 
data_mc310
 
_audit_creation_method            'SHELXL-2014/7'
_shelx_SHELXL_version_number      '2014/7'
_chemical_name_systematic         ?
_chemical_name_common
;
 Azidocarbonyl-5-amino-2,2,5,5-tetramethyl-pent-3-(E)-enoyl-NHiPr
;
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C13 H23 N5 O2' 
_chemical_formula_weight          281.36

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'
 
_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'
 
_cell_length_a                    9.1653(3)
_cell_length_b                    9.4255(3)
_cell_length_c                    10.5148(3)
_cell_angle_alpha                 107.580(3)
_cell_angle_beta                  91.726(3)
_cell_angle_gamma                 106.465(3)
_cell_volume                      823.73(5)
_cell_formula_units_Z             2
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     6995
_cell_measurement_theta_min       4.450
_cell_measurement_theta_max       72.795
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.134          
_exptl_crystal_F_000              304
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.500
_exptl_crystal_size_mid           0.400
_exptl_crystal_size_min           0.200
_exptl_absorpt_coefficient_mu     0.645
_shelx_estimated_absorpt_T_min    0.739
_shelx_estimated_absorpt_T_max    0.882
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.80313
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      1.54184
_diffrn_radiation_type            CuK\a
_diffrn_source                    'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type   'Xcalibur, Eos, Gemini'
_diffrn_measurement_method        'ω scans'
_diffrn_detector_area_resol_mean  16.1274
_diffrn_reflns_number             13055
_diffrn_reflns_av_unetI/netI      0.0138
_diffrn_reflns_av_R_equivalents   0.0168
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_l_min        -13
_diffrn_reflns_limit_l_max        10
_diffrn_reflns_theta_min          4.447
_diffrn_reflns_theta_max          72.814
_diffrn_reflns_theta_full         67.684
_diffrn_measured_fraction_theta_max   0.996
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.996
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.996
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              3269
_reflns_number_gt                 2981
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection     'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement     'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction      'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution   'SIR2014 (Burla et al., 2015)'
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           
;
 The C-terminal isopropyl group is disordered. Its methyl groups 
 were refined on two sets of positions (atoms CT2, CT3 and CT2',CT3',
 respectively), each with 0.50 population parameter. Restraints were
 applied to the bond distances, bond angles, and anisotropic displacement
 parameters of the disordered atoms.
;
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0893P)²+0.1255P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      dual
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          3269
_refine_ls_number_parameters      203
_refine_ls_number_restraints      44
_refine_ls_R_factor_all           0.0550
_refine_ls_R_factor_gt            0.0523
_refine_ls_wR_factor_ref          0.1567
_refine_ls_wR_factor_gt           0.1533
_refine_ls_goodness_of_fit_ref    1.079
