -0.02809(10) 1.22477(17) 0.67978(6) 0.0255(3) Uani 1 1 d . . . . .
H28 H 0.0131 1.3185 0.6641 0.031 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.4613(15) . ?
N1 C6 1.4661(15) . ?
N1 C13 1.4633(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5267(15) . ?
C3 H3 1.0000 . ?
C3 C4 1.5381(15) . ?
C3 C11 1.5314(16) . ?
C4 C5 1.5321(15) . ?
C4 N7 1.4886(14) . ?
C4 C10 1.5490(15) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.5251(16) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
N7 C8 1.3398(15) . ?
N7 C22 1.4560(15) . ?
C8 C9 1.5160(17) . ?
C8 O20 1.2377(14) . ?
C9 H9 1.0000 . ?
C9 C10 1.5314(16) . ?
C9 O21 1.4008(15) . ?
C10 H10 1.0000 . ?
C10 C12 1.5515(17) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.5431(18) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5107(16) . ?
C14 C15 1.3854(17) . ?
C14 C19 1.3961(17) . ?
C15 H15 0.9500 . ?
C15 C16 1.3881(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3891(19) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.3869(18) . ?
C19 H19 0.9500 . ?
O21 H21 0.91(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.5136(16) . ?
C23 C24 1.3909(17) . ?
C23 C28 1.3859(17) . ?
C24 H24 0.9500 . ?
C24 C25 1.3911(18) . ?
C25 H25 0.9500 . ?
C25 C26 1.382(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.382(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.3928(19) . ?
C28 H28 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C6 109.17(9) . . ?
C2 N1 C13 109.08(9) . . ?
C13 N1 C6 111.16(9) . . ?
N1 C2 H2A 109.0 . . ?
N1 C2 H2B 109.0 . . ?
N1 C2 C3 112.76(9) . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
C2 C3 H3 110.9 . . ?
C2 C3 C4 110.00(9) . . ?
C2 C3 C11 110.21(9) . . ?
C4 C3 H3 110.9 . . ?
C11 C3 H3 110.9 . . ?
C11 C3 C4 103.59(9) . . ?
C3 C4 C10 104.94(9) . . ?
C5 C4 C3 112.69(9) . . ?
C5 C4 C10 115.76(10) . . ?
N7 C4 C3 111.14(9) . . ?
N7 C4 C5 110.34(9) . . ?
N7 C4 C10 101.35(9) . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
H5A C5 H5B 107.9 . . ?
C6 C5 C4 112.34(9) . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
N1 C6 C5 110.74(9) . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C8 N7 C4 113.94(9) . . ?
C8 N7 C22 121.71(9) . . ?
C22 N7 C4 124.00(9) . . ?
N7 C8 C9 108.27(10) . . ?
O20 C8 N7 125.33(11) . . ?
O20 C8 C9 126.35(11) . . ?
C8 C9 H9 108.7 . . ?
C8 C9 C10 103.29(9) . . ?
C10 C9 H9 108.7 . . ?
O21 C9 C8 113.49(10) . . ?
O21 C9 H9 108.7 . . ?
O21 C9 C10 113.69(10) . . ?
C4 C10 H10 110.9 . . ?
C4 C10 C12 105.49(9) . . ?
C9 C10 C4 103.61(9) . . ?
C9 C10 H10 110.9 . . ?
C9 C10 C12 114.72(10) . . ?
C12 C10 H10 110.9 . . ?
C3 C11 H11A 110.8 . . ?
C3 C11 H11B 110.8 . . ?
C3 C11 C12 104.68(9) . . ?
H11A C11 H11B 108.9 . . ?
C12 C11 H11A 110.8 . . ?
C12 C11 H11B 110.8 . . ?
C10 C12 H12A 110.4 . . ?
C10 C12 H12B 110.4 . . ?
C11 C12 C10 106.83(9) . . ?
C11 C12 H12A 110.4 . . ?
C11 C12 H12B 110.4 . . ?
H12A C12 H12B 108.6 . . ?
N1 C13 H13A 108.5 . . ?
N1 C13 H13B 108.5 . . ?
N1 C13 C14 114.95(10) . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
C15 C14 C13 122.30(11) . . ?
C15 C14 C19 118.91(11) . . ?
C19 C14 C13 118.67(11) . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.25(12) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.61(12) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.43(12) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.95(12) . . ?
C19 C18 H18 120.0 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 C14 120.81(12) . . ?
C18 C19 H19 119.6 . . ?
C9 O21 H21 106.1(12) . . ?
N7 C22 H22A 108.7 . . ?
N7 C22 H22B 108.7 . . ?
N7 C22 C23 114.03(9) . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 H22A 108.7 . . ?
C23 C22 H22B 108.7 . . ?
C24 C23 C22 121.02(11) . . ?
C28 C23 C22 119.75(11) . . ?
C28 C23 C24 119.20(11) . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.28(12) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.28(13) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.60(12) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.34(13) . . ?
C28 C27 H27 119.8 . . ?
C23 C28 C27 120.26(12) . . ?
C23 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O21 H21 O20 0.91(2) 1.81(2) 2.7010(13) 165.2(18) 3_566

