data_dt1870a_0m_a
_audit_creation_date               2018-10-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2016/6'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Bruker-AXS (2016). APEX3. Version 2016.5-0. Madison, Wisconsin, USA. 
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. 
"OLEX2: a complete structure solution, refinement and analysis program". 
(2009), J. Appl. Cryst. 42, 339-341. 
Krause, L., Herbst-Irmer, R., Sheldrick, G. M. & Stalke, D. (2015). 
J. Appl. Crystallogr. 48, 3-10. 
Sheldrick, G.M. (2015a). "SHELXT - Integrated space-group and crystal-structure 
determination". Acta Cryst. A71, 3-8. 
Sheldrick, G.M. (2015b). "Crystal structure refinement with SHELXL". 
Acta Cryst. C71, 3-8. 

Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C15 H21 N O3'
_chemical_formula_sum              'C15 H21 N O3'
_chemical_formula_weight           263.33
_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'
 'O' 'O' 0.0106 0.0060 '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                     10.392(2)
_cell_length_b                     13.142(4)
_cell_length_c                     11.663(3)
_cell_angle_alpha                  90
_cell_angle_beta                   114.467(15)
_cell_angle_gamma                  90
_cell_volume                       1449.7(6)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      3777
_cell_measurement_temperature      173
_cell_measurement_theta_max        23.61
_cell_measurement_theta_min        2.65
_shelx_estimated_absorpt_T_max     0.996
_shelx_estimated_absorpt_T_min     0.982
_exptl_absorpt_coefficient_mu      0.084
_exptl_absorpt_correction_T_max    0.7454
_exptl_absorpt_correction_T_min    0.6890
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details    
 'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear colourless'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.207
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      'not measured'
_exptl_crystal_description         'Block'
_exptl_crystal_F_000               568
_exptl_crystal_size_max            0.22
_exptl_crystal_size_mid            0.12
_exptl_crystal_size_min            0.05
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0708
_diffrn_reflns_av_unetI/netI       0.0557
_diffrn_reflns_Laue_measured_fraction_full  0.998
_diffrn_reflns_Laue_measured_fraction_max  0.999
_diffrn_reflns_limit_h_max         12
_diffrn_reflns_limit_h_min         -13
_diffrn_reflns_limit_k_max         16
_diffrn_reflns_limit_k_min         -16
_diffrn_reflns_limit_l_max         14
_diffrn_reflns_limit_l_min         -14
_diffrn_reflns_number              17150
_diffrn_reflns_point_group_measured_fraction_full  0.998
_diffrn_reflns_point_group_measured_fraction_max  0.999
_diffrn_reflns_theta_full          25.243
_diffrn_reflns_theta_max           26.388
_diffrn_reflns_theta_min           2.653
_diffrn.ambient_temp_esd           2.0
_diffrn_ambient_temperature        172.99
_diffrn_detector                   'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean   7.9
_diffrn_detector_type              'Bruker Photon 50'
_diffrn_measured_fraction_theta_full  0.998
_diffrn_measured_fraction_theta_max  0.999
_diffrn_measurement_device         'three-circle diffractometer'
_diffrn_measurement_device_type    BrukerD8QuestEco
_diffrn_measurement_method         'ω and φ scans'
_diffrn_radiation_collimation      'focusing mirrors'
_diffrn_radiation_detector         'Bruker Photon 50'
_diffrn_radiation_monochromator    'curved graphite'
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71076
_diffrn_source                     'sealed X-ray tube'
_diffrn_source_type                'Siemens KFFMO2K--90C'
_diffrn_standards_number           0
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  1905
_reflns_number_total               2957
_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         'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_collection         'APEX3 Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_reduction          'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics      'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material    'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'XL (Sheldrick, 2015b)'
_computing_structure_solution      'XT (Sheldrick, 2015a)'
_refine_diff_density_max           0.190
_refine_diff_density_min           -0.201
_refine_diff_density_rms           0.043
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.041
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       175
_refine_ls_number_reflns           2957
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0988
_refine_ls_R_factor_gt             0.0504
_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      
 'w=1/[σ²(Fo²)+(0.0424P)²+0.3678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0955
_refine_ls_wR_factor_ref           0.1112
_refine_special_details            ?
