 
data_07skc0018pna21
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
Pimelic acid & 1,1,3,3-tetramethylbutylamine
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C15 H31 N O4'
_chemical_formula_weight          289.41
 
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'
 
_symmetry_cell_setting            orthorhombic
_symmetry_space_group_name_H-M    Pna21
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, -y, z+1/2'
 'x+1/2, -y+1/2, z'
 '-x+1/2, y+1/2, z+1/2'
 
_cell_length_a                    11.5504(7)
_cell_length_b                    22.2264(10)
_cell_length_c                    6.6309(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      1702.31(16)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     2235
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.18
_exptl_crystal_size_mid           0.10
_exptl_crystal_size_min           0.04
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.129
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              640
_exptl_absorpt_coefficient_mu     0.080
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9857
_exptl_absorpt_correction_T_max   0.9968
_exptl_absorpt_process_details       'SADABS V2.10 (Sheldrick, G.M., 2003)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    '10cm confocal mirrors'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             9877
_diffrn_reflns_av_R_equivalents   0.0628
_diffrn_reflns_av_sigmaI/netI     0.0673
_diffrn_reflns_limit_h_min        -14
_diffrn_reflns_limit_h_max        13
_diffrn_reflns_limit_k_min        -28
_diffrn_reflns_limit_k_max        28
_diffrn_reflns_limit_l_min        -5
_diffrn_reflns_limit_l_max        8
_diffrn_reflns_theta_min          3.21
_diffrn_reflns_theta_max          27.48
_reflns_number_total              2855
_reflns_number_gt                 2263
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'  
_computing_structure_solution     ?
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
 
_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.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.0000P)²+2.0228P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_abs_structure_details
 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    1(2)
_refine_ls_number_reflns          2855
_refine_ls_number_parameters      192
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0883
_refine_ls_R_factor_gt            0.0635
_refine_ls_wR_factor_ref          0.1345
_refine_ls_wR_factor_gt           0.1191
_refine_ls_goodness_of_fit_ref    1.111
_refine_ls_restrained_S_all       1.111
_refine_ls_shift/su_max           0.006
_refine_ls_shift/su_mean          0.001
 
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
C1 C 0.1631(3) 0.15936(16) -0.1509(6) 0.0280(9) Uani 1 1 d . . .
C2 C 0.2626(3) 0.19092(17) -0.0492(7) 0.0284(9) Uani 1 1 d . . .
H2A H 0.2704 0.2318 -0.1066 0.034 Uiso 1 1 calc R . .
H2B H 0.3350 0.1687 -0.0783 0.034 Uiso 1 1 calc R . .
C3 C 0.2477(4) 0.19581(19) 0.1762(7) 0.0463(12) Uani 1 1 d . . .
H3A H 0.2366 0.1549 0.2320 0.056 Uiso 1 1 calc R . .
H3B H 0.1764 0.2191 0.2043 0.056 Uiso 1 1 calc R . .
C4 C 0.3492(4) 0.22579(16) 0.2866(7) 0.0408(11) Uani 1 1 d . . .
H4A H 0.3392 0.2201 0.4337 0.049 Uiso 1 1 calc R . .
H4B H 0.4221 0.2056 0.2466 0.049 Uiso 1 1 calc R . .
C5 C 0.3596(3) 0.29294(15) 0.2420(6) 0.0280(9) Uani 1 1 d . . .
H5A H 0.3875 0.2986 0.1021 0.034 Uiso 1 1 calc R . .
H5B H 0.2823 0.3119 0.2531 0.034 Uiso 1 1 calc R . .
C6 C 0.4425(3) 0.32344(14) 0.3873(6) 0.0235(8) Uani 1 1 d . . .
H6A H 0.5199 0.3049 0.3709 0.028 Uiso 1 1 calc R . .
H6B H 0.4164 0.3150 0.5266 0.028 Uiso 1 1 calc R . .
C7 C 0.4550(3) 0.39126(15) 0.3630(6) 0.0237(8) Uani 1 1 d . . .
O1A O 0.0747(2) 0.14462(13) -0.0670(5) 0.0420(8) Uani 1 1 d . . .
O1B O 0.1842(2) 0.14712(12) -0.3425(4) 0.0342(7) Uani 1 1 d . . .
H1 H 0.1279 0.1282 -0.3917 0.08(2) Uiso 1 1 calc R . .
O7A O 0.3959(2) 0.41867(10) 0.2373(4) 0.0280(6) Uani 1 1 d . . .
O7B O 0.5252(2) 0.41727(10) 0.4852(4) 0.0260(6) Uani 1 1 d . . .
C21 C 0.0995(4) 0.32422(15) -0.2924(8) 0.0381(11) Uani 1 1 d . . .
H21A H 0.1063 0.3139 -0.1492 0.057 Uiso 1 1 calc R . .
H21B H 0.1605 0.3037 -0.3687 0.057 Uiso 1 1 calc R . .
H21C H 0.0236 0.3114 -0.3426 0.057 Uiso 1 1 calc R . .
C22 C 0.1121(3) 0.39295(15) -0.3186(7) 0.0292(9) Uani 1 1 d . . .
C23 C 0.2342(3) 0.40825(14) -0.2332(6) 0.0239(8) Uani 1 1 d . . .
H23A H 0.2396 0.3885 -0.0996 0.029 Uiso 1 1 calc R . .
H23B H 0.2911 0.3879 -0.3216 0.029 Uiso 1 1 calc R . .
C24 C 0.2772(3) 0.47357(15) -0.2049(6) 0.0232(8) Uani 1 1 d . . .
C26 C 0.0130(3) 0.42304(17) -0.2050(7) 0.0361(10) Uani 1 1 d . . .
H26A H 0.0134 0.4663 -0.2330 0.054 Uiso 1 1 calc R . .
H26B H 0.0226 0.4164 -0.0599 0.054 Uiso 1 1 calc R . .
H26C H -0.0608 0.4057 -0.2493 0.054 Uiso 1 1 calc R . .
C27 C 0.1020(3) 0.40706(17) -0.5442(7) 0.0332(9) Uani 1 1 d . . .
H27A H 0.0304 0.3895 -0.5973 0.050 Uiso 1 1 calc R . .
H27B H 0.1685 0.3899 -0.6157 0.050 Uiso 1 1 calc R . .
H27C H 0.1007 0.4508 -0.5637 0.050 Uiso 1 1 calc R . .
C28 C 0.2204(3) 0.50565(16) -0.0280(6) 0.0296(9) Uani 1 1 d . . .
H28A H 0.2237 0.4799 0.0917 0.044 Uiso 1 1 calc R . .
H28B H 0.1394 0.5144 -0.0609 0.044 Uiso 1 1 calc R . .
H28C H 0.2615 0.5434 -0.0010 0.044 Uiso 1 1 calc R . .
C29 C 0.2751(3) 0.51259(16) -0.3928(6) 0.0293(9) Uani 1 1 d . . .
H29A H 0.3215 0.5489 -0.3698 0.044 Uiso 1 1 calc R . .
H29B H 0.1951 0.5241 -0.4234 0.044 Uiso 1 1 calc R . .
H29C H 0.3074 0.4900 -0.5066 0.044 Uiso 1 1 calc R . .
N25 N 0.4041(2) 0.46650(13) -0.1476(5) 0.0240(7) Uani 1 1 d . . .
H25A H 0.4099 0.4426 -0.0366 0.041(12) Uiso 1 1 calc R . .
H25B H 0.4348 0.5033 -0.1201 0.038(12) Uiso 1 1 calc R . .
H25C H 0.4433 0.4494 -0.2518 0.027(11) 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
C1 O1A 1.208(5) . ?
C1 O1B 1.322(5) . ?
C1 C2 1.506(5) . ?
C2 C3 1.508(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.535(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.526(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.519(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.523(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 O7A 1.238(4) . ?
C7 O7B 1.284(4) . ?
O1B H1 0.8400 . ?
C21 C22 1.544(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C26 1.525(5) . ?
C22 C27 1.533(6) . ?
C22 C23 1.557(5) . ?
C23 C24 1.546(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C29 1.519(5) . ?
C24 C28 1.521(5) . ?
C24 N25 1.523(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
N25 H25A 0.9100 . ?
N25 H25B 0.9100 . ?
N25 H25C 0.9100 . ?
 