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
N1 C2 C3 C4 55.09(13) . . . . ?
N1 C2 C3 C11 168.69(9) . . . . ?
N1 C13 C14 C15 22.43(17) . . . . ?
N1 C13 C14 C19 -161.48(11) . . . . ?
C2 N1 C6 C5 61.94(12) . . . . ?
C2 N1 C13 C14 -168.65(10) . . . . ?
C2 C3 C4 C5 -46.01(12) . . . . ?
C2 C3 C4 N7 -170.45(9) . . . . ?
C2 C3 C4 C10 80.79(11) . . . . ?
C2 C3 C11 C12 -81.16(11) . . . . ?
C3 C4 C5 C6 46.84(13) . . . . ?
C3 C4 N7 C8 -128.04(10) . . . . ?
C3 C4 N7 C22 58.70(13) . . . . ?
C3 C4 C10 C9 143.94(9) . . . . ?
C3 C4 C10 C12 23.05(11) . . . . ?
C3 C11 C12 C10 -22.26(12) . . . . ?
C4 C3 C11 C12 36.49(11) . . . . ?
C4 C5 C6 N1 -54.48(13) . . . . ?
C4 N7 C8 C9 -2.04(12) . . . . ?
C4 N7 C8 O20 -179.62(10) . . . . ?
C4 N7 C22 C23 -91.28(12) . . . . ?
C4 C10 C12 C11 -0.52(12) . . . . ?
C5 C4 N7 C8 106.20(11) . . . . ?
C5 C4 N7 C22 -67.05(13) . . . . ?
C5 C4 C10 C9 -91.17(11) . . . . ?
C5 C4 C10 C12 147.93(10) . . . . ?
C6 N1 C2 C3 -63.57(12) . . . . ?
C6 N1 C13 C14 70.91(13) . . . . ?
N7 C4 C5 C6 171.72(9) . . . . ?
N7 C4 C10 C9 28.20(11) . . . . ?
N7 C4 C10 C12 -92.70(10) . . . . ?
N7 C8 C9 C10 20.51(12) . . . . ?
N7 C8 C9 O21 144.07(10) . . . . ?
N7 C22 C23 C24 -54.81(14) . . . . ?
N7 C22 C23 C28 127.20(11) . . . . ?
C8 N7 C22 C23 95.96(12) . . . . ?
C8 C9 C10 C4 -29.91(11) . . . . ?
C8 C9 C10 C12 84.54(12) . . . . ?
C9 C10 C12 C11 -113.88(11) . . . . ?
C10 C4 C5 C6 -73.96(12) . . . . ?
C10 C4 N7 C8 -16.96(12) . . . . ?
C10 C4 N7 C22 169.78(10) . . . . ?
C11 C3 C4 C5 -163.80(9) . . . . ?
C11 C3 C4 N7 71.76(11) . . . . ?
C11 C3 C4 C10 -37.00(11) . . . . ?
C13 N1 C2 C3 174.78(9) . . . . ?
C13 N1 C6 C5 -177.68(9) . . . . ?
C13 C14 C15 C16 176.24(12) . . . . ?
C13 C14 C19 C18 -174.56(11) . . . . ?
C14 C15 C16 C17 -1.5(2) . . . . ?
C15 C14 C19 C18 1.66(18) . . . . ?
C15 C16 C17 C18 0.9(2) . . . . ?
C16 C17 C18 C19 0.90(19) . . . . ?
C17 C18 C19 C14 -2.20(19) . . . . ?
C19 C14 C15 C16 0.17(19) . . . . ?
O20 C8 C9 C10 -161.94(11) . . . . ?
O20 C8 C9 O21 -38.39(16) . . . . ?
O21 C9 C10 C4 -153.34(10) . . . . ?
O21 C9 C10 C12 -38.88(14) . . . . ?
C22 N7 C8 C9 171.39(9) . . . . ?
C22 N7 C8 O20 -6.19(17) . . . . ?
C22 C23 C24 C25 -179.57(11) . . . . ?
C22 C23 C28 C27 178.51(11) . . . . ?
C23 C24 C25 C26 1.12(19) . . . . ?
C24 C23 C28 C27 0.48(18) . . . . ?
C24 C25 C26 C27 0.4(2) . . . . ?
C25 C26 C27 C28 -1.5(2) . . . . ?
C26 C27 C28 C23 1.08(19) . . . . ?
C28 C23 C24 C25 -1.57(18) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1 0 1 0.0372 -0.9994 -0.0013 1.0021 -0.0718 -0.0452 0.1157
1 0 -1 0.0372 0.9994 0.0013 -1.0021 0.0718 0.0452 -0.1157
-4 -2 5 0.1507 -3.9959 -2.0035 5.0183 0.0245 -0.1226 0.7163
-2 -2 -5 0.1244 -1.9981 -1.9975 -4.9861 0.3769 -0.4372 0.1640
2 1 -5 0.1041 1.9976 1.0028 -5.0092 0.0530 -0.0653 -0.4584
-1 0 5 0.1218 -0.9989 -0.0030 5.0022 -0.1762 0.1573 0.2761
1 1 5 0.1771 0.9994 0.9977 4.9931 -0.2537 0.3452 0.0183
0 -1 -5 0.1011 0.0001 -0.9968 -4.9952 0.2994 -0.2494 -0.0938
-1 3 -5 0.1416 -1.0025 2.9979 -5.0128 -0.4215 -0.3603 -0.4451
-2 -2 5 0.1833 -1.9968 -2.0017 5.0141 0.1158 0.0690 0.5651
1 0 5 0.1468 1.0001 -0.0012 4.9980 -0.0849 0.3490 0.1250
-4 -1 -5 0.0721 -3.9979 -1.0004 -4.9869 0.1168 -0.6327 0.2085
-1 2 5 0.1655 -1.0004 1.9949 4.9924 -0.5138 0.1498 0.0627
5 0 4 0.0975 4.9981 0.0028 3.9896 0.1238 0.6816 -0.2175
4 -1 5 0.1150 3.9995 -0.9974 4.9967 0.2208 0.6402 0.0050
3 -4 -1 0.1868 3.0015 -3.9926 -0.9867 0.8383 0.2519 0.1600
4 -1 -5 0.0791 3.9982 -0.9933 -5.0036 0.4819 0.1339 -0.3962

