Crystalline forms or amorphous forms of bisdiazabicyclic compounds or salts thereof

A crystalline or amorphous form of a salt of compound 1:

• wherein the crystalline or amorphous form of the salt of compound 1 is
• amorphous form IV of compound 1 monohydrochloride, characterized by an X-ray powder diffraction pattern as shown in FIG. 10, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 7.9±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 184.6±2.0° C.;
• 3a TGA plot as shown in FIG. 11;
• and/or
• 4) a mDSC curve as shown in FIG. 12;
• or
• amorphous form VI of compound 1 sulfate, characterized by an X-ray powder diffraction pattern as shown in FIG. 16, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 9.6±0.2% by weight before 150° C.;
• 2In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 207.2+2.0° C.;
• 3) a TGA plot as shown in FIG. 17;
• and/or
• 4) a mDSC curve as shown in FIG. 18;
• or
• amorphous form VII of compound 1 phosphate, characterized by an X-ray powder diffraction pattern as shown in FIG. 19, and optionally has the following characteristics:
• 1) a TGA plot, there is a weight loss of 4.5±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 176.0±2.0° C.;
• 3) a TGA plot as shown in FIG. 20;
• and/or
• 4) a mDSC curve as shown in FIG. 21;
• or
• amorphous form VIII of compound 1 mesylate, characterized by an X-ray powder diffraction pattern as shown in FIG. 22, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 5.2±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 172.7±2.0° C.;
• 3) a TGA plot as shown in FIG. 23;
• and/or
• 4) a mDSC curve as shown in FIG. 24;
• or
• amorphous form IX of compound 1 maleate, characterized by an X-ray powder diffraction pattern as shown in FIG. 25, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 3.7±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 163.6±2.0° C.;
• 3) a TGA plot as shown in FIG. 26;
• and/or
• 4) a mDSC curve substantially as shown in FIG. 27;
• or
• amorphous form X of compound 1 tartrate, characterized by an X-ray powder diffraction pattern as shown in FIG. 28, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 8.3±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 163.9±2.0° C.;
• 3) a TGA plot as shown in FIG. 29;
• and/or
• 4) a mDSC curve as shown in FIG. 30;
• or
• amorphous form XI of compound 1 benzoate, characterized by an X-ray powder diffraction pattern as shown in FIG. 31, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 9.1±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 143.8±2.0° C.;
• 3) a TGA plot as shown in FIG. 32;
• and/or
• 4) a mDSC curve as shown in FIG. 33;
• or
• amorphous form XII of compound 1 succinate, characterized by an X-ray powder diffraction pattern as shown in FIG. 34, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 3.5±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 138.9±2.0° C.;
• 3) a TGA plot as shown in FIG. 35;
• and/or
• 4) a mDSC curve as shown in FIG. 36;
• or
• amorphous form XIII of compound 1 acetate, characterized by an X-ray powder diffraction pattern as shown in FIG. 37, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 8.0±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 137.9±2.0° C.;
• 3) a TGA plot as shown in FIG. 38;
• and/or
• 4) a mDSC curve as shown in FIG. 39;
• or
• amorphous form XV of compound 1 mono-p-toluenesulfonate, characterized by an X-ray powder diffraction pattern as shown in FIG. 43, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 2.55±0.2% by weight before 127° C.;
• and a weight loss of 2.51±0.2% by weight between 127° C. and 222° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 150.82±2.0° C.;
• 3) a TGA plot as shown in FIG. 44;
• and/or
• 4) a mDSC curve as shown in FIG. 45;
• or
• the amorphous form XVI of compound 1 di-p-toluenesulfonate, characterized by an X-ray powder diffraction pattern as shown in FIG. 46, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 2.97±0.2% by weight before 125° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 168.02±2.0° C.;
• 3) a TGA plot as shown in FIG. 47;
• and/or
• 4) a mDSC curve as shown in FIG. 48;
• or
• amorphous form XVII of compound 1 diphosphate characterized by an X-ray powder diffraction pattern as shown in FIG. 49, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 1.46±0.2% by weight before 140° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 177.83±2.0° C.;
• 3) a TGA plot as shown in FIG. 50;
• and/or
• 4) a mDSC curve as shown in FIG. 51;
• or
• crystalline form XVIII of compound 1 dimethanesulfonate, characterized by an X-ray powder diffraction pattern which has at least one or two peaks at 3.94±0.2°, 5.53±0.2°, 11.45±0.2°, 15.25±0.2°, and 20.51±0.2° in 2θ;
• or
• amorphous form XIX of compound 1 monooxalate, characterized by an X-ray powder diffraction pattern as shown in FIG. 55, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 3.63±0.2% by weight before 105° C.;
• and a weight loss of 10.4±0.2% by weight between 105° C. and 242° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 100.62±2.0° C.;
• 3) a TGA plot as shown in FIG. 56;
• and/or
• 4) a mDSC curve as shown in FIG. 57;
• or
• amorphous form XX of compound 1 dioxalate, characterized by an X-ray powder diffraction pattern as shown in FIG. 58, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 3.52±0.2% by weight before 122° C.;
• and a weight loss of 11.6±0.2% by weight between 122° C. and 236° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 97.8±2.0° C.;
• 3) a TGA plot as shown in FIG. 59;
• and/or
• 4) a mDSC curve as shown in FIG. 60;
• or
• amorphous form XXI of compound 1 dimaleate, characterized by an X-ray powder diffraction pattern as shown in FIG. 61, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 2.29±0.2% by weight before 117° C.;
• and a weight loss of 8.33±0.2% by weight between 117° C. and 216° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 142.29±2.0° C.;
• 3) a TGA plot as shown in FIG. 62;
• and/or
• 4) a mDSC curve as shown in FIG. 63;
• or
• amorphous form XXII of compound 1 ditartrate, characterized by an X-ray powder diffraction pattern as shown in FIG. 64, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 3.14±0.2% by weight before 127.5° C.;
• and a weight loss of 15.15±0.2% by weight between 127.5° C. and 272.5° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 155.97±2.0° C.;
• 3) a TGA plot as shown in FIG. 65;
• and/or
• 4) a mDSC curve as shown in FIG. 66;
• or
• amorphous form XXIII of compound 1 disulfate, characterized by an X-ray powder diffraction pattern as shown in FIG. 67, and optionally has the following characteristics:
• 1) In the TGA plot, there is a weight loss of 4.77±0.2% by weight before 100° C.;
• 2) In the mDSC curve, there is a glassy transition temperature at the midpoint temperature of 174.60±2.0° C.;
• 3) the TGA plot as shown in FIG. 68;
• and/or
• 4) the mDSC curve as shown in FIG. 69.

An amorphous form of a salt of compound 1:

• wherein the amorphous form of the salt of compound 1 amorphous form V of compound 1 dihydrochloride, characterized by an X-ray powder diffraction pattern as shown in FIG. 13, and optionally has the following characteristics:
• 1) In a TGA plot, there is a weight loss of 6.6±0.2% by weight before 150° C.;
• 2) In a mDSC curve, there is a glassy transition temperature at the midpoint temperature of 213.0±2.0° C.;
• 3) a TGA plot as shown in FIG. 14;
• and/or
• 4) a mDSC curve as shown in FIG. 15.