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
O1A C1 O1B 122.9(4) . . ?
O1A C1 C2 124.4(4) . . ?
O1B C1 C2 112.7(3) . . ?
C1 C2 C3 113.0(4) . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C2 C3 C4 114.6(4) . . ?
C2 C3 H3A 108.6 . . ?
C4 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
C4 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C5 C4 C3 113.1(4) . . ?
C5 C4 H4A 109.0 . . ?
C3 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 C4 111.3(3) . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 C7 115.7(3) . . ?
C5 C6 H6A 108.3 . . ?
C7 C6 H6A 108.3 . . ?
C5 C6 H6B 108.3 . . ?
C7 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
O7A C7 O7B 123.5(3) . . ?
O7A C7 C6 120.4(3) . . ?
O7B C7 C6 116.0(3) . . ?
C1 O1B H1 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C26 C22 C27 109.6(3) . . ?
C26 C22 C21 107.9(3) . . ?
C27 C22 C21 107.8(3) . . ?
C26 C22 C23 113.9(3) . . ?
C27 C22 C23 112.3(3) . . ?
C21 C22 C23 105.1(3) . . ?
C24 C23 C22 122.7(3) . . ?
C24 C23 H23A 106.7 . . ?
C22 C23 H23A 106.7 . . ?
C24 C23 H23B 106.7 . . ?
C22 C23 H23B 106.7 . . ?
H23A C23 H23B 106.6 . . ?
C29 C24 C28 111.0(3) . . ?
C29 C24 N25 106.2(3) . . ?
C28 C24 N25 105.7(3) . . ?
C29 C24 C23 115.6(3) . . ?
C28 C24 C23 113.3(3) . . ?
N25 C24 C23 104.1(3) . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C24 N25 H25A 109.5 . . ?
C24 N25 H25B 109.5 . . ?
H25A N25 H25B 109.5 . . ?
C24 N25 H25C 109.5 . . ?
H25A N25 H25C 109.5 . . ?
H25B N25 H25C 109.5 . . ?
 
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
N25 H25A O7A  0.91 1.90 2.766(4) 158.5 .
O1B H1 O7B  0.84 1.76 2.593(4) 171.6 3_454
N25 H25B O7B  0.91 1.95 2.849(4) 167.4 2_664
N25 H25C O7B  0.91 2.11 3.014(4) 173.4 1_554
 
_diffrn_measured_fraction_theta_max    0.995
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.995
_refine_diff_density_max    0.260
_refine_diff_density_min   -0.234
_refine_diff_density_rms    0.063