_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mjrrsc
_database_code_depnum_ccdc_archive 'CCDC 1045614'
_audit_update_record             
;
2015-04-21 deposited with the CCDC.
2015-07-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   MJRRSC
_nottingham_internal_coll_number 13960
_nottingham_internal_coll_client MJR/RS
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '25.0000, 100.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   12/09/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 02/10/2014
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 2/10/2014
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 15/1/2015
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 15/1/2015
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 15/1/2015
_refine_special_details          ?
_audit_creation_date             2015-01-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H24 N2 O2'
_chemical_formula_sum            'C18 H24 N2 O2'
_chemical_formula_weight         300.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H25 N2 O2'
_chemical_oxdiff_usercomment     
'MJRRSC #13960 GVB-280 IN FOMBLIN FILM ON A MICROMOUNT FOR MJR/RS'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.0233(8)
_cell_length_b                   8.5269(6)
_cell_length_c                   12.1531(9)
_cell_angle_alpha                107.964(7)
_cell_angle_beta                 98.204(8)
_cell_angle_gamma                97.133(7)
_cell_volume                     770.22(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5259
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.4390
_cell_measurement_theta_min      3.8900
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  0.953
_exptl_absorpt_correction_T_min  0.901
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.219
_exptl_crystal_size_mid          0.1566
_exptl_crystal_size_min          0.0846
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10903
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.880
_diffrn_reflns_theta_min         3.896
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -31.00   24.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000   30.0000 55