_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
2.a Ternary CH refined with riding coordinates:
 C006(H006), C009(H009), C00A(H00E), C00D(H00H)
2.b Secondary CH2 refined with riding coordinates:
 C007(H00A,H00B), C008(H00C,H00D), C00C(H00F,H00G)
2.c Aromatic/amide H refined with riding coordinates:
 C00E(H00I), C00F(H00J)
2.d Idealised Me refined as rotating group:
 C00H(H00K,H00L,H00M), C00I(H00N,H00O,H00P), C00J(H00Q,H00R,H00S)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
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
 O001 O 0.57858(13) 0.68939(10) 0.23577(12) 0.0358(4) Uani 1 1 d . . . . .
 O002 O 0.63149(13) 0.74545(11) 0.43500(13) 0.0403(4) Uani 1 1 d . . . . .
 O003 O 0.44563(15) 0.38017(11) 0.27728(14) 0.0460(4) Uani 1 1 d . . . . .
 N004 N 0.42451(15) 0.66658(11) 0.32029(13) 0.0249(4) Uani 1 1 d . . . . .
 C005 C 0.5523(2) 0.70438(14) 0.33837(18) 0.0279(4) Uani 1 1 d . . . . .
 C006 C 0.31317(19) 0.63281(13) 0.19909(16) 0.0248(4) Uani 1 1 d . . . . .
 H006 H 0.303676 0.683869 0.132478 0.030 Uiso 1 1 calc R . . . .
 C007 C 0.37048(19) 0.68440(14) 0.41596(17) 0.0289(4) Uani 1 1 d . . . . .
 H00A H 0.348308 0.757211 0.420052 0.035 Uiso 1 1 calc R . . . .
 H00B H 0.439077 0.661818 0.500120 0.035 Uiso 1 1 calc R . . . .
 C008 C 0.3466(2) 0.52891(13) 0.15974(17) 0.0276(4) Uani 1 1 d . . . . .
 H00C H 0.274546 0.513249 0.074169 0.033 Uiso 1 1 calc R . . . .
 H00D H 0.439351 0.532935 0.154869 0.033 Uiso 1 1 calc R . . . .
 C009 C 0.17880(18) 0.63614(14) 0.22551(17) 0.0285(4) Uani 1 1 d . . . . .
 H009 H 0.135750 0.705504 0.204645 0.034 Uiso 1 1 calc R . . . .
 C00A C 0.23785(19) 0.61995(14) 0.36943(17) 0.0287(5) Uani 1 1 d . . . . .
 H00E H 0.170044 0.648052 0.402075 0.034 Uiso 1 1 calc R . . . .
 C00B C 0.3510(2) 0.44255(14) 0.24597(17) 0.0291(4) Uani 1 1 d . . . . .
 C00C C 0.2663(2) 0.50684(15) 0.40569(18) 0.0354(5) Uani 1 1 d . . . . .
 H00F H 0.207804 0.485992 0.450444 0.042 Uiso 1 1 calc R . . . .
 H00G H 0.366752 0.498782 0.464859 0.042 Uiso 1 1 calc R . . . .
 C00D C 0.2344(2) 0.43479(14) 0.29192(19) 0.0336(5) Uani 1 1 d . . . . .
 H00H H 0.229998 0.363227 0.319236 0.040 Uiso 1 1 calc R . . . .
 C00E C 0.0687(2) 0.55829(15) 0.15603(19) 0.0368(5) Uani 1 1 d . . . . .
 H00I H -0.017964 0.578110 0.089426 0.044 Uiso 1 1 calc R . . . .
 C00F C 0.0938(2) 0.46221(16) 0.1887(2) 0.0390(5) Uani 1 1 d . . . . .
