#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/95/2009550.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2009550
loop_
_publ_author_name
'Golič, L.'
'Sinur, A.'
'Stanovnik, B.'
'Žličar, M.'
_publ_section_title
;
 Two substituted
 pyrazolo[1',2':1,2]pyrazolo[4,3-d]tetrazolo[1,5-b]pyridazines
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              466
_journal_page_last               469
_journal_paper_doi               10.1107/S0108270193007838
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C16 H22 Cl N7 O6'
_chemical_formula_weight         443.5
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_type_scat_source
'Cromer & Mann (1968) and Cromer & Liberman (1970)'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3226(6)
_cell_length_b                   14.3010(10)
_cell_length_c                   15.0420(10)
_cell_measurement_reflns_used    75
_cell_measurement_temperature    293.0(10)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      8
_cell_volume                     2005.4(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.015
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10338
_diffrn_reflns_theta_max         27.9
_diffrn_standards_decay_%        -1.39
_diffrn_standards_interval_time  333
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.2356
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_meas      1.46(2)
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.11
_refine_ls_goodness_of_fit_obs   0.584
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     271
_refine_ls_number_reflns         2287
_refine_ls_R_factor_obs          0.032
_refine_ls_shift/esd_max         0.185
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      empirical
_refine_ls_wR_factor_obs         0.040
_reflns_number_observed          2100
_reflns_number_total             2731
_reflns_observed_criterion       I>2.5\s
_cod_data_source_file            mu1060.cif
_cod_data_source_block           mu1060_structure_1_of_2
_cod_original_cell_volume        2005.4(4)
_cod_original_formula_sum        'C16 H22 Cl1 N7 O6'
_cod_database_code               2009550
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Cl .13756(7) .03714(4) .53711(4) .0517(3)
O(1) .3870(2) .13370(10) .3794(2) .0560(10)
O(2) .3127(2) -.00360(10) .3228(2) .0590(10)
O(3) -.0477(2) .3202(2) .17820(10) .0590(10)
O(4) .3094(2) .3102(2) .08900(10) .0570(10)
O(5) -.0577(2) .33700(10) .00130(10) .0490(10)
O(6) .1651(3) .2478(2) -.10040(10) .0760(10)
N(1) .2553(2) .42450(10) .59560(10) .0460(10)
N(2) .2811(3) .4085(2) .68260(10) .0540(10)
N(3) .2617(3) .3220(2) .70520(10) .0530(10)
N(4) .2215(2) .27830(10) .62920(10) .0420(10)
N(5) .1984(2) .18550(10) .62550(10) .0450(10)
N(6) .0945(2) .19250(10) .38800(10) .0360(10)
N(7) .0950(2) .28010(10) .33470(10) .0350(10)
C(1) .1623(2) .15560(10) .54700(10) .0390(10)
C(2) .1458(2) .21480(10) .47060(10) .0360(10)
C(3) .1405(2) .11340(10) .33270(10) .0390(10)
C(4) .1253(2) .1530(2) .23830(10) .0450(10)
C(5) .1647(2) .2562(2) .24960(10) .0390(10)
C(6) .1582(2) .35780(10) .39100(10) .0350(10)
C(7) .1738(2) .30860(10) .47870(10) .0350(10)
C(8) .2169(2) .3422(2) .56250(10) .0370(10)
C(9) .2954(2) .08390(10) .34900(10) .0410(10)
C(10) .4540(4) -.0429(2) .3318(4) .086(2)
C(11) .0505(3) .4384(2) .3943(2) .0510(10)
C(12) .3046(3) .3944(2) .3613(2) .0500(10)
C(13) .1046(2) .3213(2) .17750(10) .0400(10)
C(14) .1587(2) .29460(10) .08490(10) .0400(10)
C(15) .0921(3) .35600(10) .01220(10) .0420(10)
C(16) .1623(4) .3415(2) -.0773(2) .0590(10)
H(3) -.0683 .3202 .2294 ?
H(4) .3172 .2557 .0764 ?
H(5) -.0947 .3343 .0506 ?
H(6) .1935 .2477 -.1621 ?
H(13) .1421 .3891 .1926 ?
H(15) .1060 .4194 .0352 ?
H(30) .0817 .0614 .3399 ?
H(41) .0338 .1464 .2151 ?
H(42) .1833 .1221 .1946 ?
H(50) .2711 .2654 .2476 ?
H(101) .4573 -.0929 .3109 ?
H(102) .5004 -.0182 .3219 ?
H(103) .4663 -.0542 .3929 ?
H(111) .0838 .4878 .4308 ?
H(112) .0398 .4620 .3321 ?
H(113) -.0396 .4157 .4064 ?