#__ type_ start__ end____ width___ exp.time_
  2 omega  -70.00  -18.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -38.0000   60.0000 52

#__ type_ start__ end____ width___ exp.time_
  3 omega  -46.00  -18.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -38.0000  -90.0000 28

#__ type_ start__ end____ width___ exp.time_
  4 omega  -29.00   -3.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -90.0000 -147.1678 26

#__ type_ start__ end____ width___ exp.time_
  5 omega  -93.00  -54.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -38.0000  -90.0000 39

#__ type_ start__ end____ width___ exp.time_
  6 omega  -87.00  -13.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  125.0000 -150.0000 74

#__ type_ start__ end____ width___ exp.time_
  7 omega -107.00  -80.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -38.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
  8 omega    2.00   92.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       41.4304 -125.0000  150.0000 90

#__ type_ start__ end____ width___ exp.time_
  9 omega    9.00   34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   85.0000 -130.4479 25

#__ type_ start__ end____ width___ exp.time_
 10 omega   11.00   36.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000  -33.8609 25

#__ type_ start__ end____ width___ exp.time_
 11 omega   14.00   41.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   82.0000    8.1081 27

#__ type_ start__ end____ width___ exp.time_
 12 omega   19.00   45.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   82.0000   96.2211 26

#__ type_ start__ end____ width___ exp.time_
 13 omega   19.00   44.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   81.0000  154.9889 25

#__ type_ start__ end____ width___ exp.time_
 14 omega   29.00   54.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   76.0000 -148.2209 25

#__ type_ start__ end____ width___ exp.time_
 15 omega   76.00  124.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   76.0000 -148.2209 48

#__ type_ start__ end____ width___ exp.time_
 16 omega   29.00   81.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -15.0448 52

#__ type_ start__ end____ width___ exp.time_
 17 omega   32.00   62.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  175.0697 30

#__ type_ start__ end____ width___ exp.time_
 18 omega   31.00   62.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   73.0000 -120.7387 31

#__ type_ start__ end____ width___ exp.time_
 19 omega   84.00  127.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -15.0448 43

#__ type_ start__ end____ width___ exp.time_
 20 omega   36.00   72.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   74.0000  -70.4393 36

#__ type_ start__ end____ width___ exp.time_
 21 omega   32.00   58.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   76.0000   35.9575 26

#__ type_ start__ end____ width___ exp.time_
 22 omega   32.00   64.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   77.0000  120.6555 32

#__ type_ start__ end____ width___ exp.time_
 23 omega   38.00   69.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   75.0000   78.1729 31

#__ type_ start__ end____ width___ exp.time_
 24 omega   38.00   65.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   75.0000  -96.9841 27

#__ type_ start__ end____ width___ exp.time_
 25 omega   41.00   74.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   76.0000  134.4010 33

#__ type_ start__ end____ width___ exp.time_
 26 omega   43.00   70.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   68.0000   30.9778 27

#__ type_ start__ end____ width___ exp.time_
 27 omega   60.00   87.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   64.0000   41.8181 27

#__ type_ start__ end____ width___ exp.time_
 28 omega   66.00  151.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   71.0000   72.0085 85

#__ type_ start__ end____ width___ exp.time_
 29 omega   80.00  172.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000  -30.0000 92

#__ type_ start__ end____ width___ exp.time_
 30 omega   67.00   94.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000  -30.0000 27

#__ type_ start__ end____ width___ exp.time_
 31 omega   85.00  173.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000   30.0000 88

#__ type_ start__ end____ width___ exp.time_
 32 omega   48.00   84.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -30.0000 -150.0000 36

#__ type_ start__ end____ width___ exp.time_
 33 omega   82.00  165.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   45.0000  150.0000 83

#__ type_ start__ end____ width___ exp.time_
 34 omega   79.00  104.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
 35 omega   79.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000  -60.0000 28

#__ type_ start__ end____ width___ exp.time_
 36 omega   75.00  100.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 37 omega   79.00  137.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
 38 omega   74.00  176.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000  -90.0000 102

#__ type_ start__ end____ width___ exp.time_
 39 omega   25.00   87.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000  120.0000 62