 H00J H 0.024868 0.411383 0.148040 0.047 Uiso 1 1 calc R . . . .
 C00G C 0.7116(2) 0.72442(17) 0.2325(2) 0.0461(6) Uani 1 1 d . . . . .
 C00H C 0.6981(3) 0.6841(2) 0.1062(2) 0.0690(8) Uani 1 1 d . . . . .
 H00K H 0.694009 0.609640 0.106344 0.104 Uiso 1 1 calc GR . . . .
 H00L H 0.780117 0.705859 0.091245 0.104 Uiso 1 1 calc GR . . . .
 H00M H 0.611538 0.710878 0.039272 0.104 Uiso 1 1 calc GR . . . .
 C00I C 0.8369(3) 0.6752(2) 0.3371(2) 0.0732(9) Uani 1 1 d . . . . .
 H00N H 0.846097 0.702115 0.418474 0.110 Uiso 1 1 calc GR . . . .
 H00O H 0.923091 0.690077 0.325455 0.110 Uiso 1 1 calc GR . . . .
 H00P H 0.822549 0.601360 0.335117 0.110 Uiso 1 1 calc GR . . . .
 C00J C 0.7153(3) 0.8388(2) 0.2356(4) 0.0878(10) Uani 1 1 d . . . . .
 H00Q H 0.627278 0.865578 0.170723 0.132 Uiso 1 1 calc GR . . . .
 H00R H 0.795648 0.862929 0.219657 0.132 Uiso 1 1 calc GR . . . .
 H00S H 0.725509 0.862529 0.318644 0.132 Uiso 1 1 calc GR . . . .


_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
 O001 C005 1.347(2) . ?
 O001 C00G 1.473(2) . ?
 O002 C005 1.212(2) . ?
 O003 C00B 1.214(2) . ?
 N004 C005 1.350(2) . ?
 N004 C006 1.476(2) . ?
 N004 C007 1.461(2) . ?
 C006 H006 1.0000 . ?
 C006 C008 1.526(2) . ?
 C006 C009 1.550(2) . ?
 C007 H00A 0.9900 . ?
 C007 H00B 0.9900 . ?
 C007 C00A 1.514(2) . ?
 C008 H00C 0.9900 . ?
 C008 H00D 0.9900 . ?
 C008 C00B 1.505(3) . ?
 C009 H009 1.0000 . ?
 C009 C00A 1.545(3) . ?
 C009 C00E 1.498(3) . ?
 C00A H00E 1.0000 . ?
 C00A C00C 1.540(3) . ?
 C00B C00D 1.518(3) . ?
 C00C H00F 0.9900 . ?
 C00C H00G 0.9900 . ?
 C00C C00D 1.550(3) . ?
 C00D H00H 1.0000 . ?
 C00D C00F 1.502(3) . ?
 C00E H00I 0.9500 . ?
 C00E C00F 1.313(3) . ?
 C00F H00J 0.9500 . ?
 C00G C00H 1.516(3) . ?
 C00G C00I 1.512(3) . ?
 C00G C00J 1.504(3) . ?
 C00H H00K 0.9800 . ?
 C00H H00L 0.9800 . ?
 C00H H00M 0.9800 . ?
 C00I H00N 0.9800 . ?
 C00I H00O 0.9800 . ?
 C00I H00P 0.9800 . ?
 C00J H00Q 0.9800 . ?
 C00J H00R 0.9800 . ?
 C00J H00S 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
 C005 O001 C00G 121.01(16) . . ?
 C005 N004 C006 126.17(15) . . ?
 C005 N004 C007 119.09(15) . . ?
 C007 N004 C006 112.51(14) . . ?
 O001 C005 N004 110.82(16) . . ?
 O002 C005 O001 125.56(17) . . ?
 O002 C005 N004 123.62(17) . . ?
 N004 C006 H006 109.2 . . ?
 N004 C006 C008 111.79(14) . . ?