_refine_ls_restrained_S_all       1.136
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
N03 N 0.2456(2) 0.5465(3) 0.9155(3) 0.1094(7) Uani 1 1 d . . . . .
N02 N 0.35204(19) 0.52601(18) 0.87741(17) 0.0754(4) Uani 1 1 d . . . . .
N01 N 0.46894(19) 0.49331(18) 0.83901(18) 0.0751(4) Uani 1 1 d . . . . .
C0 C 0.55699(18) 0.60047(16) 0.77701(15) 0.0538(3) Uani 1 1 d . . . . .
O0 O 0.51573(13) 0.70571(12) 0.76093(12) 0.0633(3) Uani 1 1 d . . . . .
N1 N 0.68366(16) 0.56449(14) 0.74313(14) 0.0588(4) Uani 1 1 d . . . . .
H1 H 0.7019 0.4899 0.7652 0.071 Uiso 1 1 calc R U . . .
C1D C 0.79503(17) 0.64566(15) 0.66960(16) 0.0535(4) Uani 1 1 d . . . . .
C1D1 C 0.7275(2) 0.59515(18) 0.52357(18) 0.0698(5) Uani 1 1 d . . . . .
H1D1 H 0.6988 0.4833 0.4860 0.105 Uiso 1 1 calc R U . . .
H1D2 H 0.8024 0.6415 0.4741 0.105 Uiso 1 1 calc R U . . .
H1D3 H 0.6385 0.6287 0.5182 0.105 Uiso 1 1 calc R U . . .
C1D2 C 0.9393(2) 0.5961(2) 0.6807(2) 0.0780(6) Uani 1 1 d . . . . .
H1D4 H 0.9787 0.6260 0.7737 0.117 Uiso 1 1 calc R U . . .
H1D5 H 1.0155 0.6466 0.6346 0.117 Uiso 1 1 calc R U . . .
H1D6 H 0.9139 0.4848 0.6407 0.117 Uiso 1 1 calc R U . . .
C1G C 0.83621(16) 0.81982(15) 0.74098(14) 0.0492(3) Uani 1 1 d . . . . .
H1G H 0.8642 0.8543 0.8335 0.059 Uiso 1 1 calc R U . . .
C1B C 0.83628(15) 0.92691(14) 0.68524(14) 0.0450(3) Uani 1 1 d . . . . .
H1B H 0.8114 0.8919 0.5923 0.054 Uiso 1 1 calc R U . . .
C1A C 0.87210(15) 1.10044(15) 0.75480(14) 0.0469(3) Uani 1 1 d . . . . .
C1A1 C 0.98763(18) 1.18767(18) 0.68107(19) 0.0633(4) Uani 1 1 d . . . . .
H1A1 H 1.0819 1.1635 0.6876 0.095 Uiso 1 1 calc R U . . .
H1A2 H 1.0065 1.2982 0.7212 0.095 Uiso 1 1 calc R U . . .
H1A3 H 0.9469 1.1561 0.5882 0.095 Uiso 1 1 calc R U . . .
C1A2 C 0.9345(2) 1.15311(19) 0.90373(17) 0.0633(4) Uani 1 1 d . . . . .
H1A4 H 0.8593 1.1023 0.9505 0.095 Uiso 1 1 calc R U . . .
H1A5 H 0.9567 1.2644 0.9416 0.095 Uiso 1 1 calc R U . . .
H1A6 H 1.0266 1.1257 0.9125 0.095 Uiso 1 1 calc R U . . .
C1 C 0.72335(16) 1.14617(15) 0.74821(15) 0.0496(3) Uani 1 1 d . . . . .
O1 O 0.72842(14) 1.27566(13) 0.74432(16) 0.0773(4) Uani 1 1 d . . . . .
NT N 0.59329(13) 1.04003(14) 0.75058(15) 0.0591(4) Uani 1 1 d D U . . .
HT H 0.5974 0.9505 0.7519 0.071 Uiso 1 1 calc R U . . .
CT1 C 0.44331(18) 1.0662(2) 0.75110(18) 0.0669(4) Uani 1 1 d D U . . .
HT1 H 0.4520 1.1550 0.7186 0.080 Uiso 0.5 1 calc R U P A 1
HT1' H 0.4598 1.1780 0.7678 0.080 Uiso 0.5 1 calc R U P B 2
CT2 C 0.3988(8) 1.1082(9) 0.8865(5) 0.105(2) Uani 0.5 1 d D U P C 1
HT2A H 0.4096 1.0338 0.9285 0.157 Uiso 0.5 1 calc R U P C 1
HT2B H 0.2939 1.1078 0.8811 0.157 Uiso 0.5 1 calc R U P C 1
HT2C H 0.4635 1.2107 0.9387 0.157 Uiso 0.5 1 calc R U P C 1
CT3 C 0.3266(7) 0.9238(7) 0.6506(6) 0.097(2) Uani 0.5 1 d D U P C 1
HT3A H 0.3154 0.8342 0.6794 0.146 Uiso 0.5 1 calc R U P C 1
HT3B H 0.3614 0.9044 0.5636 0.146 Uiso 0.5 1 calc R U P C 1
HT3C H 0.2295 0.9429 0.6455 0.146 Uiso 0.5 1 calc R U P C 1
CT2' C 0.3646(6) 1.0221(7) 0.8653(5) 0.0866(15) Uani 0.5 1 d D U P C 2
HT2D H 0.2687 1.0447 0.8686 0.130 Uiso 0.5 1 calc R U P C 2
HT2E H 0.4292 1.0813 0.9490 0.130 Uiso 0.5 1 calc R U P C 2
HT2F H 0.3461 0.9125 0.8502 0.130 Uiso 0.5 1 calc R U P C 2
CT3' C 0.3480(8) 0.9792(13) 0.6200(5) 0.173(5) Uani 0.5 1 d D U P C 2
HT3D H 0.3853 1.0297 0.5553 0.260 Uiso 0.5 1 calc R U P C 2
HT3E H 0.2436 0.9773 0.6289 0.260 Uiso 0.5 1 calc R U P C 2
HT3F H 0.3531 0.8741 0.5902 0.260 Uiso 0.5 1 calc R U P C 2
 