#__ type_ start__ end____ width___ exp.time_
 40 omega  124.00  159.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
 41 omega   78.00  116.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000    0.0000 38

#__ type_ start__ end____ width___ exp.time_
 42 omega   36.00   95.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -45.0000  -60.0000 59

#__ type_ start__ end____ width___ exp.time_
 43 omega   74.00  175.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000 -150.0000 101

#__ type_ start__ end____ width___ exp.time_
 44 omega   76.00  141.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000 -180.0000 65

#__ type_ start__ end____ width___ exp.time_
 45 omega   74.00  100.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000 -120.0000 26

#__ type_ start__ end____ width___ exp.time_
 46 omega  122.00  149.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
 47 omega   78.00  104.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   61.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
 48 omega   33.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -94.0000 -180.0000 74

#__ type_ start__ end____ width___ exp.time_
 49 omega  119.00  162.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000   90.0000 43

#__ type_ start__ end____ width___ exp.time_
 50 omega   35.00  132.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000  -77.0000 -150.0000 97

#__ type_ start__ end____ width___ exp.time_
 51 omega   74.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000   77.0000   90.0000 33

#__ type_ start__ end____ width___ exp.time_
 52 omega   38.00  121.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      104.5000 -125.0000   90.0000 83
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11      -0.1282903000
_diffrn_orient_matrix_UB_12      -0.1655068000
_diffrn_orient_matrix_UB_13      -0.0600703000
_diffrn_orient_matrix_UB_21      -0.1052843000
_diffrn_orient_matrix_UB_22      0.0507179000
_diffrn_orient_matrix_UB_23      0.0977930000
_diffrn_orient_matrix_UB_31      -0.1064522000
_diffrn_orient_matrix_UB_32      0.0854279000
_diffrn_orient_matrix_UB_33      -0.0725528000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2661
_reflns_number_total             3053
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3053
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0916
_refine_ls_R_factor_gt           0.0854
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1537P)²+0.6321P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2434
_refine_ls_wR_factor_ref         0.2499
_olex2_refinement_description    
;
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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C9(H9), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C5(H5A,H5B), C6(H6A,H6B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19)
2.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.6924(3) 0.6894(3) 0.80844(19) 0.0305(5) Uani 1 1 d . . . . .
C2 C 0.5410(3) 0.7351(3) 0.8567(2) 0.0313(6) Uani 1 1 d . . . . .
H2A H 0.5709 0.7754 0.9439 0.038 Uiso 1 1 calc R . . . .
H2B H 0.4502 0.6345 0.8318 0.038 Uiso 1 1 calc R . . . .
C3 C 0.4727(3) 0.8715(3) 0.8156(2) 0.0311(6) Uani 1 1 d . . . . .
H3 H 0.5568 0.9790 0.8495 0.037 Uiso 1 1 calc R . . . .
C4 C 0.4348(3) 0.8177(3) 0.6812(2) 0.0299(6) Uani 1 1 d . . . . .