H(121) .3379 .4436 .4048 ?
H(122) .3115 .4187 .3073 ?
H(123) .3687 .3454 .3567 ?
H(141) .1438 .2292 .0723 ?
H(161) .0880 .3810 -.1279 ?
H(162) .2735 .3554 -.0821 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N(5) C(1) Cl 116.0(2) yes
O(2) C(9) O(1) 126.0(2) yes
C(10) O(2) C(9) 116.9(2) yes
C(5) C(13) O(3) 110.7(2) yes
C(13) C(14) O(4) 104.3(2) yes
C(14) C(15) O(5) 111.6(2) yes
C(15) C(16) O(6) 111.4(2) yes
C(2) C(1) Cl 119.9(2) yes
C(3) C(9) O(1) 124.8(2) yes
C(3) C(9) O(2) 109.2(2) yes
C(14) C(13) O(3) 109.5(2) yes
C(15) C(14) O(4) 109.9(2) yes
C(16) C(15) O(5) 107.1(2) yes
C(8) N(1) N(2) 105.2(2) yes
N(3) N(2) N(1) 113.0(2) yes
C(7) C(8) N(1) 135.8(2) yes
N(5) N(4) N(3) 122.3(2) yes
C(8) N(4) N(5) 128.9(2) yes
C(7) C(8) N(4) 116.1(2) yes
C(2) N(6) N(7) 107.00(10) yes
C(5) N(7) N(6) 105.90(10) yes
C(3) N(6) C(2) 126.2(2) yes
C(7) C(2) N(6) 112.0(2) yes
C(9) C(3) N(6) 113.5(2) yes
C(4) C(5) N(7) 102.4(2) yes
C(7) C(6) N(7) 100.70(10) yes
C(12) C(6) N(7) 115.8(2) yes
C(6) C(7) C(2) 111.1(2) yes
C(9) C(3) C(4) 109.7(2) yes
C(13) C(5) C(4) 114.7(2) yes
C(11) C(6) C(7) 112.8(2) yes
C(8) C(7) C(6) 130.8(2) yes
C(15) C(14) C(13) 111.9(2) yes
N(4) C(8) N(1) 108.1(2) yes
N(4) N(3) N(2) 104.9(2) yes
C(8) N(4) N(3) 108.8(2) yes
C(1) N(5) N(4) 113.8(2) yes
C(2) C(1) N(5) 124.1(2) yes
C(3) N(6) N(7) 110.1(2) yes
C(6) N(7) N(6) 108.50(10) yes
C(1) C(2) N(6) 128.9(2) yes
C(4) C(3) N(6) 102.3(2) yes
C(6) N(7) C(5) 118.9(5) yes
C(13) C(5) N(7) 108.2(2) yes
C(11) C(6) N(7) 108.4(2) yes
C(7) C(2) C(1) 118.9(2) yes
C(8) C(7) C(2) 118.0(2) yes
C(5) C(4) C(3) 103.3(2) yes
C(14) C(13) C(5) 111.8(2) yes
C(12) C(6) C(7) 109.3(2) yes
C(12) C(6) C(11) 109.7(2) yes
C(16) C(15) C(14) 112.4(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl C(1) 1.716(2) yes
O(1) C(9) 1.202(3) yes
O(2) C(9) 1.322(3) yes
O(2) C(10) 1.438(4) yes
O(3) C(13) 1.420(3) yes
O(4) C(14) 1.424(3) yes
O(5) C(15) 1.432(3) yes
O(6) C(16) 1.385(4) yes
N(1) N(2) 1.349(3) yes
N(1) C(8) 1.327(3) yes
N(2) N(3) 1.295(4) yes
N(3) N(4) 1.355(3) yes
N(4) N(5) 1.346(3) yes
N(4) C(8) 1.359(3) yes
N(5) C(1) 1.301(3) yes
N(6) N(7) 1.486(2) yes
N(6) C(2) 1.369(3) yes
N(6) C(3) 1.468(3) yes
N(7) C(5) 1.476(3) yes
N(7) C(6) 1.516(3) yes
C(1) C(2) 1.436(3) yes
C(2) C(7) 1.372(3) yes
C(3) C(4) 1.536(3) yes
C(3) C(9) 1.524(3) yes
C(4) C(5) 1.530(3) yes
C(5) C(13) 1.535(3) yes
C(6) C(7) 1.502(3) yes
C(6) C(11) 1.530(3) yes
C(6) C(12) 1.529(3) yes
C(7) C(8) 1.407(3) yes
C(13) C(14) 1.530(3) yes
C(14) C(15) 1.533(3) yes
C(15) C(16) 1.512(3) yes