 N004 C006 C009 102.38(13) . . ?
 C008 C006 H006 109.2 . . ?
 C008 C006 C009 114.91(15) . . ?
 C009 C006 H006 109.2 . . ?
 N004 C007 H00A 111.3 . . ?
 N004 C007 H00B 111.3 . . ?
 N004 C007 C00A 102.56(14) . . ?
 H00A C007 H00B 109.2 . . ?
 C00A C007 H00A 111.3 . . ?
 C00A C007 H00B 111.3 . . ?
 C006 C008 H00C 108.5 . . ?
 C006 C008 H00D 108.5 . . ?
 H00C C008 H00D 107.5 . . ?
 C00B C008 C006 114.94(15) . . ?
 C00B C008 H00C 108.5 . . ?
 C00B C008 H00D 108.5 . . ?
 C006 C009 H009 109.0 . . ?
 C00A C009 C006 103.12(14) . . ?
 C00A C009 H009 109.0 . . ?
 C00E C009 C006 114.98(15) . . ?
 C00E C009 H009 109.0 . . ?
 C00E C009 C00A 111.36(16) . . ?
 C007 C00A C009 101.85(14) . . ?
 C007 C00A H00E 109.7 . . ?
 C007 C00A C00C 113.50(16) . . ?
 C009 C00A H00E 109.7 . . ?
 C00C C00A C009 112.08(15) . . ?
 C00C C00A H00E 109.7 . . ?
 O003 C00B C008 120.45(17) . . ?
 O003 C00B C00D 120.93(17) . . ?
 C008 C00B C00D 118.61(16) . . ?
 C00A C00C H00F 108.8 . . ?
 C00A C00C H00G 108.8 . . ?
 C00A C00C C00D 113.94(16) . . ?
 H00F C00C H00G 107.7 . . ?
 C00D C00C H00F 108.8 . . ?
 C00D C00C H00G 108.8 . . ?
 C00B C00D C00C 109.99(15) . . ?
 C00B C00D H00H 108.9 . . ?
 C00C C00D H00H 108.9 . . ?
 C00F C00D C00B 110.76(16) . . ?
 C00F C00D C00C 109.40(16) . . ?
 C00F C00D H00H 108.9 . . ?
 C009 C00E H00I 120.5 . . ?
 C00F C00E C009 118.96(19) . . ?
 C00F C00E H00I 120.5 . . ?
 C00D C00F H00J 120.9 . . ?
 C00E C00F C00D 118.26(18) . . ?
 C00E C00F H00J 120.9 . . ?
 O001 C00G C00H 101.90(18) . . ?
 O001 C00G C00I 110.39(18) . . ?
 O001 C00G C00J 109.05(17) . . ?
 C00I C00G C00H 109.7(2) . . ?
 C00J C00G C00H 111.4(2) . . ?
 C00J C00G C00I 113.8(2) . . ?
 C00G C00H H00K 109.5 . . ?
 C00G C00H H00L 109.5 . . ?
 C00G C00H H00M 109.5 . . ?
 H00K C00H H00L 109.5 . . ?
 H00K C00H H00M 109.5 . . ?
 H00L C00H H00M 109.5 . . ?
 C00G C00I H00N 109.5 . . ?
 C00G C00I H00O 109.5 . . ?
 C00G C00I H00P 109.5 . . ?
 H00N C00I H00O 109.5 . . ?
 H00N C00I H00P 109.5 . . ?
 H00O C00I H00P 109.5 . . ?
 C00G C00J H00Q 109.5 . . ?
 C00G C00J H00R 109.5 . . ?
 C00G C00J H00S 109.5 . . ?
 H00Q C00J H00R 109.5 . . ?
 H00Q C00J H00S 109.5 . . ?
 H00R C00J H00S 109.5 . . ?


_olex2_exptl_crystal_mounting_method  'Oil on MiTeGen microloop'
_olex2_submission_special_instructions  'No special instructions were received'