C5 C 0.5777(3) 0.7393(3) 0.6256(2) 0.0327(6) Uani 1 1 d . . . . .
H5A H 0.5344 0.6811 0.5402 0.039 Uiso 1 1 calc R . . . .
H5B H 0.6742 0.8296 0.6345 0.039 Uiso 1 1 calc R . . . .
C6 C 0.6431(4) 0.6151(3) 0.6810(2) 0.0344(6) Uani 1 1 d . . . . .
H6A H 0.5524 0.5153 0.6609 0.041 Uiso 1 1 calc R . . . .
H6B H 0.7430 0.5779 0.6480 0.041 Uiso 1 1 calc R . . . .
N7 N 0.4024(3) 0.9611(3) 0.6417(2) 0.0313(5) Uani 1 1 d . . . . .
C8 C 0.2554(3) 0.9338(3) 0.5661(2) 0.0315(6) Uani 1 1 d . . . . .
C9 C 0.1668(3) 0.7537(3) 0.5389(2) 0.0341(6) Uani 1 1 d . . . . .
H9 H 0.1969 0.6824 0.4647 0.041 Uiso 1 1 calc R . . . .
C10 C 0.2533(3) 0.7060(3) 0.6427(2) 0.0314(6) Uani 1 1 d . . . . .
H10 H 0.2613 0.5844 0.6173 0.038 Uiso 1 1 calc R . . . .
C11 C 0.2996(3) 0.8975(3) 0.8486(2) 0.0349(6) Uani 1 1 d . . . . .
H11A H 0.2758 1.0086 0.8484 0.042 Uiso 1 1 calc R . . . .
H11B H 0.2956 0.8889 0.9276 0.042 Uiso 1 1 calc R . . . .
C12 C 0.1697(3) 0.7552(3) 0.7523(3) 0.0373(6) Uani 1 1 d . . . . .
H12A H 0.1446 0.6580 0.7793 0.045 Uiso 1 1 calc R . . . .
H12B H 0.0614 0.7944 0.7339 0.045 Uiso 1 1 calc R . . . .
C13 C 0.7664(4) 0.5732(3) 0.8607(2) 0.0347(6) Uani 1 1 d . . . . .
H13A H 0.8558 0.5290 0.8179 0.042 Uiso 1 1 calc R . . . .
H13B H 0.6760 0.4773 0.8514 0.042 Uiso 1 1 calc R . . . .
C14 C 0.8435(3) 0.6566(3) 0.9891(2) 0.0326(6) Uani 1 1 d . . . . .
C15 C 0.7871(4) 0.6001(3) 1.0758(3) 0.0391(7) Uani 1 1 d . . . . .
H15 H 0.6991 0.5046 1.0536 0.047 Uiso 1 1 calc R . . . .
C16 C 0.8578(4) 0.6814(4) 1.1941(3) 0.0420(7) Uani 1 1 d . . . . .
H16 H 0.8176 0.6413 1.2521 0.050 Uiso 1 1 calc R . . . .
C17 C 0.9867(4) 0.8208(4) 1.2283(3) 0.0391(6) Uani 1 1 d . . . . .
H17 H 1.0352 0.8764 1.3094 0.047 Uiso 1 1 calc R . . . .
C18 C 1.0440(3) 0.8780(3) 1.1425(3) 0.0371(6) Uani 1 1 d . . . . .
H18 H 1.1325 0.9733 1.1650 0.045 Uiso 1 1 calc R . . . .
C19 C 0.9737(3) 0.7976(3) 1.0249(2) 0.0338(6) Uani 1 1 d . . . . .
H19 H 1.0140 0.8384 0.9673 0.041 Uiso 1 1 calc R . . . .
C20 C 0.5201(4) 1.1205(3) 0.6812(3) 0.0376(6) Uani 1 1 d . . . . .
H20A H 0.6359 1.1002 0.6728 0.056 Uiso 1 1 calc GR . . . .
H20B H 0.5191 1.1800 0.7641 0.056 Uiso 1 1 calc GR . . . .
H20C H 0.4844 1.1886 0.6333 0.056 Uiso 1 1 calc GR . . . .
O21 O 0.2010(2) 1.0345(2) 0.52203(18) 0.0384(5) Uani 1 1 d . . . . .
O22 O -0.0123(3) 0.7334(3) 0.5243(2) 0.0431(5) Uani 1 1 d . . . . .
H22 H -0.050(6) 0.819(6) 0.508(4) 0.065 Uiso 1 1 d R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.467(3) . ?
N1 C6 1.454(3) . ?
N1 C13 1.471(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.530(3) . ?
C3 H3 1.0000 . ?
C3 C4 1.528(4) . ?
C3 C11 1.523(4) . ?
C4 C5 1.533(4) . ?
C4 N7 1.483(3) . ?
C4 C10 1.559(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.526(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
N7 C8 1.334(3) . ?
N7 C20 1.456(3) . ?
C8 C9 1.524(3) . ?
C8 O21 1.235(3) . ?
C9 H9 1.0000 . ?
C9 C10 1.540(4) . ?
C9 O22 1.405(3) . ?
C10 H10 1.0000 . ?
C10 C12 1.544(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.546(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.502(4) . ?
C14 C15 1.393(4) . ?
C14 C19 1.401(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.391(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.378(4) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
O22 H22 0.89(5) . ?