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
N03 0.0804(12) 0.1047(15) 0.1387(18) 0.0286(13) 0.0503(12) 0.0295(11)
N02 0.0758(10) 0.0655(9) 0.0907(10) 0.0293(8) 0.0351(8) 0.0239(7)
N01 0.0870(10) 0.0663(9) 0.1012(11) 0.0484(8) 0.0495(9) 0.0414(8)
C0 0.0661(8) 0.0393(6) 0.0643(8) 0.0213(6) 0.0207(6) 0.0228(6)
O0 0.0648(6) 0.0495(6) 0.0930(8) 0.0338(5) 0.0241(6) 0.0311(5)
N1 0.0727(8) 0.0437(6) 0.0835(9) 0.0362(6) 0.0335(7) 0.0343(6)
C1D 0.0619(8) 0.0380(7) 0.0732(9) 0.0252(6) 0.0252(7) 0.0250(6)
C1D1 0.0881(12) 0.0447(8) 0.0699(10) 0.0130(7) 0.0259(8) 0.0144(7)
C1D2 0.0754(11) 0.0571(9) 0.1281(16) 0.0455(10) 0.0433(11) 0.0411(8)
C1G 0.0566(7) 0.0413(7) 0.0589(7) 0.0209(6) 0.0122(6) 0.0236(6)
C1B 0.0488(6) 0.0392(6) 0.0558(7) 0.0203(5) 0.0146(5) 0.0211(5)
C1A 0.0480(7) 0.0370(6) 0.0638(8) 0.0216(5) 0.0138(6) 0.0188(5)
C1A1 0.0577(8) 0.0493(8) 0.0946(12) 0.0355(8) 0.0257(8) 0.0196(6)
C1A2 0.0671(9) 0.0529(8) 0.0688(9) 0.0135(7) 0.0048(7) 0.0239(7)
C1 0.0558(7) 0.0394(6) 0.0663(8) 0.0252(6) 0.0170(6) 0.0244(6)
O1 0.0737(7) 0.0477(6) 0.1373(12) 0.0508(7) 0.0344(7) 0.0349(5)
NT 0.0497(6) 0.0473(6) 0.0988(10) 0.0393(6) 0.0187(6) 0.0255(5)
CT1 0.0555(8) 0.0643(9) 0.1034(12) 0.0435(9) 0.0201(8) 0.0342(7)
CT2 0.080(3) 0.131(5) 0.094(3) 0.002(3) 0.018(2) 0.057(4)
CT3 0.068(3) 0.105(3) 0.102(4) 0.008(3) -0.021(3) 0.034(2)
CT2' 0.076(3) 0.116(4) 0.089(3) 0.033(3) 0.030(3) 0.061(3)
CT3' 0.108(5) 0.369(14) 0.083(3) 0.067(5) 0.020(3) 0.142(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
N03 N02 1.110(2) . ?
N02 N01 1.243(2) . ?
N01 C0 1.4366(19) . ?
C0 O0 1.2106(17) . ?
C0 N1 1.3285(19) . ?
N1 C1D 1.4789(18) . ?
C1D C1G 1.5126(18) . ?
C1D C1D1 1.517(2) . ?
C1D C1D2 1.534(2) . ?
C1G C1B 1.3113(18) . ?
C1B C1A 1.5088(17) . ?
C1A C1A1 1.5295(19) . ?
C1A C1A2 1.530(2) . ?
C1A C1 1.5475(17) . ?
C1 O1 1.2213(16) . ?
C1 NT 1.3279(18) . ?
NT CT1 1.4635(17) . ?
CT1 CT2 1.461(4) . ?
CT1 CT3' 1.475(4) . ?
CT1 CT3 1.524(4) . ?
CT1 CT2' 1.523(4) . ?
 