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
C2 N1 C13 110.3(2) . . ?
C6 N1 C2 108.8(2) . . ?
C6 N1 C13 111.23(19) . . ?
N1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
N1 C2 C3 111.9(2) . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C2 C3 H3 110.3 . . ?
C4 C3 C2 110.8(2) . . ?
C4 C3 H3 110.3 . . ?
C11 C3 C2 111.6(2) . . ?
C11 C3 H3 110.3 . . ?
C11 C3 C4 103.5(2) . . ?
C3 C4 C5 112.8(2) . . ?
C3 C4 C10 105.1(2) . . ?
C5 C4 C10 116.3(2) . . ?
N7 C4 C3 110.71(19) . . ?
N7 C4 C5 110.0(2) . . ?
N7 C4 C10 101.28(19) . . ?
C4 C5 H5A 109.0 . . ?
C4 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 C4 112.8(2) . . ?
C6 C5 H5A 109.0 . . ?
C6 C5 H5B 109.0 . . ?
N1 C6 C5 111.4(2) . . ?
N1 C6 H6A 109.3 . . ?
N1 C6 H6B 109.3 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C8 N7 C4 114.9(2) . . ?
C8 N7 C20 121.7(2) . . ?
C20 N7 C4 123.4(2) . . ?
N7 C8 C9 108.5(2) . . ?
O21 C8 N7 126.4(2) . . ?
O21 C8 C9 125.0(2) . . ?
C8 C9 H9 108.5 . . ?
C8 C9 C10 103.0(2) . . ?
C10 C9 H9 108.5 . . ?
O22 C9 C8 113.9(2) . . ?
O22 C9 H9 108.5 . . ?
O22 C9 C10 114.2(2) . . ?
C4 C10 H10 111.0 . . ?
C9 C10 C4 104.10(19) . . ?
C9 C10 H10 111.0 . . ?
C9 C10 C12 114.0(2) . . ?
C12 C10 C4 105.3(2) . . ?
C12 C10 H10 111.0 . . ?
C3 C11 H11A 110.9 . . ?
C3 C11 H11B 110.9 . . ?
C3 C11 C12 104.5(2) . . ?
H11A C11 H11B 108.9 . . ?
C12 C11 H11A 110.9 . . ?
C12 C11 H11B 110.9 . . ?
C10 C12 C11 106.5(2) . . ?
C10 C12 H12A 110.4 . . ?
C10 C12 H12B 110.4 . . ?
C11 C12 H12A 110.4 . . ?
C11 C12 H12B 110.4 . . ?
H12A C12 H12B 108.6 . . ?
N1 C13 H13A 109.2 . . ?
N1 C13 H13B 109.2 . . ?
N1 C13 C14 112.0(2) . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C15 C14 C13 122.0(2) . . ?
C15 C14 C19 118.1(3) . . ?
C19 C14 C13 119.9(2) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 120.9(3) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 119.1(3) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.5(3) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 H19 119.5 . . ?
C18 C19 C14 120.9(2) . . ?
C18 C19 H19 119.5 . . ?
N7 C20 H20A 109.5 . . ?
N7 C20 H20B 109.5 . . ?
N7 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C9 O22 H22 111(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C3 C4 55.6(3) . . . . ?
N1 C2 C3 C11 170.4(2) . . . . ?
N1 C13 C14 C15 120.5(3) . . . . ?
N1 C13 C14 C19 -58.1(3) . . . . ?
C2 N1 C6 C5 62.2(3) . . . . ?
C2 N1 C13 C14 -68.3(3) . . . . ?
C2 C3 C4 C5 -44.9(3) . . . . ?
C2 C3 C4 N7 -168.6(2) . . . . ?
C2 C3 C4 C10 82.8(2) . . . . ?
C2 C3 C11 C12 -80.9(3) . . . . ?
C3 C4 C5 C6 44.2(3) . . . . ?
C3 C4 N7 C8 -126.4(2) . . . . ?
C3 C4 N7 C20 53.6(3) . . . . ?
C3 C4 C10 C9 141.39(19) . . . . ?
C3 C4 C10 C12 21.2(2) . . . . ?
C3 C11 C12 C10 -25.1(3) . . . . ?
C4 C3 C11 C12 38.3(2) . . . . ?
C4 C5 C6 N1 -52.9(3) . . . . ?
C4 N7 C8 C9 -2.5(3) . . . . ?
C4 N7 C8 O21 179.6(2) . . . . ?
C4 C10 C12 C11 2.4(3) . . . . ?
C5 C4 N7 C8 108.3(2) . . . . ?
C5 C4 N7 C20 -71.7(3) . . . . ?
C5 C4 C10 C9 -93.1(2) . . . . ?
C5 C4 C10 C12 146.7(2) . . . . ?
C6 N1 C2 C3 -64.4(3) . . . . ?
C6 N1 C13 C14 170.9(2) . . . . ?
N7 C4 C5 C6 168.3(2) . . . . ?
N7 C4 C10 C9 26.1(2) . . . . ?
N7 C4 C10 C12 -94.1(2) . . . . ?
N7 C8 C9 C10 19.5(3) . . . . ?
N7 C8 C9 O22 143.8(2) . . . . ?
C8 C9 C10 C4 -27.9(2) . . . . ?
C8 C9 C10 C12 86.3(2) . . . . ?
C9 C10 C12 C11 -111.1(2) . . . . ?
C10 C4 C5 C6 -77.4(3) . . . . ?
C10 C4 N7 C8 -15.3(3) . . . . ?
C10 C4 N7 C20 164.7(2) . . . . ?
C11 C3 C4 C5 -164.6(2) . . . . ?
C11 C3 C4 N7 71.7(2) . . . . ?
C11 C3 C4 C10 -36.9(2) . . . . ?
C13 N1 C2 C3 173.3(2) . . . . ?
C13 N1 C6 C5 -176.0(2) . . . . ?
C13 C14 C15 C16 -178.6(2) . . . . ?
C13 C14 C19 C18 178.8(2) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
C15 C14 C19 C18 0.1(4) . . . . ?
C15 C16 C17 C18 0.0(4) . . . . ?
C16 C17 C18 C19 0.1(4) . . . . ?
C17 C18 C19 C14 -0.2(4) . . . . ?
C19 C14 C15 C16 0.1(4) . . . . ?
C20 N7 C8 C9 177.5(2) . . . . ?
C20 N7 C8 O21 -0.4(4) . . . . ?
O21 C8 C9 C10 -162.5(2) . . . . ?
O21 C8 C9 O22 -38.3(4) . . . . ?
O22 C9 C10 C4 -151.9(2) . . . . ?
O22 C9 C10 C12 -37.8(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1 0 -7 0.0423 -1.0154 0.0018 -7.0115 0.5512 -0.5787 0.6169
1 0 7 0.0423 1.0154 -0.0018 7.0115 -0.5512 0.5787 -0.6169
-5 1 -1 0.0753 -5.0003 1.0021 -1.0083 0.5362 0.4787 0.6911
5 1 -1 0.0727 4.9991 0.9954 -0.9920 -0.7465 -0.5729 -0.3752
5 -1 1 0.0649 5.0003 -1.0021 1.0083 -0.5362 -0.4787 -0.6911
-2 -1 -5 0.0610 -2.0126 -0.9965 -5.0116 0.7242 -0.3287 0.4927
2 -5 5 0.0942 2.0029 -4.9953 5.0039 0.2692 0.0251 -1.0030
-4 -3 0 0.0798 -4.0046 -2.9932 -0.0103 1.0098 0.2688 0.1713
3 0 -7 0.0547 2.9843 -0.0009 -7.0049 0.0381 -0.9993 0.1905
-1 4 -7 0.0689 -1.0090 3.9963 -7.0064 -0.1111 -0.3763 0.9571
-1 -2 8 0.0777 -0.9855 -1.9978 8.0071 -0.0239 0.7855 -0.6467
4 -4 2 0.0894 3.9978 -3.9975 2.0043 0.0283 -0.4276 -0.9125
-4 2 -4 0.0616 -4.0054 2.0006 -4.0096 0.4236 0.1311 0.8882
4 1 2 0.0568 4.0058 0.9956 2.0106 -0.7995 -0.1746 -0.4872
-2 -5 2 0.0831 -2.0035 -4.9921 1.9932 0.9635 0.1527 -0.3578
-1 5 -4 0.0987 -1.0008 4.9944 -4.0009 -0.4579 -0.0326 0.8235
-3 0 6 0.0608 -2.9866 0.0011 6.0035 0.0223 0.9016 -0.1176

_nottingham_internal_coll_instrument 'GVB, PL13110001'
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