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
N03 N02 N01 174.9(2) . . ?
N02 N01 C0 112.17(13) . . ?
O0 C0 N1 127.84(13) . . ?
O0 C0 N01 122.40(14) . . ?
N1 C0 N01 109.76(12) . . ?
C0 N1 C1D 123.64(11) . . ?
N1 C1D C1G 108.23(11) . . ?
N1 C1D C1D1 109.24(13) . . ?
C1G C1D C1D1 113.86(12) . . ?
N1 C1D C1D2 106.44(12) . . ?
C1G C1D C1D2 108.29(13) . . ?
C1D1 C1D C1D2 110.50(14) . . ?
C1B C1G C1D 126.41(14) . . ?
C1G C1B C1A 127.36(13) . . ?
C1B C1A C1A1 108.80(11) . . ?
C1B C1A C1A2 113.55(11) . . ?
C1A1 C1A C1A2 109.77(13) . . ?
C1B C1A C1 109.21(11) . . ?
C1A1 C1A C1 108.69(11) . . ?
C1A2 C1A C1 106.70(11) . . ?
O1 C1 NT 122.65(13) . . ?
O1 C1 C1A 120.56(12) . . ?
NT C1 C1A 116.77(10) . . ?
C1 NT CT1 124.00(12) . . ?
CT2 CT1 NT 112.0(3) . . ?
NT CT1 CT3' 111.2(4) . . ?
CT2 CT1 CT3 113.8(4) . . ?
NT CT1 CT3 108.9(3) . . ?
NT CT1 CT2' 109.6(2) . . ?
CT3' CT1 CT2' 111.7(4) . . ?
 
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
N02 N01 C0 O0 -2.6(3) . . . . ?
N02 N01 C0 N1 177.33(16) . . . . ?
O0 C0 N1 C1D -3.9(3) . . . . ?
N01 C0 N1 C1D 176.09(14) . . . . y
C0 N1 C1D C1G 50.7(2) . . . . y
C0 N1 C1D C1D1 -73.78(18) . . . . ?
C0 N1 C1D C1D2 166.89(16) . . . . ?
N1 C1D C1G C1B -130.52(15) . . . . y
C1D1 C1D C1G C1B -8.8(2) . . . . ?
C1D2 C1D C1G C1B 114.48(17) . . . . ?
C1D C1G C1B C1A 177.94(12) . . . . y
C1G C1B C1A C1A1 131.02(15) . . . . ?
C1G C1B C1A C1A2 8.5(2) . . . . ?
C1G C1B C1A C1 -110.48(15) . . . . y
C1B C1A C1 O1 -149.28(15) . . . . ?
C1A1 C1A C1 O1 -30.72(19) . . . . ?
C1A2 C1A C1 O1 87.60(17) . . . . ?
C1B C1A C1 NT 32.42(17) . . . . y
C1A1 C1A C1 NT 150.98(14) . . . . ?
C1A2 C1A C1 NT -90.70(16) . . . . ?
O1 C1 NT CT1 -1.1(3) . . . . ?
C1A C1 NT CT1 177.21(14) . . . . y
C1 NT CT1 CT2 -98.3(4) . . . . ?
C1 NT CT1 CT3' 107.2(5) . . . . ?
C1 NT CT1 CT3 135.0(3) . . . . ?
C1 NT CT1 CT2' -128.9(3) . . . . ?
 
loop_
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
NT HT O0  0.86 2.25 3.0641(15) 158.7 .
N1 H1 O1  0.86 2.05 2.8694(15) 159.3 1_545
 
_refine_diff_density_max    0.303
_refine_diff_density_min   -0.217
_refine_diff_density_rms    0.039

#===END===